Benzyl-3,6-di-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-2-azido-2-desoxy-β-D-glucopyranosid

Base Information

• Chemical Name: Benzyl-3,6-di-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-2-azido-2-desoxy-β-D-glucopyranosid
• CAS No.: 81243-72-3
• Molecular Formula: C₃₁H₃₉N₃O₁₆
• Molecular Weight: 709.661
• Mol file: 81243-72-3.mol

Synonyms:Benzyl-3,6-di-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-2-azido-2-desoxy-β-D-glucopyranosid

Chemical Property of Benzyl-3,6-di-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-2-azido-2-desoxy-β-D-glucopyranosid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzyl-3,6-di-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-2-azido-2-desoxy-β-D-glucopyranosid

There total 1 articles about Benzyl-3,6-di-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-2-azido-2-desoxy-β-D-glucopyranosid 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: 77.0%

O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->4)-3,6-di-O-acetyl-2-azido-2-deoxy-α-D-glucopyranosyl bromide (68733-24-4) + benzyl alcohol (100-51-6,185532-71-2) → Benzyl-3,6-di-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-2-azido-2-desoxy-β-D-glucopyranosid (81243-72-3)

Guidance literature:

With calcium sulfate; silver carbonate; In nitromethane; at -22 ℃; for 18h;

DOI:10.1139/v82-011

Reference yield: 93.0%

Benzyl-3,6-di-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-2-azido-2-desoxy-β-D-glucopyranosid (81243-72-3) → benzyl 2-azido-2-deoxy-4-O-(β-D-galactopyranosyl)-β-D-glucopyranoside (81243-73-4)

Guidance literature:

With sodium methylate; In methanol; for 3h;

DOI:10.1016/0008-6215(84)85141-1

Reference yield:

Benzyl-3,6-di-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-2-azido-2-desoxy-β-D-glucopyranosid (81243-72-3) → Benzyl-2-azido-4-O-(4,6-O-benzyliden-β-D-galactopyranosyl)-2-desoxy-β-D-glucopyranosid (85750-96-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / NaOMe / methanol / 3 h

2: p-TsOH / acetonitrile / 3.5 h

With sodium methylate; toluene-4-sulfonic acid; In methanol; acetonitrile;

DOI:10.1016/0008-6215(84)85141-1

upstream raw materials:

O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->4)-3,6-di-O-acetyl-2-azido-2-deoxy-α-D-glucopyranosyl bromide

benzyl alcohol

Downstream raw materials:

benzyl 2-azido-2-deoxy-4-O-(β-D-galactopyranosyl)-β-D-glucopyranoside

Benzyl-2-azido-4-O-(4,6-O-benzyliden-β-D-galactopyranosyl)-2-desoxy-β-D-glucopyranosid

Benzyl-2-azido-3,6-di-O-benzyl-2-desoxy-4-O-(2,3-di-O-benzyl-β-D-galactopyranosyl)-β-D-glucopyranosid

Benzyl-2-azido-3,6-di-O-benzyl-2-desoxy-4-O-(2,3-di-O-benzyl-4,6-O-benzyliden-β-D-galactopyranosyl)-β-D-glucopyranosid