methyl 2,3-di-O-benzyl-6-O-(tert-butyldimethylsilyl)-4-O-trimethylsilyl-α-D-galactopyranoside

Base Information

• Chemical Name: methyl 2,3-di-O-benzyl-6-O-(tert-butyldimethylsilyl)-4-O-trimethylsilyl-α-D-galactopyranoside
• CAS No.: 118545-13-4
• Molecular Formula: C₃₀H₄₈O₆Si₂
• Molecular Weight: 560.879

Synonyms:methyl 2,3-di-O-benzyl-6-O-(tert-butyldimethylsilyl)-4-O-trimethylsilyl-α-D-galactopyranoside

Chemical Property of methyl 2,3-di-O-benzyl-6-O-(tert-butyldimethylsilyl)-4-O-trimethylsilyl-α-D-galactopyranoside

Chemical Property:

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Technology Process of methyl 2,3-di-O-benzyl-6-O-(tert-butyldimethylsilyl)-4-O-trimethylsilyl-α-D-galactopyranoside

There total 2 articles about methyl 2,3-di-O-benzyl-6-O-(tert-butyldimethylsilyl)-4-O-trimethylsilyl-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:

methyl 2,3-di-O-benzyl-α-D-galactopyranoside (29388-46-3) → methyl 2,3-di-O-benzyl-6-O-(tert-butyldimethylsilyl)-4-O-trimethylsilyl-α-D-galactopyranoside (118545-13-4)

Guidance literature:

Multi-step reaction with 2 steps

1: imidazole / dimethylformamide / 1 h

2: imidazole / dimethylformamide / 0.08 h

With 1H-imidazole; In N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(01)89567-3

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → methyl 2,3-di-O-benzyl-6-O-(tert-butyldimethylsilyl)-4-O-trimethylsilyl-α-D-galactopyranoside (118545-13-4)

Guidance literature:

Multi-step reaction with 2 steps

1: imidazole / dimethylformamide / 1 h

2: imidazole / dimethylformamide / 0.08 h

With 1H-imidazole; In N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(01)89567-3

Reference yield: 33.0%

2-oxo-propionic acid ethyl ester (617-35-6) + methyl 2,3-di-O-benzyl-6-O-(tert-butyldimethylsilyl)-4-O-trimethylsilyl-α-D-galactopyranoside (118545-13-4) → methyl 2,3-di-O-benzyl-4,6-O-<(R)-(1-ethoxycarbonyl)ethylidene>-α-D-galactopyranoside (118545-19-0) + methyl 2,3-di-O-<(S)-(1-ethoxycarbonyl)ethylidene>-α-D-galactopyranoside (118545-23-6)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In diethyl ether; at -5 ℃; for 48h;

DOI:10.1016/0008-6215(88)85070-5

upstream raw materials:

methyl 2,3-di-O-benzyl-α-D-galactopyranoside

tert-butyldimethylsilyl chloride

Downstream raw materials:

methyl 2,3-di-O-benzyl-4,6-O-<(R)-(1-ethoxycarbonyl)ethylidene>-α-D-galactopyranoside

methyl 2,3-di-O-<(S)-(1-ethoxycarbonyl)ethylidene>-α-D-galactopyranoside

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