140615-82-3

Upstream product

• 140615-80-1 p-methoxyphenyl 3,6-di-O-benzyl-4-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside 
• 946076-15-9 para-methoxyphenyl 3,6-di-O-benzyl-4-O-levulinoyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1-4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside 
• 125946-68-1 4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl trichloroacetimidate 
• 129575-89-9 p-methoxyphenyl 3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside 

Downstream Products

• 1225289-96-2 p-methoxyphenyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside 

Relevant academic research and scientific papers

Synthesis and cytotoxic activity of the N-acetylglucosamine-bearing triterpenoid saponins

Fourteen ursolic acid and oleanolic acid saponins with N-acetyl-β-d-glucosamine, and (1→4)-linked and (1→6)-linked N-acetyl-β-d-glucosamine oligosaccharide residues were synthesized in a convergent manner. The structures of all compounds were confirmed by

Preparation of Thiosugars and Their Use

A process for the preparation of a thiosaccharide represented by Saccharide-S-H wherein Saccharide comprises at least 4 sugar units, comprises subjecting a corresponding compound of the formula (P)Saccharide-S-(P) wherein (P) represents an O- or S-protecting group(s), to Birch reduction.

On the stereochemistry of tethered intermediates in p-methoxybenzyl- assisted β-mannosylation

We have previously developed a novel method for the stereocontrolled synthesis of β-manno-glycoside. Starting from 2-O-PMB (p-methoxybenzyl)- protected mannosyl donor 1, conversion into the mixed acetal 3 under oxidative conditions followed by the activation of the anomeric position affords β-manno-glycoside as a single stereoisomer. Although the utility of this method has been further demonstrated in the synthesis of the core structure of Asn-linked glycan chains, there remained uncertainty with respect to the stereochemistry of the mixed acetal. In order to make a stereochemical assignment of this intermediate, diastereomeric acetals 14a, 15a and 14b, 15b were prepared from 9 + 10/7 and 11 + 12/13, respectively. Investigations by means of NMR and a computational approach using DADAS 90 for quantifying steric hindrance, resulted in the conclusion that 14a/15a derived from 2-O-PMB-protected 9 has an (S) configuration and 14b/15b derived from 2-O-unprotected 11 has an (R) configuration. Based on the characteristic 1H-NMR patterns inherent to the (S) isomers 4,6-O-benzylidene-protected 30- 35, derived from thiomannosides 5, 23, 24, 26, 27, were also revealed to have the (S) configuration.