2-azido-3,4,6-tri-O-benzyl-2-deoxy-α-D-galactopyranosyl bromide

Base Information

• Chemical Name: 2-azido-3,4,6-tri-O-benzyl-2-deoxy-α-D-galactopyranosyl bromide
• CAS No.: 79781-71-8
• Molecular Formula: C₂₇H₂₈BrN₃O₄
• Molecular Weight: 538.441
• Mol file: 79781-71-8.mol

Synonyms:2-azido-3,4,6-tri-O-benzyl-2-deoxy-α-D-galactopyranosyl bromide

Chemical Property of 2-azido-3,4,6-tri-O-benzyl-2-deoxy-α-D-galactopyranosyl bromide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-azido-3,4,6-tri-O-benzyl-2-deoxy-α-D-galactopyranosyl bromide

There total 10 articles about 2-azido-3,4,6-tri-O-benzyl-2-deoxy-α-D-galactopyranosyl bromide 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: 94.0%

1-O-acetyl-2-azido-3,4,6-tri-O-benzyl-2-desoxy-D-galactopyranose (79781-68-3) → 2-azido-3,4,6-tri-O-benzyl-2-deoxy-α-D-galactopyranosyl bromide (79781-71-8)

Guidance literature:

With titanium(IV) bromide; In dichloromethane; ethyl acetate; for 0.5h;

DOI:10.1016/0008-6215(85)85148-X

Reference yield: 60.0%

4-Nitro-benzoic acid (3R,4R,5R,6R)-3-azido-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl ester (79781-70-7) → 2-azido-3,4,6-tri-O-benzyl-2-deoxy-α-D-galactopyranosyl bromide (79781-71-8)

Guidance literature:

With hydrogen bromide; In dichloromethane; at 0 ℃; for 5h;

DOI:10.1016/0008-6215(83)88263-9

Reference yield:

2-azido-3,4,6-tri-O-benzyl-2-deoxy-D-galactopyranose (79781-69-4) → 2-azido-3,4,6-tri-O-benzyl-2-deoxy-α-D-galactopyranosyl bromide (79781-71-8)

Guidance literature:

With Oxalyl bromide; In dichloromethane; N,N-dimethyl-formamide; at 22 ℃; for 3.33333h;

DOI:10.1016/S0008-6215(98)00020-2

upstream raw materials:

4-Nitro-benzoic acid (3R,4R,5R,6R)-3-azido-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl ester

1-O-acetyl-2-azido-3,4,6-tri-O-benzyl-2-desoxy-D-galactopyranose

2-azido-3,4,6-tri-O-benzyl-2-deoxy-D-galactopyranose

3,4,6-tri-O-acetyl-2-azido-2-deoxy-alpha-D-galactopyranosyl bromide

Downstream raw materials:

2-azido-3,4,6-tri-O-benzyl-2-deoxy-β-D-galactopyranosyl chloride

2-(trimethylsilyl)ethyl (2-azido-3,4,6-tri-O-benzyl-2-deoxy-α-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-benzoyl-β-D-galactopyranoside

benzyl O-(2-azido-3,4,6-tri-O-benzyl-2-deoxy-α-D-galactopyranosyl)-(1-3)-O-(4,6-O-benzylidene-β-D-galactopyranosyl)-(1-3)-2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside