benzyl 4-O-(4,6-O-isopropylidene-β-D-galactopyranosyl)-β-D-glucopyranoside

Base Information

• Chemical Name: benzyl 4-O-(4,6-O-isopropylidene-β-D-galactopyranosyl)-β-D-glucopyranoside
• CAS No.: 97604-22-3
• Molecular Formula: C₂₂H₃₂O₁₁
• Molecular Weight: 472.489

Synonyms:benzyl 4-O-(4,6-O-isopropylidene-β-D-galactopyranosyl)-β-D-glucopyranoside

Chemical Property of benzyl 4-O-(4,6-O-isopropylidene-β-D-galactopyranosyl)-β-D-glucopyranoside

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Technology Process of benzyl 4-O-(4,6-O-isopropylidene-β-D-galactopyranosyl)-β-D-glucopyranoside

There total 5 articles about benzyl 4-O-(4,6-O-isopropylidene-β-D-galactopyranosyl)-β-D-glucopyranoside which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 13.0%

benzyl 4-O-β-D-galactopyranosyl-β-D-glucopyranoside (18404-72-3) + 2-Methoxypropene (116-11-0) → benzyl 4-O-(4,6-O-isopropylidene-β-D-galactopyranosyl)-β-D-glucopyranoside (97604-22-3) + C25H36O11

Guidance literature:

pyridinium p-toluenesulfonate; In N,N-dimethyl-formamide; at 0 ℃; for 24h;

DOI:10.1016/S0040-4020(01)90057-2

Reference yield:

benzyl 6,6'-di-O-(methoxydimethyl) methyl β-lactoside (112677-97-1) → benzyl 4-O-(4,6-O-isopropylidene-β-D-galactopyranosyl)-β-D-glucopyranoside (97604-22-3)

Guidance literature:

Multistep reaction;

DOI:10.1016/S0040-4020(01)90057-2

Reference yield:

benzyl 4-O-β-D-galactopyranosyl-β-D-glucopyranoside (18404-72-3) → benzyl 4-O-(4,6-O-isopropylidene-β-D-galactopyranosyl)-β-D-glucopyranoside (97604-22-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 45 percent / pyridinium toluene-p-sulfonate / dimethylformamide / 1.5 h / 0 °C

pyridinium p-toluenesulfonate; In N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(01)90057-2

upstream raw materials:

benzyl 4-O-β-D-galactopyranosyl-β-D-glucopyranoside

2-Methoxypropene

benzyl 6,6'-di-O-(methoxydimethyl) methyl β-lactoside

2,2-dimethoxy-propane

Downstream raw materials:

(2R,3R,4R,5S,6R)-2-(benzyloxy)-5-(((3aS,4R,6S,7R,7aR)-7-hydroxy-4-(hydroxymethyl)-2,2-dimethyltetrahydro-4H-[1,3]dioxolo[4,5-c]pyran-6-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4-diol

benzyl 2,3,6-tri-O-acetyl-4-O-(2,3-di-O-acetyl-4,6-O-isopropylidene-β-D-galactopyranosyl)-β-D-glucopyranoside

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