20880-92-6 Archives - Page 9 of 15 - Alcohols-buliding-blocks

Lei, Zhen’s team published research in Angewandte Chemie, International Edition in 58 | CAS: 20880-92-6

Angewandte Chemie, International Edition published new progress about 20880-92-6. 20880-92-6 belongs to alcohols-buliding-blocks, auxiliary class Other Aliphatic Heterocyclic,Chiral,Alcohol, name is ((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol, and the molecular formula is C12H20O6, Name: ((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol.

Lei, Zhen published the artcileβ-Selective Aroylation of Activated Alkenes by Photoredox Catalysis, Name: ((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol, the publication is Angewandte Chemie, International Edition (2019), 58(22), 7318-7323, database is CAplus and MEDLINE.

Late-stage synthesis of α,β-unsaturated aryl ketones remains an unmet challenge in organic synthesis. Reported herein is a photocatalytic non-chain-radical aroyl chlorination of alkenes by a 1,3-chlorine atom shift to form β-chloroketones as masked enones that liberate the desired enones upon workup. This strategy suppresses side reactions of the enone products. The reaction tolerates a wide array of functional groups and complex mols. including derivatives of peptides, sugars, natural products, nucleosides, and marketed drugs. Notably, addition of 2,6-di-tert-butyl-4-methylpyridine enhances the quantum yield and efficiency of the cross-coupling reaction. Exptl. and computational studies suggest a mechanism involving PCET (proton-coupled electron transfer), formation and reaction of an α-chloro-α-hydroxy benzyl radical, and 1,3-chlorine atom shift. Thus, e.g., irradiation of a reaction mixture containing 4-fluorobenzoyl chloride, 1,1-diphenylethylene, fac-Ir(ppy)₃ and 2,6-di-tert-butyl-4-methylpyridine in CHCl₃ in CHCl₃ with blue LEDs afforded I (85%) upon isolation.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Ilem-Ozdemir, Derya’s team published research in Journal of Labelled Compounds and Radiopharmaceuticals in 62 | CAS: 20880-92-6

Journal of Labelled Compounds and Radiopharmaceuticals published new progress about 20880-92-6. 20880-92-6 belongs to alcohols-buliding-blocks, auxiliary class Other Aliphatic Heterocyclic,Chiral,Alcohol, name is ((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol, and the molecular formula is C12H20O6, Category: alcohols-buliding-blocks.

Ilem-Ozdemir, Derya published the artcileRadiolabeling and in vitro evaluation of a new 5-fluorouracil derivative with cell culture studies, Category: alcohols-buliding-blocks, the publication is Journal of Labelled Compounds and Radiopharmaceuticals (2019), 62(13), 874-884, database is CAplus and MEDLINE.

The clin. impact and accessibility of ^99mTc tracers for cancer diagnosis would be greatly enhanced by the availability of a new, simple, and easy labeling process and radiopharmaceuticals. 5-Fluorouracil is an antitumor drug, which has played an important role for the treatment of breast carcinoma. In the present study, a new derivative of 5-Fluorouracil was synthesized as (1-[{1′-(1”-deoxy-2”,3”:4”,5”-di-O-isopropylidene-β-D-fructopyranose-1”-yl)-1’H-1′,2′, 3′-triazol-4′-yl}methyl]-5-fluorouracil) (E) and radiolabeled with ^99mTc. It was analyzed by radio thin layer chromatog. for quality control and stability. The radiolabeled complex was subjected to in vitro cell-binding studies to determine healthy and cancer cell affinity using HaCaT and MCF-7 cells, resp. In addition, in vitro cytotoxicity studies of compound E were performed with HaCaT and MCF-5 cells. The radiochem. purity of the [^99mTc]TcE was found to be higher than 90% at room temperature up to 6 h. The radiolabeled complex showed higher specific binding to MCF-7 cells than HaCaT cells. IC₅₀ values of E were found 31.5 ± 3.4μM and 20.7 ± 2.77μM for MCF-7 and HaCaT cells, resp. The results demonstrated the potential of a new radiolabeled E with ^99mTc has selective for breast cancer cells.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Pickel, Thomas C.’s team published research in Journal of Organic Chemistry in 84 | CAS: 20880-92-6

Journal of Organic Chemistry published new progress about 20880-92-6. 20880-92-6 belongs to alcohols-buliding-blocks, auxiliary class Other Aliphatic Heterocyclic,Chiral,Alcohol, name is ((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol, and the molecular formula is C12H20O6, Computed Properties of 20880-92-6.

