Benzyl 2-Acetamido-4,6-di-O-acetyl-3-O-(2,3,4,6-tetra-O-acetyl--D-galactosyl)-2-deoxy-a-D-galactopyranoside

Base Information

• Chemical Name: Benzyl 2-Acetamido-4,6-di-O-acetyl-3-O-(2,3,4,6-tetra-O-acetyl--D-galactosyl)-2-deoxy-a-D-galactopyranoside
• CAS No.: 3809-10-7
• Molecular Formula: C33H43NO17
• Molecular Weight: 725.701
• Mol file: 3809-10-7.mol

Synonyms:Benzyl 2-Acetamido-4,6-di-O-acetyl-3-O-(2,3,4,6-tetra-O-acetyl--D-galactosyl)-2-deoxy-a-D-galactopyranoside;Benzyl 2-AcetaMido-2-deoxy-3-O-β-D-galactopyranosyl-galactopyranoside Hexaacetate

Chemical Property of Benzyl 2-Acetamido-4,6-di-O-acetyl-3-O-(2,3,4,6-tetra-O-acetyl--D-galactosyl)-2-deoxy-a-D-galactopyranoside

Chemical Property:

• Melting Point: 158-160°C
• PSA: 223.82000
• LogP: 0.78680
• Storage Temp.: -20?C Freezer
• Solubility.: Chloroform

Purity/Quality:

95% ^*data from raw suppliers

Benzyl2-Acetamido-4,6-di-O-acetyl-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactosyl)-2-deoxy-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-4,6-di-O-acetyl-3-O-(2,3,4,6-tetra-O-acetyl--D-galactosyl)-2-deoxy-a-D-galactopyranoside

There total 13 articles about Benzyl 2-Acetamido-4,6-di-O-acetyl-3-O-(2,3,4,6-tetra-O-acetyl--D-galactosyl)-2-deoxy-a-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: 98.0%

acetic anhydride (108-24-7) + benzyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1<*>3)-2-acetamido-2-deoxy-α-D-galactopyranoside (90754-57-7,60831-31-4) → 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 (3809-10-7)

Guidance literature:

With pyridine; at 20 ℃;

DOI:10.1016/j.carres.2017.10.016

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-di-O-acetyl-2-deoxy-α-D-galactopyranoside (3809-10-7)

Guidance literature:

Multi-step reaction with 5 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

4.1: sodium acetate; acetic acid / water / 60 °C

5.1: pyridine; dmap / 20 °C

With pyridine; dmap; sodium acetate; mercury(II) cyanide; acetic acid; acetyl chloride; zinc(II) chloride; In nitromethane; water; benzene;

DOI:10.1074/jbc.M115.680470

Reference yield:

N-acetyl-D-galactosamine (72-87-7,1136-42-1,1136-44-3,6730-06-9,7772-94-3,10036-64-3,14131-60-3,14131-64-7,14131-68-1,14215-68-0,62057-49-2,62057-50-5,62057-51-6,62057-52-7,62057-53-8,62057-54-9,62057-55-0,62057-56-1,62075-50-7,62137-54-6,134451-97-1,134522-12-6,148347-16-4,6082-29-7) → 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 (3809-10-7)

Guidance literature:

Multi-step reaction with 5 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

4.1: sodium acetate; acetic acid / water / 60 °C

5.1: pyridine; dmap / 20 °C

With pyridine; dmap; sodium acetate; mercury(II) cyanide; acetic acid; acetyl chloride; zinc(II) chloride; In nitromethane; water; benzene;

DOI:10.1074/jbc.M115.680470

upstream raw materials:

benzyl alcohol

acetic anhydride

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

N-acetyl-D-galactosamine

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