17791-36-5

Basic information

• Product Name: METHYL 2,3-DI-O-BENZYL-ALPHA-D-GLUCOPYRANOSIDE
• Synonyms: METHYL 2,3-DI-O-BENZYL-ALPHA-D-GLUCOPYRANOSIDE;Nsc170185;Methyl 2,3-di-O-benzyl-a-D-glucopyranoside;Methyl 2,3-di-O-benzyl-α-D-glucopyranoside
• CAS NO: 17791-36-5
• Molecular Formula: C₂₁H₂₆O₆
• Molecular Weight: 374.43
• Mol File: 17791-36-5.mol
• Article Data: 81

Chemical Properties

• Melting Point: 76-81°C
• Boiling Point: 537.1°Cat760mmHg
• Flash Point: 278.6°C
• Appearance: /
• Density: 1.24g/cm³
• Vapor Pressure: 2.3E-12mmHg at 25°C
• Refractive Index: 1.586
• Storage Temp.: ?20°C
• CAS DataBase Reference: METHYL 2,3-DI-O-BENZYL-ALPHA-D-GLUCOPYRANOSIDE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL 2,3-DI-O-BENZYL-ALPHA-D-GLUCOPYRANOSIDE(17791-36-5)
• EPA Substance Registry System: METHYL 2,3-DI-O-BENZYL-ALPHA-D-GLUCOPYRANOSIDE(17791-36-5)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 17791-36-5(Hazardous Substances Data)

Usage

InChI:InChI=1/C21H26O6/c1-24-21-20(26-14-16-10-6-3-7-11-16)19(18(23)17(12-22)27-21)25-13-15-8-4-2-5-9-15/h2-11,17-23H,12-14H2,1H3

Upstream product

• 1125-88-8 benzaldehyde dimethyl acetal 
• 1824-94-8 methyl beta-D-galactopyranoside 
• 90633-95-7 methyl 2,3-bis-O-benzyl-4-O-[(4-methoxyphenyl)methyl]-α-D-glucopyranoside 
• 20231-38-3 (2R,3R,4S,5R,6S)-4,5-bis(benzyloxy)tetrahydro-6-methoxy-2-((trityloxy)methyl)-2H-pyran-3-ol 
• 3162-96-7 methyl 4,6-O-benzylidene-α-D-glucopyranoside 
• 7177-79-9 methyl 2,3-O-dibenzyl-4,6-O-benzylidene-α-D-glucopyranoside 
• 100-39-0 benzyl bromide 
• 617-04-9 (2R,3S,4S,5S,6S)-2-(hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triol 
• 1610712-48-5 methyl 2,3-di-O-benzyl-4,6-(2,6-dimethylbenzylidene)-α-D-mannopyranoside 
• 1610712-47-4 methyl 4,6-O-(2,6-dimethylbenzylidene)-α-D-mannopyranoside 
• 280557-35-9 methyl 2,3-di-O-benzyl-4,6-O-(2-phenylsulphonyl)-ethylidene-α-D-mannopyranoside 
• 1092482-98-8 2,3-di-O-benzyl-4-O-(o-nitro)benzyl-α-D-mannopyranoside 
• 4148-71-4 methyl (exo-Ph)-2,3: 4,6-di-O-benzylidene-α-D-mannopyranoside 
• 23392-28-1 methyl 3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside 

Downstream Products

• 178319-51-2 methyl 2,3-di-O-benzyl-4,6-O-diphenylmethylene-α-D-glucopyranoside 
• 169396-75-2 (2R,3R,4S,5S,6S)-4,5-Bis-benzyloxy-2-(tert-butyl-diphenyl-silanyloxymethyl)-6-methoxy-tetrahydro-pyran-3-ol 
• 129077-21-0 methyl 2,3-di-O-benzyl-6-bromo-6-deoxy-α-D-glucopyranoside 
• 241471-11-4 ethyl 3-O-[3-(methyl 2,3-di-O-benzyl-α-D-glucopyranoside-6-yloxymethyl)-benzyl]-2-O-benzyl-4,6-O-benzylidene-1-thio-β-D-glucopyranoside 
• 261359-39-1 Methyl 2,3-di-O-benzyl-4,6-di-O-butyl-α-D-glucopyranoside 
• 280557-35-9 methyl 2,3-di-O-benzyl-4,6-O-(2-phenylsulphonyl)-ethylidene-α-D-mannopyranoside 
• 313640-11-8 methyl 2,3-di-O-benzyl-4,6-O-(2,3,4-tri-O-benzyl-L-fucopyranosylidene)-α-D-glucopyranoside 
• 50711-27-8 methyl 2,3-di-O-benzyl-4-deoxy-β-L-threo-pent-4-enopyranoside 
• 869793-01-1 methyl 2,3-di-O-benzyl-4,6-O-[2-(p-methoxy)phenylsulfonyl]ethylidene-α-D-glucopyranoside 
• 776313-91-8 3-[2',3'-di-O-benzyl-α-D-glucopyranosyl]-1-propene 
• 958643-54-4 methyl 2,3-di-O-benzyl-6-deoxy-6-iodo-α-D-mannopyranoside 
• 776313-86-1 methyl 2,3-di-O-benzyl-4-O-(4-nitrobenzoyl)-6-O-tert-butyldimethylsilyl-α-D-glucopyranoside 

Relevant articles and documents

Mild selective hydrolysis of acetals in carbohydrates

A simple and inexpensive methodology for the selective hydrolysis of acetals using hydrogen chloride as catalyst is described.

Unexpected reaction using methanol dried over molecular sieves

The absolute methanol dried over 3A molecular sieves cleaves the O-acetyl group due to the existence of methoxy species generated by the 3A molecular sieves.

Triethylamine-methanol mediated selective removal of oxophenylacetyl ester in saccharides

A highly selective, mild, and efficient method for the cleavage of oxophenylacetyl ester protected saccharides was developed using triethylamine in methanol at room temperature. The reagent proved successful against different labile groups like acetal, ketal, and PMB and also generated good yields of the desired saccharides bearing lipid esters. Further, we also observed DBU in methanol as an alternative reagent for the deprotection of acetyl, benzoyl, and oxophenylacetyl ester groups. This journal is

The 2,2-Dimethyl-2-(ortho-nitrophenyl)acetyl (DMNPA) Group: A Novel Protecting Group in Carbohydrate Chemistry

The 2,2-dimethyl-2-(ortho-nitrophenyl)acetyl (DMNPA) group was introduced to synthetic carbohydrate chemistry as a protecting group (PG) for the first time. Benefiting from a unique chemical structure and novel deprotection conditions, the DMNPA group can be cleaved rapidly and mutually orthogonal to other PGs. Orchestrated application of the DMNPA group with other PGs led to the highly efficient synthesis of the glycan of thornasterside A.