264919-24-6

Basic information

• Product Name: 4-O-(2,6-di-O-benzyl-β-D-galactopyranosyl)-2,3-O-isopropylidene-aldehydo-D-glucose dimethyl acetal
• Synonyms: 4-O-(2,6-di-O-benzyl-β-D-galactopyranosyl)-2,3-O-isopropylidene-aldehydo-D-glucose dimethyl acetal
• CAS NO: 264919-24-6
• Molecular Weight: 608.683
• Mol File: 264919-24-6.mol

Chemical Properties

• CAS DataBase Reference: 4-O-(2,6-di-O-benzyl-β-D-galactopyranosyl)-2,3-O-isopropylidene-aldehydo-D-glucose dimethyl acetal(CAS DataBase Reference)
• NIST Chemistry Reference: 4-O-(2,6-di-O-benzyl-β-D-galactopyranosyl)-2,3-O-isopropylidene-aldehydo-D-glucose dimethyl acetal(264919-24-6)
• EPA Substance Registry System: 4-O-(2,6-di-O-benzyl-β-D-galactopyranosyl)-2,3-O-isopropylidene-aldehydo-D-glucose dimethyl acetal(264919-24-6)

Safety Data

• Hazardous Substances Data: 264919-24-6(Hazardous Substances Data)

Downstream Products

• 330998-79-3 (3S,4R,5R,6R)-5-((2R,3R,4S,5R,6R)-3-Benzyloxy-6-benzyloxymethyl-4,5-dihydroxy-tetrahydro-pyran-2-yloxy)-6-hydroxymethyl-piperidine-3,4-diol 
• 330998-77-1 (2R,3R,4S)-4-((2S,3R,4S,5R,6R)-3-Benzyloxy-6-benzyloxymethyl-4,5-dihydroxy-tetrahydro-pyran-2-yloxy)-2,3,6-trihydroxy-5-oxo-hexanal 
• 330998-75-9 (S)-1-((2S,3R,4S,5R,6R)-3-Benzyloxy-6-benzyloxymethyl-4,5-dihydroxy-tetrahydro-pyran-2-yloxy)-1-((4R,5R)-5-dimethoxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-3-hydroxy-propan-2-one 
• 264919-22-4 4-O-(2,6-di-O-benzyl-β-D-galactopyranosyl)-5,6:2,3-di-O-isopropylidene-aldehydo-D-glucose dimethyl acetal 

Relevant articles and documents

Selective deprotection of 2',6'-di-O-benzyl-2,3:5,6:3',4'-tri-O-isopropylidenelactose dimethyl acetal

The reactivity order of O-deisopropylidenation of the three isopropylidene protecting groups of 2',6'-di-O-benzyl-2,3:5,6:3',4'-tri-O-isopropylidenelactose dimethyl acetal (2) with various reagents was established. The 5,6-acetal group was, although to a limited extent, more reactive as compared with the 3',4' group, while the 2,3-O-isopropylidene group was definitely less reactive. Conditions were determined for the direct preparation of the 5,6,3',4'-tetraol 5 (60% aqueous acetic acid, room temperature, 48 h, 73% yield) and the 5,6-diol 4 (propylene glycol and p-toluenesulphonic acid in dichloromethane, 46% yield). The diacetonated derivative 3, formally arising from a selective 3',4'-O-deisopropylidenation, was obtained in high yield (90%) through a selective acetonation with 2-methoxypropene of the tetraol 5. Copyright (C) 2000 Elsevier Science Ltd.