Category: 20880-92-6

Pu, Yanchi published the artcileDual-targeting liposomes with active recognition of GLUT₅ and α_vβ₃ for triple-negative breast cancer, HPLC of Formula: 20880-92-6, the publication is European Journal of Medicinal Chemistry (2019), 111720, database is CAplus and MEDLINE.

At present, chemo- and radiotherapies remain to be the mainstream methods for treating triple-neg. breast cancer (TNBC), which is known for poor prognosis and high rate of mortality. Two types of novel dual-targeting TNBC liposomes (Fru-RGD-Lip and Fru+RGD-Lip) that actively recognize both fructose transporter GLUT₅ and integrin α_vβ₃ were designed and prepared in this work. Firstly, a Y-shaped Fru-RGD-chol ligand, where a fructose and peptide Arg-Gly-Asp (RGD) were covalently attached to cholesterol, was designed and synthesized. Then, the Fru-RGD-Lip was constructed by inserting Fru-RGD-chol into liposomes, while Fru+RGD-Lip was obtained by inserting both Fru-chol and RGD-chol (with the molar ratio of 1:1) into liposomes. The particle size, zeta potential, encapsulation efficiency and serum stability of the paclitaxel-loaded liposomes were characterized. The results indicated that the paclitaxel-loaded Fru-RGD-Lip had the strongest growth inhibition against GLUT₅ and α_vβ₃ overexpressed MDA-MB-231 and 4T1 cells. The cellular uptake of Fru-RGD-Lip on MDA-MB-231 cells and 4T1 cells was 3.19- and 3.23-fold more than that of the uncoated liposomes (Lip). The uptake of Fru+RGD-Lip was slightly lower, giving a 2.81- and 2.90-fold increase than that of Lip in two cell lines, resp. The mechanism study demonstrated that the cellular uptake of both dual-targeting liposomes was likely to be recognized and mediated by GLUT₅ and α_vβ₃ firstly, then endocytosed through comprehensive pathways in an energy-dependent manner. Moreover, Fru-RGD-Lip displayed the maximum accumulation, which was 2.62-fold higher than that of Lip for instance, at the tumor sites compared to other liposomes using in vivo imaging. Collectively, the liposomes co-modified by fructose and RGD have enormous potential in the development of targeted TNBC treatment, especially the covalently modified Fru-RGD-Lip, making it a promising multifunctional liposome.

European Journal of Medicinal 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, HPLC of Formula: 20880-92-6.

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

Yu, Dan published the artcileSelf-Assembled Nucleotide/Saccharide-Tethering Polycation-Based Nanoparticle for Targeted Tumor Therapy, HPLC of Formula: 20880-92-6, the publication is ACS Materials Letters (2020), 2(5), 550-556, database is CAplus.

Development of novel concepts to construct drug vehicles for efficient encapsulation of hydrophobic drugs and targeted therapy is highly desirable to biomedical science. It remains a challenge to create effective noncovalent linkage between the components within the drug vectors. In this work, we report a supramol. approach to construct multifunctional nanoparticles, which combined tumor-targeting capability via saccharide, cell penetration via pos.-charged surface, and chemotherapeutic function via drug delivery for cancer therapy. A endogenous self-associating nucleotide (guanosine monophosphate) noncovalently bonded with a hydrophobic nucleoside analog drug (clofarabine) to form nanofibrils, which were transformed to spherical nanoparticles by assembling with a fructose/ethanolamine-functionalized starlike poly(glycidyl methacrylate)-based cationic polymer. Noncovalent cavities within the nanoparticles were created, through the nucleotide self-association, and acted as linkage between the hydrophilic cationic polymer and the drug. The saccharide-tethering polycation and nucleotide components were labeled with fluorescent dyes, resp., to image the endocytosis and biodistribution. In vitro and in vivo results show that the functional nanoparticles exhibited good capabilities of the targeted accumulation of the nanoparticles and delivery of drugs in cancer cells and tumor sites, leading to a robust anticancer effect.

ACS Materials Letters 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 C8H10O4, HPLC of Formula: 20880-92-6.

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

Zhou, Xukai published the artcileSite-Specific and Degree-Controlled Alkyl Deuteration via Cu-Catalyzed Redox-Neutral Deacylation, Category: alcohols-buliding-blocks, the publication is Journal of the American Chemical Society (2022), 144(22), 9570-9575, database is CAplus and MEDLINE.

