methyl 2-acetamido-3,6-di-O-benzyl-2-deoxy-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-α-D-glucopyranoside

Base Information

Chemical Name:methyl 2-acetamido-3,6-di-O-benzyl-2-deoxy-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-α-D-glucopyranoside
CAS No.:85193-93-7
Molecular Formula:C₃₇H₄₇NO₁₅
Molecular Weight:745.778
Hs Code.:

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

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

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

There total 4 articles about methyl 2-acetamido-3,6-di-O-benzyl-2-deoxy-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-α-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: 63.0%

: 85193-92-6
methyl 2-acetamido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside

: 3068-32-4
1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside

: 85193-93-7
methyl 2-acetamido-3,6-di-O-benzyl-2-deoxy-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-α-D-glucopyranoside

Guidance literature:: With mercury(II) cyanide; In nitromethane; benzene; 1.) 60 deg C, 3 h; 2.) 40 deg C, 16 h;
DOI:10.1016/0008-6215(85)85219-8

Reference yield:

: 69892-42-8
methyl 2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside

: 85193-93-7
methyl 2-acetamido-3,6-di-O-benzyl-2-deoxy-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 81.2 percent / sodium cyanoborohydride, 3A molecular sieves, hydrogen chloride / diethyl ether; tetrahydrofuran / 3 h / 0 °C

2: 1.) mercuric cyanide / 1.) benzene, reflux; 2.) benzene, reflux, 36 h

With hydrogenchloride; 3 A molecular sieve; mercury(II) cyanide; sodium cyanoborohydride; In tetrahydrofuran; diethyl ether;
DOI:10.1016/0008-6215(83)88241-X

Reference yield:

: 100-44-7
benzyl chloride

: 85193-93-7
methyl 2-acetamido-3,6-di-O-benzyl-2-deoxy-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 53 percent / potassium hydroxide / dimethylformamide / 2.25 h / 70 - 75 °C

2: 81.2 percent / sodium cyanoborohydride, 3A molecular sieves, hydrogen chloride / diethyl ether; tetrahydrofuran / 3 h / 0 °C

3: 1.) mercuric cyanide / 1.) benzene, reflux; 2.) benzene, reflux, 36 h

With hydrogenchloride; potassium hydroxide; 3 A molecular sieve; mercury(II) cyanide; sodium cyanoborohydride; In tetrahydrofuran; diethyl ether; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(83)88241-X