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

Base Information

• Chemical Name: methyl 2-acetamido-3-O-(2-O-acetyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-6-O-benzyl-2-deoxy-β-D-glucopyranoside
• CAS No.: 116981-13-6
• Molecular Formula: C₄₅H₅₃NO₁₂
• Molecular Weight: 799.915
• Mol file: 116981-13-6.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 5 articles about methyl 2-acetamido-3-O-(2-O-acetyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-6-O-benzyl-2-deoxy-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: 73.0%

methyl 2-acetamido-3-O-(2-O-acetyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside (116981-12-5,144732-86-5) → methyl 2-acetamido-3-O-(2-O-acetyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-6-O-benzyl-2-deoxy-β-D-glucopyranoside (116981-13-6)

Guidance literature:

With hydrogenchloride; 3 A molecular sieve; sodium cyanoborohydride; In tetrahydrofuran; diethyl ether;

DOI:10.1016/0008-6215(88)85093-6

Reference yield: 17.0%

methyl 2-acetamido-3-O-(2-O-acetyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside (116981-12-5,144732-86-5) → methyl 2-acetamido-3-O-(2-O-acetyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-6-O-benzyl-2-deoxy-β-D-glucopyranoside (116981-13-6) + methyl 2-acetamido-3-O-(2-O-acetyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-4-O-benzyl-2-deoxy-β-D-glucopyranoside (144684-85-5)

Guidance literature:

With sodium cyanoborohydride;

Reference yield:

methyl 2-acetylamido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside (87038-18-4) → methyl 2-acetamido-3-O-(2-O-acetyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-6-O-benzyl-2-deoxy-β-D-glucopyranoside (116981-13-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 89 percent / mercuric cyanide, CaSO₄, molecular sieves 4 A / toluene; nitromethane / 0.25 h / Ambient temperature

2: 73 percent / sodium cyanoborohydride, molecular sieves 3 A, HCl / tetrahydrofuran; diethyl ether

With hydrogenchloride; calcium sulfate; 3 A molecular sieve; 4 A molecular sieve; mercury(II) cyanide; sodium cyanoborohydride; In tetrahydrofuran; diethyl ether; nitromethane; toluene;

DOI:10.1016/0008-6215(88)85093-6

upstream raw materials:

methyl 2-acetamido-3-O-(2-O-acetyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

methyl 2-acetylamido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

1,2-O-(1-methoxyethylidene)-3,4,6-tri-O-benzyl-α-D-galactopyranose

2-O-acetyl-3,4,6-tri-O-benzyl-α-D-galactopyranosyl bromide

Downstream raw materials:

methyl 2-acetamido-6-O-benzyl-2-deoxy-4-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-3-O-(3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-β-D-glucopyranoside

methyl 2-acetamido-6-O-benzyl-4-O-(2-O-benzyl-3,4-di-O-methyl-α-L-fucopyranosyl)-2-deoxy-3-O-(3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-β-D-glucopyranoside

methyl 2-acetamido-6-O-benzyl-2,4-dideoxy-3-O-<3,4,6-tri-O-benzyl-2-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-β-D-galactopyranosyl>-β-D-xylo-hexopyranoside

methyl 2-acetamido-3-O-(2-O-acetyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-4-O-benzyl-2,4-dideoxy-β-D-xylo-hexopyranoside