methyl 2,3-di-O-benzyl-4-deoxy-4-C-hydroxymethyle-6-O-p-methoxybenzyl-α-D-galactopyranoside

Base Information

Chemical Name:methyl 2,3-di-O-benzyl-4-deoxy-4-C-hydroxymethyle-6-O-p-methoxybenzyl-α-D-galactopyranoside
CAS No.:1610594-30-3
Molecular Formula:C₃₀H₃₆O₇
Molecular Weight:508.612
Hs Code.:

Synonyms:methyl 2,3-di-O-benzyl-4-deoxy-4-C-hydroxymethyle-6-O-p-methoxybenzyl-α-D-galactopyranoside

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Chemical Property of methyl 2,3-di-O-benzyl-4-deoxy-4-C-hydroxymethyle-6-O-p-methoxybenzyl-α-D-galactopyranoside

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Technology Process of methyl 2,3-di-O-benzyl-4-deoxy-4-C-hydroxymethyle-6-O-p-methoxybenzyl-α-D-galactopyranoside

There total 2 articles about methyl 2,3-di-O-benzyl-4-deoxy-4-C-hydroxymethyle-6-O-p-methoxybenzyl-α-D-galactopyranoside 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: 49.0%

: 203118-63-2
methyl 2,3-di-O-benzyl-4-deoxy-4-C-methylene-6-O-p-methoxybenzyl-α-D-xylo-hexopyranoside

: 1610594-29-0
C₃₀H₃₆O₇

: 1610594-30-3
methyl 2,3-di-O-benzyl-4-deoxy-4-C-hydroxymethyle-6-O-p-methoxybenzyl-α-D-galactopyranoside

Guidance literature:: methyl 2,3-di-O-benzyl-4-deoxy-4-C-methylene-6-O-p-methoxybenzyl-α-D-xylo-hexopyranoside; With dimethylsulfide borane complex; In tetrahydrofuran; at 20 ℃; for 1.5h; Inert atmosphere;

With dihydrogen peroxide; sodium hydroxide; In tetrahydrofuran; water; at 0 - 20 ℃; for 12h;
DOI:10.1002/ejoc.201400028

Reference yield:

: 1779-49-3
Methyltriphenylphosphonium bromide

: 1610594-30-3
methyl 2,3-di-O-benzyl-4-deoxy-4-C-hydroxymethyle-6-O-p-methoxybenzyl-α-D-galactopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

2.1: dimethylsulfide borane complex / tetrahydrofuran / 1.5 h / 20 °C / Inert atmosphere

2.2: 12 h / 0 - 20 °C

With n-butyllithium; dimethylsulfide borane complex; In tetrahydrofuran; 1.1: |Wittig Olefination;
DOI:10.1002/ejoc.201400028

Reference yield: 98.0%

: 1610594-30-3
methyl 2,3-di-O-benzyl-4-deoxy-4-C-hydroxymethyle-6-O-p-methoxybenzyl-α-D-galactopyranoside

: 1610594-31-4
methyl 2,3-di-O-benzyl-4-deoxy-4-C-formyl-6-O-p-methoxybenzyl-α-D-galactopyranoside

Guidance literature:: methyl 2,3-di-O-benzyl-4-deoxy-4-C-hydroxymethyle-6-O-p-methoxybenzyl-α-D-galactopyranoside; With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -78 ℃; for 1h; Inert atmosphere;

With triethylamine; In dichloromethane; at -78 - 0 ℃; for 0.5h; Inert atmosphere;
DOI:10.1002/ejoc.201400028