850647-86-8

Basic information

• Product Name: phenyl 2,3-di-O-benzyl-4-O-(p-methoxybenzyl)-α-D-thiomannopyranoside
• Synonyms: phenyl 2,3-di-O-benzyl-4-O-(p-methoxybenzyl)-α-D-thiomannopyranoside
• CAS NO: 850647-86-8
• Molecular Weight: 572.722
• Mol File: 850647-86-8.mol

Chemical Properties

• CAS DataBase Reference: phenyl 2,3-di-O-benzyl-4-O-(p-methoxybenzyl)-α-D-thiomannopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: phenyl 2,3-di-O-benzyl-4-O-(p-methoxybenzyl)-α-D-thiomannopyranoside(850647-86-8)
• EPA Substance Registry System: phenyl 2,3-di-O-benzyl-4-O-(p-methoxybenzyl)-α-D-thiomannopyranoside(850647-86-8)

Safety Data

• Hazardous Substances Data: 850647-86-8(Hazardous Substances Data)

Upstream product

• 808762-01-8 phenyl 2,3-di-O-benzyl-4,6-O-p-methoxybenzylidene-1-thio-α-D-mannopyranoside 
• 449761-78-8 phenyl 2,3-di-O-benzyl-1-thio-α-D-mannopyranoside 
• 1421832-73-6 phenylthio 2,3-di-O-benzyl-6-(tert-butyldimethylsiloxy)-α-D-mannopyranoside 

Downstream Products

• 1421832-71-4 phenylthio 2,3-di-O-benzyl-6,7-dideoxy-8-C-phenyl-α-D-manno-oct-8-ulopyranoside 
• 1421832-72-5 phenylthio 2,3-di-O-benzyl-6,7-dideoxy-8-C-phenyl-4-O-(trimethylsilyl)-α-D-manno-oct-8-ulopyranoside 
• 1421832-80-5 phenylthio 4,8-anhydro-2,3-di-O-benzyl-6,7-dideoxy-8-methoxy-8S-C-phenyl-α-D-manno-octopyranoside 
• 1421832-79-2 (Z)-phenylthio 4,8-anhydro-2,3-di-O-benzyl-6,7-dideoxy-8-C-phenyl-α-D-manno-oct-7-enopyranoside 
• 1421832-81-6 phenylthio 4,8-anhydro-2,3-di-O-benzyl-6,7-dideoxy-8S-phenyl-α-D-manno-octopyranoside 
• 1421832-75-8 (E)-phenylthio 2,3-di-O-benzyl-4-O-(p-methoxybenzyl)-6,7-dideoxy-8-C-phenyl-α-D-manno-oct-6-eno-8-ulopyranoside 
• 1421832-77-0 phenylthio 2,3-di-O-benzyl-4-O-(p-methoxybenzyl)-6,7-dideoxy-8-C-phenyl-α-D-manno-oct-8-ulopyranoside 
• 1421832-82-7 1-adamantanyl 4,8-anhydro-2,3-di-O-benzyl-6,7-dideoxy-8S-phenyl-α-D-manno-octopyranoside 
• 1421832-83-8 1-adamantanyl 4,8-anhydro-2,3-di-O-benzyl-6,7-dideoxy-8S-phenyl-β-D-manno-octopyranoside 
• 1421832-84-9 (4,8-anhydro-2,3-di-O-benzyl-6,7-dideoxy-8S-C-phenyl-α-D-manno-octopyranosyl)-(1→3)-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose 
• 1421832-86-1 (4,8-anhydro-2,3-di-O-benzyl-6,7-dideoxy-8S-C-phenyl-β-D-manno-octopyranosyl)-(1→3)-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose 
• 1421832-87-2 methyl (4,8-anhydro-2,3-di-O-benzyl-6,7-dideoxy-8S-C-phenyl-α-D-manno-octopyranosyl)-(1→6)-2,3,4-tri-O-acetyl-α-D-glucopyranoside 
• 1421832-88-3 methyl (4,8-anhydro-2,3-di-O-benzyl-6,7-dideoxy-8S-C-phenyl-β-D-manno-octopyranosyl)-(1→6)-2,3,4-tri-O-acetyl-α-D-glucopyranoside 
• 1421832-89-4 methyl (4,8-anhydro-2,3-di-O-benzyl-6,7-dideoxy-8S-C-phenyl-β-D-manno-octopyranosyl)-(1→4)-2,3,6-tri-O-benzyl-α-D-glucopyranoside 

Relevant articles and documents

Synthesis and stereoselective glycosylation of D- and L-glycero-β-D- manno-heptopyranoses

(Chemical Equation Presented) A method for the direct stereocontrolled synthesis of D- and L-glycero-β-D-manno-heptopyranosides such as those found in the repeating unit of the O-specific polysaccharide from the CNCTC 113/92 LPS (serotype 54) is described

Influence of O6 in mannosylations using benzylidene protected donors: Stereoelectronic or conformational effects?

The stereoselective synthesis of β-mannosides and the underlying reaction mechanism have been thoroughly studied, and especially the benzylidene-protected mannosides have gained a lot of attention since the corresponding mannosyl triflates often give exce

Stereocontrolled synthesis of the D- and L-glycero-β-D-manno- heptopyranosides and their 6-deoxy analogues. Synthesis of methyl α-L-rhamno-pyranosyl-(1→3)-D-glycero-β-D-manno-heptopyranosyl- (1→3)-6-deoxy-glycero-β-D-manno-heptopyranosyl-(1→4) -α-L-rhamno-pyranoside, a tetrasaccharide subunit of the lipopolysaccharide from Plesimonas shigelloides

The synthesis of D- and L-glycero-α-manno-thioheptopyranosides, protected with 4,6-O-alkylidene-type acetals is described. In glycosylations carried out with preactivation with the 1-benzenesulfinylpiperidine/ trifluoromethanesulfonic anhydride couple, both the D- and L-glycero series exhibit excellent β-selectivity with a range of glycosyl acceptors. In contrast, a 4,7-O-alkylidene acetal was found not to afford β-selectivity. With a 4,6-O-[1-cyano-2-(2-iodophenyl)ethylidene] acetal protected thioglycoside, excellent β-selectivity was obtained in glycosylation reactions, and subsequent treatment with tributyltin hydride and azoisobutyronitrile brought about clean fragmentation to the 6-deoxy-glycero-β-D-manno-heptopyranosides. This chemistry was applied to the stereocontrolled synthesis of methyl α-L-rhamnopyranosyl-(1→3)-D- glycero-β-D-manno-heptopyranosyl-(1→3)-6-deoxy-glycero-β-D-manno- heptopyranosyl-(1→4)-α-L-rhamno-pyranoside, a component of the lipopolysaccharide from Plesimonas shigelloides.