71772-35-5

Basic information

• Product Name: Methyl 6-Deoxy-3,4-O-isopropylidene-α-D-galactopyranoside
• Synonyms: Methyl 3,4-O-isopropylidene-α-D-fucopyranoside;Methyl 6-Deoxy-3,4-O-(1-methylethylidene)-α-D-galactopyranoside;Methyl 6-Deoxy-3,4-O-isopropylidene-α-D-galactopyranoside;Methyl 3,4-O-isopropylidene-a-D-fucopyranoside;Methyl 6-Deoxy-3,4-O-(1-methylethylidene)-a-D-galactopyranoside;Methyl 6-Deoxy-3,4-O-isopropylidene-a-D-galactopyranoside;Methyl 6-Deoxy-3,4-O-isopropylidene-
• CAS NO: 71772-35-5
• Molecular Formula: C₁₀H₁₈O₅
• Molecular Weight: 218.24692
• Product Categories: 13C & 2H Sugars;Carbohydrates & Derivatives
• Mol File: 71772-35-5.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 320.124°C at 760 mmHg
• Flash Point: 147.406°C
• Appearance: /
• Density: 1.195g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.488
• Solubility: Chloroform, Dichloromethane, Ethyl Acetate, Methanol
• CAS DataBase Reference: Methyl 6-Deoxy-3,4-O-isopropylidene-α-D-galactopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 6-Deoxy-3,4-O-isopropylidene-α-D-galactopyranoside(71772-35-5)
• EPA Substance Registry System: Methyl 6-Deoxy-3,4-O-isopropylidene-α-D-galactopyranoside(71772-35-5)

Safety Data

• Hazardous Substances Data: 71772-35-5(Hazardous Substances Data)

Usage

Chemical Properties

Colourless Oil

Uses

Methyl 6-Deoxy-3,4-O-isopropylidene-α-D-galactopyranoside (cas# 71772-35-5) is a compound useful in organic synthesis.

InChI:InChI=1/C10H18O5/c1-5-7-8(15-10(2,3)14-7)6(11)9(12-4)13-5/h5-9,11H,1-4H3/t5?,6?,7-,8?,9-/m0/s1

Upstream product

• 71732-12-2 (3aR,4S,6S,7R,7aR)-4-(iodomethyl)-6-methoxy-2,2-dimethyltetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-7-ol 
• 3615-37-0 D-Fucose 
• 73-34-7 D-Fucose 
• 129172-95-8 methyl 6-deoxy-α/β-D-galactopyranoside 
• 67-64-1 acetone 
• 1128-40-1 methyl α-D-fucopyranoside 

Downstream Products

• 123076-84-6 methyl 2-O-benzoyl-6-deoxy-3,4-O-isopropylidene-α-D-galactopyranoside 
• 1128-40-1 methyl α-D-fucopyranoside 
• 123076-93-7 methyl 4-O-acetyl-2-O-benzoyl-3,6-dideoxy-3-<2-(p-tolylsulfonyl)hydrazino>-β-D-galactopyranoside 
• 113668-66-9 methyl 4-O-acetyl-2-O-benzoyl-3,6-dideoxy-3-<2-(p-tolylsulfonyl)hydrazino>-α-D-gulopyranoside 
• 123076-90-4 methyl 4-O-acetyl-2-O-benzoyl-6-deoxy-α-D-xylo-hexopyranosid-3-ulose (p-tolylsulfonyl)hydrazone 
• 123076-91-5 methyl 4-O-acetyl-2-O-benzoyl-6-deoxy-β-D-xylo-hexopyranosid-3-ulose (p-tolylsulfonyl)hydrazone 
• 123076-88-0 methyl 4-O-acetyl-2-O-benzoyl-6-deoxy-α-D-xylo-hexopyranosid-3-ulose 
• 123076-89-1 methyl 4-O-acetyl-2-O-benzoyl-6-deoxy-β-D-xylo-hexopyranosid-3-ulose 
• 123076-86-8 methyl 4-O-acetyl-2-O-benzoyl-6-deoxy-α-D-galactopyranoside 
• 123076-87-9 methyl 4-O-acetyl-2-O-benzoyl-6-deoxy-β-D-galactopyranoside 
• 65222-57-3 methyl 2-O-benzoyl-6-deoxy-α-D-galactopyranoside 
• 123163-96-2 methyl 2-O-benzoyl-6-deoxy-β-D-galactopyranoside 
• 123076-85-7 methyl 2-O-benzoyl-6-deoxy-3,4-O-isopropylidene-β-D-galactopyranoside 
• 74135-23-2 methyl 3,4-O-isopropylidene-2-O-methyl-α-D-fucopyranoside 

Relevant articles and documents

A convenient synthesis of furanose-free D-fucose per-O-acetates and a precursor for anthrose

Methyl 3,4-O-isopropylidene-α- or β-D-galactopyranoside was iodinated with triiodoimidazole in the presence of triphenylphosphane and the corresponding 6-deoxy-6-iodo derivatives 5 or 6, respectively, were converted to furanose-free 1,2,3,4-tetra-O-acetyl-α,β-D-fucopyranose. A key intermediate for chemical synthesis of anthrose, a constituent of the tetrasaccharide of major glycoprotein of Bacillus anthracis exosporium, 1-O-acetyl-4-azido-2-O-benzoyl-3-O-benzyl-4,6-dideoxy-α, β-D-glucopyranose, was synthesized from 5 or 6 in 7 steps. The latter was readily converted into the corresponding 1-O-trichloroacetimidate. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.