Pickel, Thomas C. published the artcileEsterification by Redox Dehydration Using Diselenides as Catalytic Organooxidants, Computed Properties of 20880-92-6, the publication is Journal of Organic Chemistry (2019), 84(9), 4954-4960, database is CAplus and MEDLINE.

Ortho-functionalized aryl diselenides are catalytic (5.0 mol %) oxidants for the construction of esters from carboxylic acids and alcs. in the presence of stoichiometric tri-Et phosphite and dioxygen in air as the terminal redox reagents (redox dehydration conditions). The reaction proceeds through the intermediacy of the anhydride and requires the presence of 10% DMAP to drive the esterification.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Mukherji, Ananya’s team published research in Journal of Organic Chemistry in 86 | CAS: 20880-92-6

Mukherji, Ananya published the artcileSterically Strained Bronsted Pair Catalysis by Bulky Pyridinium Salts: Direct Stereoselective Synthesis of 2-Deoxy and 2,6-Dideoxy-β-thioglycosides from Glycals, HPLC of Formula: 20880-92-6, the publication is Journal of Organic Chemistry (2021), 86(23), 17226-17243, database is CAplus and MEDLINE.

A sterically strained ionic Bronsted pair complex obtained from a sterically bulky base 2,4,6-tri-tert-butylpyridine and hydrochloric acid unusual reactivity to the anionic chloride. The complete shielding of the cationic [N-H]⁺ by the bulky ortho-tert-Bu groups weakens the possible hydrogen-bonding interactions with the chloride anion, and the [N-H]⁺···Cl^– distance is unusually longer (3.10 Å). This results in strained/frustrated electrostatic interactions between the ion-pair, thus infusing an increased reactivity in both of the ions, which results in the activation of a third mol. like thiol via hydrogen-bonding. This intriguing weak interaction-based reactivity has been utilized to develop an organocatalytic synthesis of 2-deoxy-β-thioglycosides from glycals. While the ¹H NMR studies showcase the diamagnetic activation of thiols in the presence of the catalyst, the ESR (EPR) studies reveal the generation of a radical species that suggests a possible frustrated radical pair catalysis. Besides, IR spectroscopic studies explain the intriguing influence of size/charge d. of the anion on the solvation-insusceptible, cationic [TTBPyH]⁺ and on the observed reactivity.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Saeidian, Hamid’s team published research in Journal of Sulfur Chemistry in 36 | CAS: 20880-92-6

Journal of Sulfur Chemistry published new progress about 20880-92-6. 20880-92-6 belongs to alcohols-buliding-blocks, auxiliary class Other Aliphatic Heterocyclic,Chiral,Alcohol, name is ((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol, and the molecular formula is C12H20O6, COA of Formula: C12H20O6.

Saeidian, Hamid published the artcileThe first general protocol for N-monoalkylation of sulfamate esters: benign synthesis of N-alkyl Topiramate (anticonvulsant drug) derivatives, COA of Formula: C12H20O6, the publication is Journal of Sulfur Chemistry (2015), 36(5), 463-470, database is CAplus.

A novel protocol for the highly selective N-monoalkylation of the sulfamate ester moiety has been developed. This reaction proceeded efficiently using alkyl halides, benzyl halides and α-halo ketones as the electrophile in the presence of KF-Al₂O₃ as a cost-effective and robust catalyst. This approach provides new access to N-monoalkylated Topiramate (anticonvulsant drug) derivatives I (R = CH₃, C₂H₅, CH₂C₆H₅, Bn, etc.) which are potentially of great importance in medicinal chem.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Shen, Haigen’s team published research in Synlett in 2020 | CAS: 20880-92-6

((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol(cas: 20880-92-6) is a useful reactant for examining the effectiveness of sulfamate and sulfamide groups for the inhibition of carbonic anhydrase-II (CA-II). And it is used as chiral auxiliaries in Michael and Aldol addition reactions.Product Details of 20880-92-6

Shen, Haigen; Xiao, Hawen; Zhu, Lin; Li, Chaozhong published an article on January 31 ,2020. The article was titled 《Copper-Catalyzed Radical Bis(trifluoromethylation) of Alkynes and 1,3-Enynes》, and you may find the article in Synlett.Product Details of 20880-92-6 The information in the text is summarized as follows:

