135192-43-7

Basic information

• Product Name: 2,6-dimethoxyphenyl 3,4,6-tri-O-benzyl-β-D-glucopyranoside
• Synonyms: 2,6-dimethoxyphenyl 3,4,6-tri-O-benzyl-β-D-glucopyranoside
• CAS NO: 135192-43-7
• Molecular Weight: 586.682
• Mol File: 135192-43-7.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 2,6-dimethoxyphenyl 3,4,6-tri-O-benzyl-β-D-glucopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-dimethoxyphenyl 3,4,6-tri-O-benzyl-β-D-glucopyranoside(135192-43-7)
• EPA Substance Registry System: 2,6-dimethoxyphenyl 3,4,6-tri-O-benzyl-β-D-glucopyranoside(135192-43-7)

Safety Data

• Hazardous Substances Data: 135192-43-7(Hazardous Substances Data)

Upstream product

• 148926-02-7 2-O-benzoyl-3,4,6-tri-O-benzyl-β-D-glucopyranoside 
• 55628-54-1 3,4,6-tri-O-benzyl-D-glucal 
• 250273-77-9 1,2-Di-O-benzoyl-3,4,6-tri-O-benzyl-D-glucopyranose 
• 216668-54-1 2,2-Dimethyl-3-oxo-butyric acid (2S,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-(2,6-dimethoxy-phenoxy)-tetrahydro-pyran-3-yl ester 
• 91-10-1 1,3-dimethoxy-2-hydroxy-benzene 
• 213681-58-4 O-(2-O-benzoyl-3,4,6-tri-O-benzyl-D-glucopyranosyl)trichloroacetimidate 
• 211947-53-4 (2S,3R,4S,5R,6R)-4,5-bis(benzyloxy)-6-((benzyloxy)methyl)-2-(phenylthio)tetrahydro-2H-pyran-3-yl benzoate 
• 20672-66-6 3,4,6-tri-O-benzyl-D-glucopyranose 
• 74372-90-0 3,4,6-tri-O-benzyl-D-glucal epoxide 

Downstream Products

• 138925-06-1 2',6'-dimethoxyphenyl O-(2-deoxy-2-iodo-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1-2)-3,4,6-tri-O-benzyl-β-D-glucopyranoside 
• 138925-15-2 2',6'-dimethoxyphenyl 2-O-acetyl-3,4,6-tri-O-benzyl-β-D-glucopyranoside 
• 135192-48-2 2,6-dimethoxyphenyl 3,4,6-tri-O-benzyl-2-O-<(pentafluorophenoxy)thiocarbonyl>-β-D-glucopyranoside 
• 138925-13-0 2',6'-dimethoxyphenyl O-(3-benzamido-4-O-benzoyl-2,3,6-trideoxy-3-C-methyl-α-L-lyxo-hexopyranosyl)-(1-2)-3,4,6-tri-O-benzyl-β-D-glucopyranoside 
• 213681-60-8 {(2S,3S,4S,6S)-3-Benzyloxy-6-[(2S,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-(2,6-dimethoxy-phenoxy)-tetrahydro-pyran-3-yloxy]-2,4-dimethyl-tetrahydro-pyran-4-yl}-carbamic acid benzyl ester 
• 216668-74-5 Acetic acid (2S,3S,4S,6S)-4-benzyloxycarbonylamino-6-[(2S,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-(2,6-dimethoxy-phenoxy)-tetrahydro-pyran-3-yloxy]-2,4-dimethyl-tetrahydro-pyran-3-yl ester 
• 216668-80-3 (2R,3S,4S,5R,6S)-5-((2S,4S,5S,6S)-4-Amino-5-hydroxy-4,6-dimethyl-tetrahydro-pyran-2-yloxy)-6-(2,6-dimethoxy-phenoxy)-2-hydroxymethyl-tetrahydro-pyran-3,4-diol 
• 135192-52-8 2,6-dimethoxyphenyl 3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranoside 
• 138925-08-3 2',6'-dimethoxyphenyl O-(2-deoxy-3,4,6-tri-O-benzyl-α-D-glucopyranosyl)-(1-2)-3,4,6-tri-O-benzyl-β-D-glucopyranoside 
• 283154-38-1 {(2S,3S,4S,6S)-6-[(2S,3R,4S,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-(2,6-dimethoxy-phenoxy)-tetrahydro-pyran-3-yloxy]-3-hydroxy-2,4-dimethyl-tetrahydro-pyran-4-yl}-carbamic acid benzyl ester 

Relevant articles and documents

Total synthesis of vancomycin - Part 4: Attachment of the sugar moieties and completion of the synthesis

The total synthesis of vancomycin (1, Figure 1) is described. The successful plan for this synthesis involves sequential and stereoselective coupling of vancomycin aglycon acceptor 6 and glycosyl donors, trichloroacetimidate 50 and glycosyl fluoride 27 (Scheme 8). Acceptor 6 was synthesized from vancomycin aglycon (2) (Scheme 1), which was derived both by total synthesis and by semisynthesis from vancomycin itself (1) (Scheme 2). The vancosamine derivative 27 was obtained by total synthesis (Scheme 3) while the glycosyl derivative 50 was prepared from glucal (46) (Scheme 6). A number of glycosidation model studies, carried out in order to establish the final route to vancomycin (1), are also described and so are a number of failed attempts to secure the target molecule (1).

Reconstruction of vancomycin by chemical glycosylation of the pseudoaglycon [20]

-

A stereospecific route to 2-deoxy-β-glycosides

-