1,2,3,4-Tetra-O-acetyl-6-azido-6-deoxy-a-D-glucopyranose

Base Information

• Chemical Name: 1,2,3,4-Tetra-O-acetyl-6-azido-6-deoxy-a-D-glucopyranose
• CAS No.: 51642-43-4
• Molecular Formula: C14H19N3O9
• Molecular Weight: 373.32
• Mol file: 51642-43-4.mol

Synonyms:1,2,3,4-Tetra-O-acetyl-6-azido-6-deoxy-a-D-glucopyranose;6-Azido-6-deoxy-alpha-D-glucopyranose 1,2,3,4-tetraacetate;Tetra-O-acetyl-6-azido-6-deoxy-alpha-D-glucopyranose

Chemical Property of 1,2,3,4-Tetra-O-acetyl-6-azido-6-deoxy-a-D-glucopyranose

Chemical Property:

• PSA: 164.18000
• LogP: -0.16744

Purity/Quality:

95% ^*data from raw suppliers

1,2,3,4-Tetra-O-acetyl-6-azido-6-deoxy-a-D-glucopyranose ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,2,3,4-Tetra-O-acetyl-6-azido-6-deoxy-a-D-glucopyranose

There total 10 articles about 1,2,3,4-Tetra-O-acetyl-6-azido-6-deoxy-a-D-glucopyranose 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: 92.0%

6-deoxy-6-iodotetra-O-acetyl-β-D-glucopyranose (7468-48-6) → 1,2,3,4-Tetra-O-acetyl-6-azido-6-desoxy-α-D-glucopyranose (51642-43-4)

Guidance literature:

With sodium azide; In N,N,N,N,N,N-hexamethylphosphoric triamide; for 16h;

Reference yield: 82.0%

methyl 2,3,4-tri-O-acetyl-6-azido-6-deoxy-β-L-idopyranoside (21893-05-0) → 1,2,3,4-Tetra-O-acetyl-6-azido-6-desoxy-α-D-glucopyranose (51642-43-4)

Guidance literature:

With sulfuric acid; acetic anhydride; In acetic acid;

Reference yield: 43.0%

acetic anhydride (108-24-7) + methyl 6-azido-2,3-di-O-benzyl-6-deoxy-α-D-glucopyranoside (54522-58-6) → 1,2,3,4-Tetra-O-acetyl-6-azido-6-desoxy-α-D-glucopyranose (51642-43-4)

Guidance literature:

With sulfuric acid; at 0 ℃;

DOI:10.1021/jo035290r

upstream raw materials:

6-deoxy-6-iodotetra-O-acetyl-β-D-glucopyranose

acetic anhydride

methyl 6-azido-2,3-di-O-benzyl-6-deoxy-α-D-glucopyranoside

methyl-2,3-di-O-benzyl-6-O-(4-toluenesulfonyl)-α-D-glucopyranoside

Downstream raw materials:

6-azido-α-D-6-deoxy-glucopyranose

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