methyl 2,6-di-O-benzyl-3-deoxy-3-C-methyl-4-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-β-D-galactopyranoside

Base Information

Chemical Name:methyl 2,6-di-O-benzyl-3-deoxy-3-C-methyl-4-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-β-D-galactopyranoside
CAS No.:108671-67-6
Molecular Formula:C₅₆H₆₂O₁₀
Molecular Weight:895.102
Hs Code.:

Synonyms:methyl 2,6-di-O-benzyl-3-deoxy-3-C-methyl-4-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-β-D-galactopyranoside

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Chemical Property of methyl 2,6-di-O-benzyl-3-deoxy-3-C-methyl-4-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-β-D-galactopyranoside

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Technology Process of methyl 2,6-di-O-benzyl-3-deoxy-3-C-methyl-4-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-β-D-galactopyranoside

There total 3 articles about methyl 2,6-di-O-benzyl-3-deoxy-3-C-methyl-4-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-β-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: 45.0%

: 53081-30-4
tetra-O-benzyl-α-D-galactosyl bromide

: 108672-12-4
methyl 2,6-di-O-benzyl-3-deoxy-3-C-methyl-β-D-galactopyranoside

: 108671-67-6
methyl 2,6-di-O-benzyl-3-deoxy-3-C-methyl-4-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-β-D-galactopyranoside

Guidance literature:: With molecular sieve; tetraethylammonium bromide; In dichloromethane; N,N-dimethyl-formamide; Heating;
DOI:10.1016/S0008-6215(00)90292-1

Reference yield:

: 108739-98-6
methyl 2-O-benzyl-4,6-O-benzylidene-3-deoxy-3-C-methyl-β-D-galactopyranoside

: 108671-67-6
methyl 2,6-di-O-benzyl-3-deoxy-3-C-methyl-4-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 65 percent / ethereal hydrogen chloride, sodium cyanoborohydride, molecular sieves / tetrahydrofuran / Ambient temperature

2: 45 percent / molecular sieves / tetraethylammonium bromide / dimethylformamide; CH₂Cl₂ / Heating

With hydrogenchloride; molecular sieve; sodium cyanoborohydride; tetraethylammonium bromide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(00)90292-1

Reference yield:

: 68044-34-8,108739-96-4,109010-30-2,134175-76-1,141115-76-6
(4aR,6R,7S,8aS)-7-Benzyloxy-6-methoxy-2-phenyl-tetrahydro-pyrano[3,2-d][1,3]dioxin-8-one

: 108671-67-6
methyl 2,6-di-O-benzyl-3-deoxy-3-C-methyl-4-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 65 percent / BuLi / hexane; diethyl ether / 17.5 h / Ambient temperature

2: 98 percent / 0.03M sodium methoxide, H₂ / 10percent Pd/C / CH₂Cl₂; methanol

3: 65 percent / ethereal hydrogen chloride, sodium cyanoborohydride, molecular sieves / tetrahydrofuran / Ambient temperature

4: 45 percent / molecular sieves / tetraethylammonium bromide / dimethylformamide; CH₂Cl₂ / Heating

With hydrogenchloride; n-butyllithium; molecular sieve; hydrogen; sodium methylate; sodium cyanoborohydride; palladium on activated charcoal; tetraethylammonium bromide; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(00)90292-1