Benzyl 2-Acetamido-2-deoxy-4,6-O-benzylidene-3-O-(2’,3’,4’,6’-tetra- O-acetyl-β-D-galactopyranosyl)-α-D-galactopyranoside

Base Information

• Chemical Name: Benzyl 2-Acetamido-2-deoxy-4,6-O-benzylidene-3-O-(2’,3’,4’,6’-tetra- O-acetyl-β-D-galactopyranosyl)-α-D-galactopyranoside
• CAS No.: 86327-84-6
• Molecular Formula: C36H43NO15
• Molecular Weight: 729.735
• Mol file: 86327-84-6.mol

Synonyms:BENZYL 2-ACETAMIDO-2-DEOXY-4,6-O-BENZYLIDENE-3-O-(2',3',4',6'-TETRA-O-ACETYL-B-D-GALACTOPYRANOSYL)-A-D-GALACTOPYRANOSIDE;BENZYL 2-ACETAMIDO-2-DEOXY-4,6-O-BENZYLIDENE-3-O-(2,3,4,6-TETRA-O-ACETYL-B-D-GALACTOPYRANOSYL)-A-D-GALACTOPYRANOSIDE;

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

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 804.985°C at 760 mmHg
• Flash Point: 440.639°C
• PSA: 189.68000
• Density: 1.351g/cm³
• LogP: 2.40620
• Solubility.: Choroform, Dichloromethane, DMSO

Purity/Quality:

98%Min ^*data from raw suppliers

Benzyl2-Acetamido-2-deoxy-4,6-O-benzylidene-3-O-(2’,3’,4’,6’-tetra-O-acetyl-β-D-galactopyranosyl)-α-D-galactopyranoside ^*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-4,6-O-benzylidene-3-O-(2’,3’,4’,6’-tetra- O-acetyl-β-D-galactopyranosyl)-α-D-galactopyranoside

There total 5 articles about Benzyl 2-Acetamido-2-deoxy-4,6-O-benzylidene-3-O-(2’,3’,4’,6’-tetra- O-acetyl-β-D-galactopyranosyl)-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:

Benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside (3554-91-4) + 1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside (3068-32-4) → benzyl (2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1→3)-2-acetamido-4,6-benzylidene-2-deoxy-α-D-galactopyranoside (86327-84-6)

Guidance literature:

With mercury(II) cyanide; Yield given. Multistep reaction; 1.) benzene, nitromethane, reflux; 2.) benzene, nitromethane, 40 deg C; 3.) r.t., 24 h;

DOI:10.1016/S0008-6215(00)90954-6

Reference yield:

→ Acetic acid (2S,3S,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-((2S,4aR,6S,7R,8R,8aS)-7-acetylamino-6-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy)-tetrahydro-pyran-3-yl ester (32449-55-1,58902-38-8,67313-30-8,86327-84-6,117181-30-3,117181-31-4,135969-36-7)

Guidance literature:

Verb. 2, Verb. 1;

DOI:10.1016/S0008-6215(00)81556-6

Reference yield:

benzyl alcohol (100-51-6,185532-71-2) → benzyl (2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1→3)-2-acetamido-4,6-benzylidene-2-deoxy-α-D-galactopyranoside (86327-84-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: acetyl chloride / 60 °C

2.1: zinc(II) chloride / 20 °C

3.1: mercury(II) cyanide / benzene; nitromethane / Reflux

3.2: 40 - 45 °C

With mercury(II) cyanide; acetyl chloride; zinc(II) chloride; In nitromethane; benzene;

DOI:10.1074/jbc.M115.680470

upstream raw materials:

Benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside

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

benzyl alcohol

N-acetyl-D-galactosamine

Downstream raw materials:

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

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

benzyl (2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1→3)-2-acetamido-4,6-di-O-acetyl-2-deoxy-α-D-galactopyranoside

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

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