The copper-catalyzed radical bis(trifluoromethylation) of alkynes ArCCH [Ar = 4-tert-butylphenyl, phenanthren-9-yl, 2-methyl-1,3-benzothiazol-6-yl, [4-([[(1R,2S,5R)-5-methyl-2-(propan-2- yl)cyclohexyl]oxy]carbonyl)phenyl], etc.] and 1,3-enynes R1CCC(=CH2)R2 (R1 = 4-bromophenyl, 9-oxo-9H-fluoren-2-yl, 3-[(benzenesulfonyl)oxy]propyl, etc.; R2 = H, Me) is described. With Cu(CH3CN)4BF4as the catalyst, the reaction of arylalkynes with Togni reagent II and (bpy)Zn(CF3)2 at room temperature affords the corresponding 1,2-bis(trifluoromethylated) alkenes ArC(CF3)=CHCF3 in good yields with excellent E-stereoselectivity. Under similar conditions, the reaction of 1,3-enynes provides the corresponding 1,4-bis(trifluoromethylated) allenes R1C(CF3)=C=C(CH2CF3)R2 exclusively in satisfactory yields. The protocol exhibits broad substrate scope and excellent functional group compatibility. In the experiment, the researchers used many compounds, for example, ((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol(cas: 20880-92-6Product Details of 20880-92-6)

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Lu, Xi’s team published research in Chemical Science in 2019 | CAS: 20880-92-6

((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol(cas: 20880-92-6) is a useful reactant for examining the effectiveness of sulfamate and sulfamide groups for the inhibition of carbonic anhydrase-II (CA-II).Reference of ((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol And it is used as chiral auxiliaries in Michael and Aldol addition reactions.

《Nickel-catalyzed allylic defluorinative alkylation of trifluoromethyl alkenes with reductive decarboxylation of redox-active esters》 was published in Chemical Science in 2019. These research results belong to Lu, Xi; Wang, Xiao-Xu; Gong, Tian-Jun; Pi, Jing-Jing; He, Shi-Jiang; Fu, Yao. Reference of ((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol The article mentions the following:

An efficient method was developed for the synthesis of functionalized gem-difluoroalkenes I [R = c-hexyl, 4-BrC6H4(CH2)2, 4-CNC6H4O(CH2)2C(Me)2, etc.; Ar = 3,4-(OMe)2C6H3, 4-PhC6H4, 2-naphthyl, etc.] via nickel-catalyzed defluorinative reductive cross-coupling of trifluoromethyl alkenes with redox-active esters. The present reaction involved C(sp3)-F bond cleavage and C(sp3)-C(sp3) bond formation under very mild reaction conditions, while tolerating many sensitive functional groups and requiring minimal substrate protection. Therefore, this method provided an efficient and convenient approach for late-stage modification of biol. interesting mols.((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol(cas: 20880-92-6Reference of ((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol) was used in this study.

((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol(cas: 20880-92-6) is a useful reactant for examining the effectiveness of sulfamate and sulfamide groups for the inhibition of carbonic anhydrase-II (CA-II).Reference of ((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol And it is used as chiral auxiliaries in Michael and Aldol addition reactions.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Du, Xian’s team published research in Organic Letters in 2022 | CAS: 20880-92-6

((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol(cas: 20880-92-6) is a useful reactant for examining the effectiveness of sulfamate and sulfamide groups for the inhibition of carbonic anhydrase-II (CA-II).Quality Control of ((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol And it is used as chiral auxiliaries in Michael and Aldol addition reactions.

Quality Control of ((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanolOn June 10, 2022, Du, Xian; Zhen, Jing-Song; Xu, Xiao-Hong; Yuan, Han; Li, Yi-Hui; Zheng, Yeqin; Xue, Can; Luo, Yong published an article in Organic Letters. The article was 《Hydrosulfonylation of Alkenes with Sulfonyl Imines via Ir/Cu Dual Photoredox Catalysis》. The article mentions the following:

Here utilizing sulfonyl imines as sulfonyl radical precursors for hydrosulfonylation of activated alkenes via visible-light irradiation was reported. By preinstallation of functional groups into the sulfonamides and subsequent hydrosulfonylation, a variety of complex sulfones were synthesized with good efficiency under Ir/Cu dual photoredox catalysis. Addnl., this protocol expands the research in late-stage N-S bond modification in sulfonamides. After reading the article, we found that the author used ((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol(cas: 20880-92-6Quality Control of ((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol)

((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol(cas: 20880-92-6) is a useful reactant for examining the effectiveness of sulfamate and sulfamide groups for the inhibition of carbonic anhydrase-II (CA-II).Quality Control of ((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol And it is used as chiral auxiliaries in Michael and Aldol addition reactions.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Guo, Peng’s team published research in Organic Letters in 2022 | CAS: 20880-92-6

((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol(cas: 20880-92-6) is a useful reactant for examining the effectiveness of sulfamate and sulfamide groups for the inhibition of carbonic anhydrase-âII (CA-âII)â?Application of 20880-92-6 And it is used as chiral auxiliaries in Michael and Aldol addition reactions.

