a-D-Glucopyranosylazide

Base Information

• Chemical Name: a-D-Glucopyranosylazide
• CAS No.: 20379-60-6
• Molecular Formula: C6H11N3O5
• Molecular Weight: 205.17
• Hs Code.: 2932999099
• Mol file: 20379-60-6.mol

Synonyms:a-D-Glucopyranosylazide;alpha-D-Glucopyranosyl azide

Chemical Property of a-D-Glucopyranosylazide

Chemical Property:

• PSA: 139.90000
• LogP: -2.45064

Purity/Quality:

99% ^*data from raw suppliers

ALPHA-D-GLUCOPYRANOSYL AZIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of a-D-Glucopyranosylazide

There total 10 articles about a-D-Glucopyranosylazide 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: 100.0%

1-azido-1-deoxy-β-D-glucopyranoside tetraacetate (13992-25-1) → α-D-Glucopyranosyl azide (20379-60-6)

Guidance literature:

With methanol; ammonia;

DOI:10.1080/07328300802105365

Reference yield: 92.0%

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl azide (20379-61-7) → α-D-Glucopyranosyl azide (20379-60-6)

Guidance literature:

With sodium methylate; In methanol; for 0.5h;

Reference yield: 85.0%

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl azide (20379-61-7) → D-glucopyranosyl azide (20379-59-3) + α-D-Glucopyranosyl azide (20379-60-6)

Guidance literature:

With sodium methylate; In methanol; at 20 ℃; for 18h;

DOI:10.1271/bbb1961.47.281

upstream raw materials:

D-Glucose

1-azido-1-deoxy-β-D-glucopyranoside tetraacetate

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl azide

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

Downstream raw materials:

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

C₁₆H₂₂N₂O₈

N-(N-benzyloxycarbonylglycyl)-α-D-glucopyranosylamine

N-(N-benzyloxycarbonyl-β-alanyl)-α-D-glucopyranosylamine

Refernces

• 1、 Seo, Youngran,Lowe, Jared M.,Romano, Neyen,Gagné, Michel R.. "Switching between X-Pyrano-, X-Furano-, and Anhydro- X-pyranoside Synthesis (X = C, N) under Lewis acid Catalyzed Conditions". supporting information. p. 5636 - 5640. Retrieved 2021/08/01.
• 2、 Besset, Céline,Chambert, Stéphane,Fenet, Bernard,Queneau, Yves. "Direct azidation of unprotected carbohydrates under Mitsunobu conditions using hydrazoic acid". experimental part. p. 7043 - 7047. Retrieved 2010/02/28.