37699-02-8

Upstream product

• 99512-51-3 methyl 2,3,5-tri-O-benzyl-β-D-ribofuranosyl carboxylate 
• 136764-17-5 3'-Phenyl-2',3'-methanopropyl 2-O-<<(trifluoromethyl)sulfonyl>oxy>-3,4,6-tri-O-benzyl-β-D-glucopyranoside 
• 68-12-2 N,N-dimethyl-formamide 
• 58479-61-1 tert-butylchlorodiphenylsilane 
• 40246-30-8 methyl 3,4,6-tri-O-benzyl-β-D-glucopyranoside 
• 53929-30-9 benzyl 3,4,6-tetra-O-benzyl-β-G-glucopyranoside 

Downstream Products

• 70497-23-3 (5Ξ)-2-oxy-4t-(tri-O-benzyl-β-D-ribofuranosyl)-4,5-dihydro-isoxazole-3,5r-dicarboxylic acid dimethyl ester 
• 359017-30-4 ethyl 3-oxo-3-(2',3',5'-tri-O-benzyl-β-D-ribofuranosyl)propanoate 
• 37699-03-9 (2',3',5'-tri-O-benzyl-β-D-ribofuranosyl)methyl alcohol 
• 682344-00-9 methyl 4,7-anhydro-5,6,8-tri-O-benzyl-2,3-dideoxy-2,2-dimethyl-3-(p-methoxybenzylamino)-D-glycero-D-altro-octanoate 

Relevant academic research and scientific papers

Synthesis of novel C4-linked C2-imidazole ribonucleoside phosphoramidite and its application to probing the catalytic mechanism of a ribozyme

The synthesis of a novel C4-linked C2-imidazole ribonucleoside phosphoramidite (ICN-C2-PA 1) with a two-carbon linker between imidazole and ribose moieties is described. In the phosphoramidite, POM and 2-cyanoethyl groups were select

Rearrangements in the course of fluorination by diethylaminosulfur trifluoride at C-2 of glycopyranosides: Some new parameters

Reaction of a series of 21 glycosides unprotected at O-2 and featuring various configurations with DAST (diethylaminosulfur trifluoride) was monitored by 19F NMR spectroscopy. By means of the diacritical set of data (shift values and coupling c

Selectivity in the SmI2-induced deoxygenation of thiazolylketoses for formyl C-glycoside synthesis and revised structure of C-ribofuranosides

Deoxygenation of thiazolylketose acetates using SmI2-(CH2OH)2 or TMSOTf-Et3SiH affords thiazolyl C-glycosides with opposite α/β ratios. Examination of the thiazolyl α- and β-C-ribofuranoside pair by NOE experime

Chemistry of glucal halohydrins(II): An unusual protecting group effect in the competitive formation of formyl furanosides and methyl glycosides

A remarkable protecting group influence was observed in the base-induced reaction of protected halohydrins derived from D-glycals. Tri-O-methyl and tri-O-benzyl halohydrins react with cesium carbonate in methanol at room temperature to give methyl glycosides as the major product and unsaturated formyl furanosides as the minor product. Whereas, the tri-O-tert-butyldimethylsilyl (t-BuMe2Si)-protected halohydrins reacted with cesium carbonate in methanol at room temperature to give a mixture of epimeric formyl furanosides, and at reflux to give an unsaturated formyl furanoside, as the only products. The tri-O-methyl and tri-O-benzyl halohydrins react slowly at elevated temperature to give predominantly furans. In comparison, the tri-O-t-BuMe2Si halohydrins reacted completely after five minutes to give a mixture of epimeric formyl furanosides. The tri-O-t-BuMe2Si iodohydrins were oxidized to the corresponding iodolactones, which also underwent a based-induced ring contraction in methanol to give the furanose 1-methylcarboxylate esters.

Asymmetric Cyclopropanation of Allylic Ethers: Cleavage and Regeneration of the Chiral Auxiliary

The ring contraction reaction of 2-O-oxy>-β-D-glucopyranosides and their corresponding α-anomers is reported.The rearrangement was shown to occur under extremely mild basic conditions to allow isolation of acid-sensitive optica