Application of 20880-92-6On March 11, 2022, Guo, Peng; Pang, Xiaobo; Wang, Ke; Su, Pei-Feng; Pan, Qiu-Quan; Han, Guan-Yu; Shen, Qian; Zhao, Zhen-Zhen; Zhang, Wenhua; Shu, Xing-Zhong published an article in Organic Letters. The article was ãNickel-Catalyzed Reductive Csp3-Ge Coupling of Alkyl Bromides with Chlorogermanesã? The article mentions the following:

Reductive cross-coupling provides facile access to organogermanes, but it remains largely unexplored. Herein the authors report a Ni-catalyzed reductive Csp3-Ge coupling of alkyl bromides with chlorogermanes. This work established a new method for producing alkylgermanes. The reaction proceeds under very mild conditions and tolerates various functionalities including ether, alc., alkene, nitrile, amine, ester, phosphonates, amides, ketone, and aldehyde. The application of this method to the modification of bioactive mols. is demonstrated. The experimental process involved the reaction of ((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol(cas: 20880-92-6Application of 20880-92-6)

((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol(cas: 20880-92-6) is a useful reactant for examining the effectiveness of sulfamate and sulfamide groups for the inhibition of carbonic anhydrase-âII (CA-âII)â?Application of 20880-92-6 And it is used as chiral auxiliaries in Michael and Aldol addition reactions.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Zhang, Shiyi’s team published research in RSC Advances in 2020 | CAS: 20880-92-6

((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol(cas: 20880-92-6) is a useful reactant for examining the effectiveness of sulfamate and sulfamide groups for the inhibition of carbonic anhydrase-âII (CA-âII)â?Related Products of 20880-92-6 And it is used as chiral auxiliaries in Michael and Aldol addition reactions.

ãThe effect of solvents on the thermal degradation products of two Amadori derivativesã?was published in RSC Advances in 2020. These research results belong to Zhang, Shiyi; Li, Rui; Zhang, Yudan; Zhao, Mingqin. Related Products of 20880-92-6 The article mentions the following:

To enrich the flavor additives of the Maillard reaction, two Amadori analogs, N-(1-deoxy-D-fructosyl-1-yl)-L-phenylalanine ester (Derivative 1) and di-O-isopropylidene-2,3:4,5-β-D-fructopyranosyl phenylalanine ester (Derivative 2), were chem. synthesized starting from D-fructose. The samples were reacted at 120 and 180°C for 2 h, and the effects of solvents (water and ethanol) on their degradation products were studied. The analyses of thermogravimetry (TG), derivative thermogravimetry (DTG), differential scanning calorimetry (DSC), and gas chromatog.-mass spectrometry (GC/MS) were used to investigate the thermal behavior and degradation products of the samples. TG-DTG curves show that the Tp values of the samples corresponding to the largest mass-loss rates are 132 and 275°C, resp. The degradation products of Derivative 1 are mainly Ph acetaldehyde and phenylalanine Et ester in water and Et benzoate and benzaldehyde di-Et acetal in ethanol. For Derivative 2, the major degradation products both in water and ethanol are phenylalanine Et ester and diacetonefructose, but the products have different relative contents affected by solvent media. The products of the pyrolysis of the samples at 350°C were analyzed and compared with the degradation compounds obtained in solvent. These results show that organic solvents can greatly influence the degradation pathway and products. Finally, possible mechanisms of the degradation processes are proposed. In the experimental materials used by the author, we found ((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol(cas: 20880-92-6Related Products of 20880-92-6)

((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol(cas: 20880-92-6) is a useful reactant for examining the effectiveness of sulfamate and sulfamide groups for the inhibition of carbonic anhydrase-âII (CA-âII)â?Related Products of 20880-92-6 And it is used as chiral auxiliaries in Michael and Aldol addition reactions.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts