Tag: M.W=250-300

Hoang, Kevin M.; Lees, Nicholas R.; Herzon, Seth B. published the artcile< Programmable Synthesis of 2-Deoxyglycosides>, Safety of ((3aR,5R,5aS,8aS,8bR)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-5-yl)methanol, the main research area is deoxyglycoside synthesis programmable oligosaccharide stereoselective glycosylation.

Control of glycoside bond stereochem. is the central challenge in the synthesis of oligosaccharides. 2-Deoxyglycosides, which lack a C2 substituent to guide stereoselectivity, are among the most difficult classes of glycoside bond constructions. Here we present a method to synthesize 2-deoxysaccharides with specified glycoside bond stereochem. using a nucleophilic carbohydrate residue and the synthetic equivalent of an alc. electrophile. Because the configuration of the nucleophile can be precisely controlled, both α- and β-glycosides can be synthesized from the same starting material in nearly all cases examined Stereoselectivities in these reactions are often greater than 50:1 and yields typically exceed 70%. This strategy is amenable to the stereocontrolled syntheses of trisaccharide diastereomers, and a tetrasaccharide. This method may be extensible to other classes of carbohydrates.

Journal of the American Chemical Society published new progress about Glycosides Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 4064-06-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C12H20O6, Safety of ((3aR,5R,5aS,8aS,8bR)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-5-yl)methanol.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Cheruku, Srinivas; Nagarakere, Sandhya C.; Sunilkumar, Makanahalli P.; Narayana, Yatheesh; Manikyanally, Kumara N.; Rangappa, Kanchugarakoppal S.; Mantelingu, Kempegowda published the artcile< An expedient, efficient and solvent-free synthesis of T3P-mediated amidation of benzhydrols with poorly reactive N-nucleophiles under MW irradiation>, Category: alcohols-buliding-blocks, the main research area is amide sulfonamide carbamate preparation; benzhydrol amide amidation catalyst propylphosphonic anhydride; sulfonamide benzhydrol amidation catalyst propylphosphonic anhydride; carbamate benzhydrol amidation catalyst propylphosphonic anhydride.

An expedient, efficient, economical, environmentally benign and solvent free synthesis of amides, sulfonamides and carbamates I [R = CO2Me, Ms, C(O)Ph, etc.; R1 = Me, Ph, 4-FC6H4, 4-ClC6H4; R2 = H, 4-F, 4-Cl] via amidation protocol of benzhydrols with less reactive nitrogen nucleophiles assisted by propylphosphonic anhydride (T3P) under microwave irradiation was developed. The methodol. was deployed for a wide range of heterocycles and electron-withdrawing and electron-donating groups. The protocol resulted in good to excellent yields of under the given conditions (68-93% yield).

New Journal of Chemistry published new progress about Amidation. 76-84-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C19H16O, Category: alcohols-buliding-blocks.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Wang, Jiazhe; Lou, Qixin; Rong, Jingjing; Yang, You published the artcile< Gold(I)-promoted α-selective sialylation of glycosyl ortho-hexynylbenzoates for the latent-active synthesis of oligosialic acids>, Synthetic Route of 4064-06-6, the main research area is sialoside capsular polysaccharide meningitidis; oligosialic acid coupling gold catalyst stereoselective sialylation hexynylbenzoate synthesis.

A gold(I)-promoted α-selective sialylation approach with 5-N,4-O-oxazolidinone-protected sialyl ortho-hexynylbenzoates as donors is described for the stereoselective synthesis of α-sialosides. Iterative couplings of the ‘active’ sialyl ortho-hexynylbenzoates and the ‘latent’ sialyl ortho-iodobenzoates provide a new approach for the ‘latent-active’ synthesis of α-(2→9)-linked oligosialic acids that are relevant to N. meningitidis sero-group C capsular polysaccharide.

Organic & Biomolecular Chemistry published new progress about Coupling reaction. 4064-06-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C12H20O6, Synthetic Route of 4064-06-6.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Mulkapuri, Sateesh; Kurapati, Sathish Kumar; Das, Samar K. published the artcile< Carbonate encapsulation from dissolved atmospheric CO2 into a polyoxovanadate capsule>, Application In Synthesis of 76-84-6, the main research area is sodium polyoxovanadate carbonate chloride complex preparation encapsulation magnetic property; thermal stability sodium polyoxovanadate carbonate chloride; crystal structure sodium polyoxovanadate carbonate chloride.

An aqueous synthesis, involving the reduction of the VO3- anion in a mild alk. pH in the presence of α-Bi2O3, led to the formation of a fully reduced polyoxovanadate (POV) capsule, with CO32- anion encapsulation in its internal cavity, in the compound [Na6(H2O)24][H8VIV15O36(CO3)]·3N2H4·10H2O (1). This CO32- anion encapsulation, the source of which is absorbed aerial CO2 in the pertinent aqueous alk. reaction mixture, occurs only in the presence of α-Bi2O3. Compound 1 crystals, upon exposure to HCl acid vapor, exclude CO2 gas that can react with the Grignard reagent (PhMgBr) to form triphenylcarbinol and benzoic acid; during this solid-vapor interface reaction, compound 1 itself transforms into an amorphous material that includes the Cl- anion but could not be characterized unambiguously. Thus, we have synthesized a chloride ion (Cl-) encapsulated compound [Na10(H2O)24][H3VIV15O36(Cl)]·6H2O (2) in a direct synthesis protocol, which has been characterized by crystallog. as well as by other spectroscopic methods. Compounds 1 and 2, each having fifteen vanadium(IV) centers, exhibit interesting magnetism in their solid states. The temperature-dependent magnetic susceptibilities for compounds 1 and 2 have been recordred at 0.1 T at of 3-300 K. The temperature-dependent magnetic susceptibilities of compounds 1 and 2 are shown in the form of χM vs.T and their product χMT vs.T plots.

Dalton Transactions published new progress about Crystal structure. 76-84-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C19H16O, Application In Synthesis of 76-84-6.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Wang, Xianyang; Wang, Peng; Li, Dongwei; Li, Ming published the artcile< 2,4-Dinitrobenzenesulfonamide-Directed SN2-Type Displacement Reaction Enables Synthesis of β-D-Glycosaminosides>, Computed Properties of 4064-06-6, the main research area is nitrobenzenesulfonamide nucleophilic substitution glycosaminoside synthesis glycosylation synthon; Neisseria meningitidis capsular polysaccharide oligosaccharide glycosylation synthesis aminoglycoside glycosaminoside.

An efficient protocol to construct β-D-gluco-/galactosaminosyl linkages was established using nonparticipating and strong electron-withdrawing C-2-2,4-dinitrobenzenesulfonamide (DNsNH)-directed SN2-like glycosylation of glycosyl ortho-hexynylbenzoates. The reaction is applicable to a wide range of O-, N-, and C-nucleophiles and features convenient conversion of DNsNH into AcNH in high yield under mild conditions. Oligomerization-ready trisaccharide, composed of β-D-(1→3)-glucosamino residues, has been achieved, setting a solid foundation for the synthesis of oligosaccharides associated with Neisseria meningitidis capsular polysaccharide.

Organic Letters published new progress about Aminoglycosides Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 4064-06-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C12H20O6, Computed Properties of 4064-06-6.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Sirianni, Quinton E. A.; Rabiee Kenaree, Amir; Gillies, Elizabeth R. published the artcile< Polyglyoxylamides: Tuning Structure and Properties of Self-Immolative Polymers>, Computed Properties of 76-84-6, the main research area is ethyl glyoxylate homopolymer post treated amine selfimmolative polyglyoxylamide.

Polyglyoxylamides (PGAms) were prepared and studied as self-immolative polymers (SIPs). PGAms were synthesized by postpolymn. modification of poly(Et glyoxylate) (PEtG) with amines. PGAms retained the important stimuli-responsive depolymerization property of polyglyoxylates, but exhibited different thermal properties as polyglyoxylates, and some were water-soluble A depolymerizable PGAm analog of poly(ethylene glycol) was prepared, demonstrating the capability to synthesize more complex PGAm graft copolymers.

Macromolecules (Washington, DC, United States) published new progress about Amidation. 76-84-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C19H16O, Computed Properties of 76-84-6.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Liu, Jiao; Yin, Shan; Wang, Haimei; Li, Hongfang; Ni, Guanghui published the artcile< A visible light promoted O-glycosylation with glycosyl trichloroacetimidates using eosin Y as an organo photoacid>, Quality Control of 4064-06-6, the main research area is photoacid catalyzed glycosylation glycosyl trichloroacetimidate fluorescein bromofluorescein irradiation glycoside; O-Glycosylation; Photoacid catalysis; Visible light photocatalysis.