A Cu-catalyzed degree-controlled deacylative deuteration of diverse alkyl groups with the methylketone (acetyl) moiety as a traceless activating group was reported. The use of N-methylpicolino-hydrazonamide (MPHA) promotes efficient aromatization-driven C-C cleavage. Mono-, di-, and trideuteration at specific sites was selectively achieved. The reaction is redox-neutral with broad functional group tolerance. The utility of this method was demonstrated in forming a complete set of deuterated Et groups, merging with the Diels-Alder reaction, a net devinylative deuteration, and the synthesis of the d₂-analog of Austedo.

Journal of the American Chemical Society 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 C14H12O3S, Category: alcohols-buliding-blocks.

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

Li, Rui published the artcilePreparation and pyrolysis of two Amadori analogues as flavor precursors, Computed Properties of 20880-92-6, the publication is Journal of Analytical and Applied Pyrolysis (2021), 105357, database is CAplus.

Amadori compounds, produced during Maillard reaction, are considered as precursors of flavor compounds On the basis of Amadori compounds, herein two Amadori analogs, di-O-isopropylidene-2,3:4,5-β-D-fructopyranosyl alanine ester (A-ARP) and di-O-isopropylidene-2,3:4,5-β-D-fructopyranosyl proline ester (P-ARP), were chem. synthesized and their possibility as flavor precursors was evaluated by thermogravimetry (TG), derivative thermogravimetry (DTG), differential scanning calorimetry (DSC), and pyrolysis gas chromatog.-mass spectrometry (Py-GC/MS). TG-DTG analyses indicated that the samples were stable at room temperature, and the largest mass-loss rates (T_p) were at 208 and 278 °C, resp. Upon thermal pyrolysis, the major flavor substances were butan-2-one, Et propionate, furfural, and DL-limonene for A-ARP, while 2,5-dimethylfuran, heptan-2-one, acetophenone, and 1H-pyrrole for P-ARP. The flavor profiles are different from that of corresponding Amadori compounds, and are influenced by pyrolytic temperatures These results provide one method to regulate the species and amounts of the degraded flavor products. Finally, the possible mechanisms of the pyrolytic processes are proposed.

Journal of Analytical and Applied Pyrolysis 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.

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

Yang, Bo published the artcileEnantioselective Silylation of Aliphatic C-H Bonds for the Synthesis of Silicon-Stereogenic Dihydrobenzosiloles, 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 (2020), 59(49), 22217-22222, database is CAplus and MEDLINE.

A Rh(I)-catalyzed enantioselective silylation of aliphatic C-H bonds for the synthesis of Si-stereogenic dihydrobenzosiloles is demonstrated. This reaction involves a highly enantioselective intramol. C(sp³)-H silylation of dihydrosilanes, followed by a stereospecific intermol. alkene hydrosilylation leading to the asym. tetrasubstituted silanes. A wide range of dihydrosilanes and alkenes displaying various functional groups are compatible with this process, giving access to a variety of highly functionalized Si-stereogenic dihydrobenzosiloles in good to excellent yields and enantioselectivities.

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 C19H21N, 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.

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

Cai, Aijie published the artcileCopper-Catalyzed Difluoromethylation of Alkyl Iodides Enabled by Aryl Radical Activation of Carbon-Iodine Bonds, SDS of cas: 20880-92-6, the publication is Angewandte Chemie, International Edition (2021), 60(52), 27070-27077, database is CAplus and MEDLINE.

A novel strategy that leveraged the halogen abstraction ability of aryl radicals, thereby engaging a diverse range of alkyl iodides in copper-catalyzed Negishi-type cross-coupling reactions at room temperature Specifically, aryl radicals generated via copper catalysis efficiently initiate the cleavage of the carbon-iodide bonds of alkyl iodides. The alkyl radicals thus generated enter the copper catalytic cycles to couple with a difluoromethyl zinc reagent, thus furnished the alkyl difluoromethane products. This unprecedented Negishi-type difluoromethylation approach was applied to the late-stage modification of densely functionalized pharmaceutical agents and natural products.

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, SDS of cas: 20880-92-6.

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

Zhou, Xukai published the artcileOlefination via Cu-Mediated Dehydroacylation of Unstrained Ketones, COA of Formula: C12H20O6, the publication is Journal of the American Chemical Society (2021), 143(48), 20042-20048, database is CAplus and MEDLINE.

The dehydroacylation of ketones to olefins was realized under mild conditions, which exhibited a unique reaction pathway involving aromatization-driven C-C cleavage to remove the acyl moiety, followed by Cu-mediated oxidative elimination to form an alkene between the α and β carbons. The newly adopted N’-methylpicolinohydrazonamide (MPHA) reagent was key to enable efficient cleavage of ketone C-C bonds at room temperature Diverse alkyl- and aryl-substituted olefins, dienes and special alkenes were generated with broad functional group tolerance. Strategic applications of this method were also demonstrated.

Journal of the American Chemical Society 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 C11H12O4, COA of Formula: C12H20O6.

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

Liu, Yong published the artcileConstruction of diverse C-S/C-Se bonds via nickel catalyzed reductive coupling employing thiosulfonates and a selenosulfonate under mild conditions, HPLC of Formula: 20880-92-6, the publication is Organic Chemistry Frontiers (2022), 9(5), 1375-1382, database is CAplus.

A nickel-catalyzed reductive cross coupling between organic iodides and thiosulfonates and a selenosulfonate under mild conditions was disclosed. This practical method provides a facile access to a series of unsym. thioethers with low catalyst loading, good functional group tolerance, and excellent chemo-selectivity. Notably, the synthetic applications of the approach feature scaling-up of reactions, late-stage modification of pharmaceuticals, and preparation of various useful targeted compounds, including sulfoximine, bipyridine, and vortioxetine. Primary mechanistic studies showed that a radical pathway was involved. Moreover, diverse C-S/C-Se bond formations were achieved under mild reaction conditions.

Organic Chemistry Frontiers 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, HPLC of Formula: 20880-92-6.

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

Pinto, Eduardo Costa published the artcileSensitive detection of topiramate degradation products by high-performance liquid chromatography/electrospray ionization mass spectrometry using ion-pairing reagents and polarity switching, HPLC of Formula: 20880-92-6, the publication is Rapid Communications in Mass Spectrometry (2019), 33(1), 116-124, database is CAplus and MEDLINE.

Rationale : The chromatog. anal. of topiramate and its degradation products is challenging due to the absence of chromophoric moieties in their structures, the wide polarity range of the compounds and their ionization differences. This work proposes two new mass spectrometry approaches for evaluating these analytes. Methods : Based on the calculated exptl. limit of detection (LOD), a highly sensitive high-performance liquid chromatog. (HPLC) paired-ion electrospray ionization mass spectrometry (PIESI-MS) method was developed for the determination of topiramate inorganic degradation products. The influence of different solvent systems on the LODs for topiramate and its main degradation products was determined in both pos./neg. ionization modes. In addition, a HPLC method to analyze both organic and inorganic degradation products was proposed by mass spectrometry with pos./neg. ion switching electrospray ionization. Results : A sensitive HPLC/PIESI-MS method was achieved for the efficient separation of topiramate inorganic degradation products. Both sulfate and sulfamate were detected in the pos. selected ion monitoring (SIM) mode with an increased sensitivity compared with the neg. SIM mode. The HPLC/ESI-MS anal. with pos./neg. ion switching allowed the simultaneous separation and detection of the major degradation products of topiramate in a 10-min run using a single column and a single detector. Conclusions : Two new alternative MS approaches for analyzing the main degradation products of topiramate were developed. The proposed methods are considered advantageous over the existing methods and can be applied to quality control studies of topiramate.

Rapid Communications in Mass Spectrometry 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, HPLC of Formula: 20880-92-6.

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

Jiang, Wei-Tao published the artcileAlkylation-Terminated Catellani Reactions Using Alkyl Carbagermatranes, Computed Properties of 20880-92-6, the publication is Angewandte Chemie, International Edition (2020), 59(46), 20450-20454, database is CAplus and MEDLINE.

The Catellani reaction has received substantial attention because it enables rapid multiple derivatization on aromatics While using alkyl electrophiles to achieve ortho-alkylation was one of the earliest applications of the Catellani reaction, ipso-alkylation-terminated reactions with β-H-containing reactants has not been realized to date. Herein, we report alkylation-terminated Catellani reaction using alkyl carbagermatranes (abbreviated as alkyl-Ge) as nucleophiles. The reactivity of alkyl-Ge and alkyl-B(OH)₂ in this reaction is discussed. This approach enables efficient dialkylation with β-H-containing reactants, which was previously inaccessible by Catellani reactions.

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, Computed Properties of 20880-92-6.

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