a-D-Glucosyl azide, tetraacetate.

Base Information

• Chemical Name: a-D-Glucosyl azide, tetraacetate.
• CAS No.: 20379-61-7
• Molecular Formula: C14H19N3O9
• Molecular Weight: 373.32
• Mol file: 20379-61-7.mol

Synonyms:a-D-Glucosyl azide, tetraacetate.

Chemical Property of a-D-Glucosyl azide, tetraacetate.

Chemical Property:

• Melting Point: 106.5 °C
• PSA: 164.18000
• LogP: -0.16744

Purity/Quality:

95% ^*data from raw suppliers

2-3-4-6-Tetra-O-acetyl-α-D-glucopyranosylazide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of a-D-Glucosyl azide, tetraacetate.

There total 3 articles about a-D-Glucosyl azide, tetraacetate. 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%

2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl chloride (4451-36-9) → 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl azide (20379-61-7)

Guidance literature:

With trimethylsilylazide; tetrabutylammonium triphenyldifluorosilicate; In tetrahydrofuran; at 65 ℃; for 36h;

DOI:10.1021/jo991161s

Reference yield: 44.0%

2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl chloride (4451-36-9) → 1-azido-1-deoxy-β-D-glucopyranoside tetraacetate (13992-25-1) + 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl azide (20379-61-7)

Guidance literature:

With tetrabutylammoniun azide; In tetrahydrofuran; for 60h; Reflux;

DOI:10.1016/j.bmcl.2010.04.151

Reference yield:

tetra-O-acetyl-D-glucopyranosyl chloride → 1-azido-1-deoxy-β-D-glucopyranoside tetraacetate (13992-25-1) + 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl azide (20379-61-7)

Guidance literature:

With trimethylsilylazide; tetrabutyl ammonium fluoride; In tetrahydrofuran; at 65 ℃; Inert atmosphere;

DOI:10.1016/j.tetasy.2016.07.008

upstream raw materials:

2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl chloride

Downstream raw materials:

1-N-(4-methylbenzoyl)-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)amine

1-N-(4-chlorobenzoyl)-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)amine

C₄₁H₄₉ClN₆O₂₀

1-amino-2,3,4,6-tetra-O-benzyl-1-deoxy-D-glucopyranose