Methyl2-acetamido-3-O-(2,3,4,6-tetra-O-acetyl-b-D-galactopyranosyl)-4,6-O-benzylidene-2-deoxy-b-D-glucopyranoside

Base Information

• Chemical Name: Methyl2-acetamido-3-O-(2,3,4,6-tetra-O-acetyl-b-D-galactopyranosyl)-4,6-O-benzylidene-2-deoxy-b-D-glucopyranoside
• CAS No.: 162427-96-5
• Molecular Formula: C₃₀H₃₉NO₁₅
• Molecular Weight: 653.637
• Mol file: 162427-96-5.mol

Synonyms:methyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1<*>3)-2-acetamido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

Chemical Property of Methyl2-acetamido-3-O-(2,3,4,6-tetra-O-acetyl-b-D-galactopyranosyl)-4,6-O-benzylidene-2-deoxy-b-D-glucopyranoside

Chemical Property:

• Melting Point: 235-240°C
• Solubility.: Chloroform, Methanol

Purity/Quality:

95% ^*data from raw suppliers

Methyl2-Acetamido-4,6-O-benzylidene-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-2-deoxy-β-D-glucopyranoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Methyl 2-Acetamido-4,6-O-benzylidene-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-2-deoxy-β-D-glucopyranoside (cas# 162427-96-5) is a compound useful in organic synthesis.

Technology Process of Methyl2-acetamido-3-O-(2,3,4,6-tetra-O-acetyl-b-D-galactopyranosyl)-4,6-O-benzylidene-2-deoxy-b-D-glucopyranoside

There total 3 articles about Methyl2-acetamido-3-O-(2,3,4,6-tetra-O-acetyl-b-D-galactopyranosyl)-4,6-O-benzylidene-2-deoxy-b-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:

2-acetamido-2-deoxy-α,β-D-glucopyranosyl chloride → methyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1<*>3)-2-acetamido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside (162427-96-5)

Guidance literature:

Multi-step reaction with 3 steps

1: silver carbonate

2: toluene sulfonic acid monohydrate / acetonitrile; dimethylformamide / 3 h / 70 °C

3: Hg(CN)2 / benzene; nitromethane

With mercury(II) cyanide; toluene-4-sulfonic acid; silver carbonate; In nitromethane; N,N-dimethyl-formamide; acetonitrile; benzene;

DOI:10.1021/ja00268a056

Reference yield:

methyl N-acetyl-β-D-glucosaminide (3946-01-8) → methyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1<*>3)-2-acetamido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside (162427-96-5)

Guidance literature:

Multi-step reaction with 2 steps

1: toluene sulfonic acid monohydrate / acetonitrile; dimethylformamide / 3 h / 70 °C

2: Hg(CN)2 / benzene; nitromethane

With mercury(II) cyanide; toluene-4-sulfonic acid; In nitromethane; N,N-dimethyl-formamide; acetonitrile; benzene;

DOI:10.1021/ja00268a056

Reference yield:

1-bromo-2,3,4,6-tetra-O-acetyl-D-galactopyranose (3068-32-4) + methyl 2-acetamido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside (10300-76-2) → methyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1<*>3)-2-acetamido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside (162427-96-5)

Guidance literature:

With mercury(II) cyanide; In nitromethane; benzene;

DOI:10.1021/ja00268a056

upstream raw materials:

1-bromo-2,3,4,6-tetra-O-acetyl-D-galactopyranose

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

methyl N-acetyl-β-D-glucosaminide

Downstream raw materials:

Galβ(1-3)GlcNAcβ(1-)OCH3

methyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1<*>3)-2-acetamido-6-O-benzyl-2-deoxy-β-D-glucopyranoside

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