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

Base Information

• Chemical Name: 3,4,6-tri-O-acetyl-2-azido-2-deoxy-alpha-D-galactopyranosyl chloride
• CAS No.: 67817-41-8
• Molecular Formula: C₁₂H₁₆ClN₃O₇
• Molecular Weight: 349.728
• Mol file: 67817-41-8.mol

Synonyms:3,4,6-tri-O-acetyl-2-azido-2-deoxy-alpha-D-galactopyranosyl chloride

Chemical Property of 3,4,6-tri-O-acetyl-2-azido-2-deoxy-alpha-D-galactopyranosyl chloride

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3,4,6-tri-O-acetyl-2-azido-2-deoxy-alpha-D-galactopyranosyl chloride

There total 1 articles about 3,4,6-tri-O-acetyl-2-azido-2-deoxy-alpha-D-galactopyranosyl chloride 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:

C59H72N4O25 → 3,4,6-tri-O-acetyl-2-azido-2-deoxy-alpha-D-galactopyranosyl chloride (67817-41-8) + benzyl O--(2-3)-2,6-di-O-benzyl-β-D-galactopyranoside (96520-15-9)

Guidance literature:

With hydrogenchloride; diethyl ether; for 0.00833333h; Product distribution; Ambient temperature;

Reference yield: 78.0%

3,4,6-tri-O-acetyl-2-azido-2-deoxy-alpha-D-galactopyranosyl chloride (67817-41-8) + N-(fluoren-9-ylmethoxycarbonyl)-L-threonine benzyl ester (73724-48-8) → N-(9H-fluorene-9-yl)-methoxycarbonyl-O-(3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-galactopyranosyl)-L-threonine benzyl ester (100938-55-4)

Guidance literature:

With mercury dibromide;

DOI:10.1002/cbic.201600473

Reference yield: 66.0%

3,4,6-tri-O-acetyl-2-azido-2-deoxy-alpha-D-galactopyranosyl chloride (67817-41-8) + thiophenol (108-98-5) → phenyl-3,4,6-tri-O-acetyl-2-azido-2-deoxy-1-thio-β-D-galactopyranoside (148416-94-8)

Guidance literature:

thiophenol; With sodium hydride; In tetrahydrofuran; mineral oil; at -15 ℃; for 0.666667h; Inert atmosphere;

3,4,6-tri-O-acetyl-2-azido-2-deoxy-alpha-D-galactopyranosyl chloride; In tetrahydrofuran; acetonitrile; mineral oil; at -15 - 20 ℃; for 3h; Inert atmosphere;

DOI:10.1021/acs.joc.9b02396

Downstream raw materials:

4-methylumbelliferyl 3,4,6-tri-O-acetyl-2-azido-2-deoxy-β-D-galactopyranoside

4-methylumbelliferyl 3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-galactopyranoside

ethyl p-(3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-galactopyranosyloxy)cinnamate

Acetic acid (2R,3R,4R,5R,6S)-3-acetoxy-2-acetoxymethyl-5-azido-6-(4-nitro-phenylsulfanyl)-tetrahydro-pyran-4-yl ester