A photoacid catalyzed O-glycosylation of alcs. with glycosyl trichloroacetimidates in the presence of com. available phenolic photoacids, fluorescein, 4′,5′-dibromo-fluorescein, and eosin Y under visible light irradiation by blue LEDs was developed. The method is operationally simple without neutralization and proceeds at room temperature

Carbohydrate Research published new progress about Glycosides Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 4064-06-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C12H20O6, Quality Control of 4064-06-6.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Di Berto Mancini, Marika; Del Gelsomino, Andrea; Di Stefano, Stefano; Frateloreto, Federico; Lapi, Andrea; Lanzalunga, Osvaldo; Olivo, Giorgio; Sajeva, Stefano published the artcile< Change of Selectivity in C-H Functionalization Promoted by Nonheme Iron(IV)-oxo Complexes by the Effect of the N-hydroxyphthalimide HAT Mediator>, Safety of Triphenylmethanol, the main research area is nonheme iron oxo complex hydroxyphthalimide hydrogen transfer hydrocarbon oxidation.

A kinetic anal. of the hydrogen atom transfer (HAT) reactions from a series of organic compounds to the iron(IV)-oxo complex [(N4Py)FeIV(O)]2+ and to the phthalimide N-oxyl radical (PINO) has been carried out. The results indicate that a higher activating effect of α-heteroatoms toward the HAT from C-H bonds is observed with the more electrophilic PINO radical. When the N-hydroxy precursor of PINO, N-hydroxyphthalimide (NHPI), is used as a HAT mediator in the oxidation promoted by [(N4Py)FeIV(O)]2+, significant differences in terms of selectivity have been found. Product studies of the competitive oxidations of primary and secondary aliphatic alcs. (1-decanol, cyclopentanol, and cyclohexanol) with alkylaroms. (ethylbenzene and diphenylmethane) demonstrated that it is possible to modify the selectivity of the oxidations promoted by [(N4Py)FeIV(O)]2+ in the presence of NHPI. In fact, alkylarom. substrates are more reactive in the absence of the mediator while alcs. are preferably oxidized in the presence of NHPI.

ACS Omega published new progress about Biomimetics. 76-84-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C19H16O, Safety of Triphenylmethanol.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Wang, Yu-Heng; Yang, Qiaomu; Walsh, Patrick J.; Schelter, Eric J. published the artcile< Light-mediated aerobic oxidation of C(sp3)-H bonds by a Ce(IV) hexachloride complex>, Safety of Triphenylmethanol, the main research area is alc aldehyde ketone carboxylic acid preparation; alkane arene photochem oxygenation cerium hexachloride catalyst.

A photochem. C(sp3)-H oxygenation of alkane and arene substrates catalyzed by [NEt4]2[CeIVCl6] under mild conditions (1 atm, 25°C) is described. Time-course studies reveal that the hydrocarbons are oxidized in a stepwise fashion to afford alcs., aldehydes, ketones, and carboxylic acids. The catalyst resting state, [CeIVCl6]2-, is observed by UV-visible spectroscopy. On/off light-switching experiments, quantum yield measurements, and the absence of a kinetic isotope effect on parallel C-H/C-D functionalization suggest that ligand-to-metal charge transfer of [NEt4]2[CeIVCl6] to generate Cl is the turnover-limiting step. The involvement of a highly reducing excited-state [NEt4]3[CeIIICl6]* species as well as photo-excited aldehyde, under black light irradiation appears to facilitate the conversion of primary alcs. and aldehydes to carboxylic acids. Remarkably, this approach is found to be capable of direct activation of light alkanes, including methane and ethane.

Organic Chemistry Frontiers published new progress about Alkanes Role: RCT (Reactant), RACT (Reactant or Reagent). 76-84-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C19H16O, Safety of Triphenylmethanol.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Sau, Abhijit; Palo-Nieto, Carlos; Galan, M. Carmen published the artcile< Substrate-Controlled Direct α-Stereoselective Synthesis of Deoxyglycosides from Glycals Using B(C6F5)3 as Catalyst>, Related Products of 4064-06-6, the main research area is stereoselective glycosylation catalyst boron glycal disaccharide.

B(C6F5)3 enables the metal-free unprecedented substrate-controlled directαstereoselective synthesis of deoxyglycosides from glycals. 2,3-UnsaturatedαO-glycoside products are obtained with deactivated glycals at 75 degrees C in the presence of the catalyst, while 2-deoxyglycosides are formed using activated glycals that bear no leaving group at C-3 at lower temperatures The reaction proceeds in good to excellent yields via concomitant borane activation of glycal donor and nucleophile acceptor. The method is exemplified with the synthesis of a series of rare and biol. relevant oligosaccharide analogs.

Journal of Organic Chemistry published new progress about 4064-06-6. 4064-06-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C12H20O6, Related Products of 4064-06-6.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts