78687-40-8

Basic information

• Product Name: methyl 2,3,4-tri-O-benzyl-6-O-(trimethylsilyl)-α-D-glucopyranoside
• Synonyms: methyl 2,3,4-tri-O-benzyl-6-O-(trimethylsilyl)-α-D-glucopyranoside
• CAS NO: 78687-40-8
• Molecular Weight: 536.74
• Mol File: 78687-40-8.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: methyl 2,3,4-tri-O-benzyl-6-O-(trimethylsilyl)-α-D-glucopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 2,3,4-tri-O-benzyl-6-O-(trimethylsilyl)-α-D-glucopyranoside(78687-40-8)
• EPA Substance Registry System: methyl 2,3,4-tri-O-benzyl-6-O-(trimethylsilyl)-α-D-glucopyranoside(78687-40-8)

Safety Data

• Hazardous Substances Data: 78687-40-8(Hazardous Substances Data)

Upstream product

• 10548-46-6 1,6-anhydro-2,3,4-tri-O-benzyl-β-D-glucopyranose 
• 75-77-4 chloro-trimethyl-silane 
• 53008-65-4 methyl 2,3,4-tri-O-benzyl-D-glucopyranoside 
• 999-97-3 1,1,1,3,3,3-hexamethyl-disilazane 
• 67-56-1 methanol 
• 110383-77-2 2,3,4-tri-O-benzyl-6-O-trimethylsilyl-α-D-glucopyranosyl bromide 

Downstream Products

• 74808-17-6 methyl 6-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2,3,4-tri-O-benzyl-α-D-glucopyranoside 
• 178621-75-5 Acetic acid (2R,3S,5R,6S)-3,5-bis-benzyloxy-6-((2R,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-2-ylmethyl ester 
• 641635-72-5 methyl 2,3,4-tri-O-benzyl-6-O-(methyl 2,3,4-tri-O-benzyl-6-deoxy-α-D-glucopyranos-6-yl)-α-D-glucopyranoside 
• 161664-79-5 methyl 2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl-(1→6)-2,3,4-tri-O-benzyl-α-D-glucopyranoside 
• 125085-08-7 methyl O-(2-O-acetyl-3,4,6-tri-O-benzyl-β-D-glucopyranosyl)-(1->6)-2,3,4-tri-O-benzyl-α-D-glucopyranoside 
• 128503-39-9 methyl 2,3,4-tri-O-benzoyl-6-O-(2,3,4,6-tetra-O-benzoyl-D-glucopyranosyl)-α-D-glucopyranoside 
• 56632-57-6 methyl O-2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1->6)-2,3,4-tri-O-benzyll-α-D-glucopyranoside 
• 110383-80-7 Trimethyl-[(2R,3R,4S,5R)-3,4,5-tris-benzyloxy-6-((2R,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-2-ylmethoxy]-silane 
• 174193-80-7 Acetic acid (2R,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-[(2S,4S,5R,6S)-4,5-bis-benzyloxy-6-((2R,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-2-ylmethoxy]-tetrahydro-pyran-2-ylmethyl ester 
• 174193-67-0 [(2S,4S,5R,6S)-4,5-Bis-benzyloxy-6-((2R,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-2-ylmethoxy]-trimethyl-silane 
• 174193-66-9 [(2S,4S,5R,6S)-4,5-Bis-benzyloxy-6-((2R,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-2-yl]-methanol 
• 174193-70-5 (2S,3R,4S,6S)-3-Benzyloxy-6-hydroxymethyl-2-((2R,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-4-ol 
• 178621-93-7 Acetic acid (2R,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-[(2R,3S,5R,6S)-3,5-bis-benzyloxy-6-((2R,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-2-ylmethoxy]-tetrahydro-pyran-2-ylmethyl ester 

Relevant articles and documents

METHODS FOR GLYCOSYLATION

Provided herein are methods of glycosylation in the formation of disaccharides, trisaccharides, and oligosaccharides using fluoroglycosides, silyl ether glycosides and a triaryl borane catalyst.

Fluoride Migration Catalysis Enables Simple, Stereoselective, and Iterative Glycosylation

Challenges in the assembly of glycosidic bonds in oligosaccharides and glycoconjugates pose a bottleneck in enabling the remarkable promise of advances in the glycosciences. Here, we report a strategy that applies unique features of highly electrophilic b

STEREOSELECTIVE SYNTHESIS OF α-D-GLUCOPYRANOSIDES VIA 6-SILYL-α-D-GLUCOPYRANOSYL BROMIDES

Bromotrimethylsilane cleaved 2,3,4-tri-O-benzyl-1,6-anhydro-β-D-glucopyranose (1) to give 2,3,4-tri-O-benzyl-6-O-trimethylsilyl-α-D-glucopyranosyl bromide (2).Reaction of 2 with ROH/diisopropylethylamine gave the corresponding α-glucopyranosides.