162284-50-6

Basic information

• Product Name: 6-O-Benzyl-2,3-di-O-acetyl-methyl-α-D-glucopyranoside
• Synonyms: 6-O-Benzyl-2,3-di-O-acetyl-methyl-α-D-glucopyranoside;Methyl 6-O-(PhenylMethyl)-α-D-glucopyranoside 2,3-Diacetate
• CAS NO: 162284-50-6
• Molecular Formula: C₁₈H₂₄O₈
• Molecular Weight: 368.37836
• Product Categories: 13C & 2H Sugars;Carbohydrates & Derivatives
• Mol File: 162284-50-6.mol
• Article Data: 16

Chemical Properties

• Boiling Point: 483.239°C at 760 mmHg
• Flash Point: 166.802°C
• Appearance: /
• Density: 1.258g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.531
• Solubility: Dichloromethane, Ethyl Acetate, Methanol
• CAS DataBase Reference: 6-O-Benzyl-2,3-di-O-acetyl-methyl-α-D-glucopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: 6-O-Benzyl-2,3-di-O-acetyl-methyl-α-D-glucopyranoside(162284-50-6)
• EPA Substance Registry System: 6-O-Benzyl-2,3-di-O-acetyl-methyl-α-D-glucopyranoside(162284-50-6)

Safety Data

• Hazardous Substances Data: 162284-50-6(Hazardous Substances Data)

Usage

Chemical Properties

Yellowish Oil

InChI:InChI=1/C18H24O8/c1-11(19)24-16-15(21)14(10-23-9-13-7-5-4-6-8-13)26-18(22-3)17(16)25-12(2)20/h4-8,14-18,21H,9-10H2,1-3H3/t14?,15-,16+,17+,18+/m1/s1

Upstream product

• 617-86-7 triethylsilane 
• 2774-22-3 methyl 2,3-di-O-acetyl-4,6-O-benzylidene-α-D-glucopyraniside 
• 3162-96-7 4,6-O-benzylidene-1-O-methyl-α-D-glucopyranoside 
• 97-30-3 methyl-alpha-D-glucopyranoside 
• 1125-88-8 benzaldehyde dimethyl acetal 
• 4141-45-1 methyl-4,6-O-benzylidene-2,3-diacetyl-α-D-glucopyranoside 

Downstream Products

• 935679-67-7 methyl 2,3-di-O-acetyl-6-O-benzyl-4-O-levulinyl-α-D-glucopyranoside 
• 1334599-37-9 methyl 4,5-di-O-acetyl-3-azido-6-O-(tert-butyldiphenylsilyl)-2-deoxy-α-D-galactopyranosyl-(1->4)-2,3-di-O-acetyl-6-O-benzyl-α-D-glucopyranoside 
• 20839-38-7 methyl 6-O-benzyl-α-D-glucopyranoside 
• 1372765-22-4 methyl 3,4-di-O-acetyl-6-O-benzyl-2-O-[(1S)-phenyl-2-(2,3,5-trimethoxyphenylsulfanyl)ethyl]-α-D-glucopyranosyl-(1->4)-2,3-di-O-acetyl-O-benzyl-α-D-glucopyranoside 
• 1338595-80-4 C₄₂H₅₀O₁₅ 
• 262301-21-3 methyl 2,3-di-O-acetyl-6-O-benzyl-4-iodo-α-D-galactopyranoside 

Relevant articles and documents

A selective ring opening reaction of 4,6-O-benzylidene acetals in carbohydrates using trialkylsilane derivatives

Reductive ring opening reactions of 4,6-O-benzylidene-protected carbohydrates to the corresponding benzyl ethers using trialkylsilane derivatives were examined. When Et3SiH(or PS-DES(TM))-TfOH was used, 6-O- benzyl ethers with 4-hydroxy unsubst

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.

HClO4-silica-catalysed regioselective opening of benzylidene acetals and its application towards regioselective HO-4 glycosylation of benzylidene acetals in one-pot

Here we report a high-yielding method for the regioselective reductive ring opening of 4,6-O-benzylidene acetals of hexapyranosides using inexpensive and robust HClO4-SiO2 as the acidic catalyst and triethylsilane as the hydride dono