3,4,6-tri-O-acetyl-2-azido-2-deoxy-β-D-galactopyranosyl acetate

Base Information

• Chemical Name: 3,4,6-tri-O-acetyl-2-azido-2-deoxy-β-D-galactopyranosyl acetate
• CAS No.: 68733-19-7
• Molecular Formula: C₁₄H₁₉N₃O₉
• Molecular Weight: 373.32

Synonyms:3,4,6-tri-O-acetyl-2-azido-2-deoxy-β-D-galactopyranosyl acetate

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

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

1-3-4-6-Tetra-O-acetyl-2-azido-2-deoxy-β-D-galactopyranose ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
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MSDS Files:

SDS file from LookChem

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

There total 12 articles about 3,4,6-tri-O-acetyl-2-azido-2-deoxy-β-D-galactopyranosyl acetate 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: 96.0%

β-galactosylamine (14196-86-2) + acetic anhydride (108-24-7) → 3,4,6-tri-O-acetyl-2-azido-2-deoxy-β-D-galactopyranosyl acetate (68733-19-7)

Guidance literature:

β-galactosylamine; With sodium azide; trifluoromethylsulfonic anhydride; potassium carbonate; copper(II) sulfate; In methanol; dichloromethane; water;

acetic anhydride; With pyridine; dmap; In methanol; dichloromethane; water;

DOI:10.1080/07328303.2017.1390576

Reference yield: 85.0%

acetic anhydride (108-24-7) + D-(+)-galactosamine hydrochloride (1772-03-8,4710-95-6,6730-09-2,14131-59-0,14131-62-5,14131-63-6,14131-65-8,14131-67-0,14257-79-5,19124-46-0,20706-90-5,91673-92-6) → 3,4,6-tri-O-acetyl-2-azido-2-deoxy-β-D-galactopyranosyl acetate (68733-19-7)

Guidance literature:

D-(+)-galactosamine hydrochloride; With imidazole-1-sulfonyl azide hydrochloride; potassium carbonate; copper(II) sulfate; In methanol; at 20 ℃; for 3h;

acetic anhydride; at 20 ℃;

Reference yield: 81.0%

2-azido-2-deoxy-β-D-galactose (71141-99-6) + acetic anhydride (108-24-7) → 3,4,6-tri-O-acetyl-2-azido-2-deoxy-β-D-galactopyranosyl acetate (68733-19-7)

Guidance literature:

With pyridine; dmap; In toluene; at 20 ℃;

DOI:10.1016/j.tet.2016.07.042

upstream raw materials:

3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-galactopyranosyl nitrate

potassium thioacetate

2-azido-2-deoxy-D-galactose

acetic anhydride

Downstream raw materials:

1,3,4,6-tetra-O-acetyl-2-deoxy-2-phthalimido-β-D-galactopyranoside

(2S,3R,4R,5R,6R)-5-azido-2-(iodomethyl)-6-phenoxytetrahydro-2H-pyran-3,4-diol

(2R,3R,4R,5R,6R)-5-azido-2-(hydroxymethyl)-6-phenoxytetrahydro-2H-pyran-3,4-diol

(2R,3R,4R,5R,6S)-3-azido-5-hydroxy-6-(iodomethyl)-2-phenoxytetrahydro-2H-pyran-4-yl benzoate

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