Benzyl 2-Acetamido-2-deoxy-3-O-(β-D-galactopyranosyl)-4,6-benzylidene-α-D-galactoside

Base Information

• Chemical Name: Benzyl 2-Acetamido-2-deoxy-3-O-(β-D-galactopyranosyl)-4,6-benzylidene-α-D-galactoside
• CAS No.: 90754-58-8
• Molecular Formula: C₂₈H₃₅NO₁₁
• Molecular Weight: 561.586
• Mol file: 90754-58-8.mol

Synonyms:Benzyl 2-Acetamido-2-deoxy-3-O-(β-D-galactopyranosyl)-4,6-benzylidene-α-D-galactoside;Benzyl 2-Acetamido-2-deoxy-3-O-(β-D-galactopyranosyl)-4,6-benzylidene-α-D-galactoside;PhenylMethyl 2-(AcetylaMino)-2-deoxy-3-O-β-D-galactopyranosyl-4,6-O-(phenylMethylene)-α-D-galactopyranoside

Chemical Property of Benzyl 2-Acetamido-2-deoxy-3-O-(β-D-galactopyranosyl)-4,6-benzylidene-α-D-galactoside

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 811.5°C at 760 mmHg
• Flash Point: 444.579°C
• PSA: 168.89000
• Density: 1.439g/cm³
• LogP: 0.57240
• Solubility.: Chloroform, Methanol, Water

Purity/Quality:

97% ^*data from raw suppliers

Benzyl2-Acetamido-2-deoxy-3-O-(β-D-galactopyranosyl)-4,6-benzylidene-α-D-galactoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Benzyl 2-Acetamido-2-deoxy-3-O-(β-D-galactopyranosyl)-4,6-benzylidene-α-D-galactoside

There total 3 articles about Benzyl 2-Acetamido-2-deoxy-3-O-(β-D-galactopyranosyl)-4,6-benzylidene-α-D-galactoside 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: 81.4%

benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-α-D-galactopyranoside (117181-30-3) → benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-β-D-galactopyranosyl-α-D-galactopyranoside (32449-56-2,90754-58-8)

Guidance literature:

With sodium methylate; In methanol; for 5h; Ambient temperature;

DOI:10.1016/0008-6215(84)85130-7

Reference yield:

benzyl 2-acetamide-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside (117182-56-6) → benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-β-D-galactopyranosyl-α-D-galactopyranoside (32449-56-2,90754-58-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 57.5 percent / mercuric cyanide / benzene; nitromethane / 72 h / Ambient temperature

2: 81.4 percent / M sodium methoxide / methanol / 5 h / Ambient temperature

With sodium methylate; mercury(II) cyanide; In methanol; nitromethane; benzene;

DOI:10.1016/0008-6215(84)85130-7

Reference yield:

1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside (3068-32-4) → benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-β-D-galactopyranosyl-α-D-galactopyranoside (32449-56-2,90754-58-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 57.5 percent / mercuric cyanide / benzene; nitromethane / 72 h / Ambient temperature

2: 81.4 percent / M sodium methoxide / methanol / 5 h / Ambient temperature

With sodium methylate; mercury(II) cyanide; In methanol; nitromethane; benzene;

DOI:10.1016/0008-6215(84)85130-7

upstream raw materials:

benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-α-D-galactopyranoside

benzyl 2-acetamide-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside

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

Downstream raw materials:

benzyl 2-acetamido-6-O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-3-O-<6-O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-β-D-galactopyranosyl>-2-deoxy-α-D-galactopyranoside

benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-(2,3-di-O-acetyl-4,6-O-benzylidene-β-D-galactopyranosyl)-α-D-galactopyranoside

benzyl 2-acetamido-2-deoxy-3-O-(2,3-di-O-acetyl-β-D-galactopyranosyl)-α-D-galactopyranoside

benzyl 2-acetamido-6-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-3-O-<6-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-2,3-di-O-acetyl-β-D-galactopyranosyl>-2-deoxy-α-D-galactopyranoside

Refernces