α-D-xylopyranosyl azide

Base Information

• Chemical Name: α-D-xylopyranosyl azide
• CAS No.: 100842-21-5
• Molecular Formula: C₅H₉N₃O₄
• Molecular Weight: 175.144
• Mol file: 100842-21-5.mol

Synonyms:

Chemical Property of α-D-xylopyranosyl azide

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

a-D-Xylopyranosyl azide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of α-D-xylopyranosyl azide

There total 3 articles about α-D-xylopyranosyl azide 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-Tri-O-acetyl-α-D-xylopyranosylazid (100842-17-9) → α-D-xylopyranosyl azide (100842-21-5)

Guidance literature:

With sodium methylate; In methanol; for 0.666667h;

DOI:10.1002/jlac.198619860810

Reference yield:

D-Xylose (87-72-9,608-45-7,608-46-8,608-47-9,2460-44-8,6748-95-4,6763-34-4,7261-26-9,7283-06-9,7283-07-0,7296-55-1,7296-56-2,7296-58-4,7296-59-5,7296-60-8,7296-61-9,7296-62-0,7322-30-7,10257-31-5,10257-32-6,10257-33-7,10257-34-8,10257-35-9,19982-83-3,20242-88-0,28697-53-2,36562-42-2,41546-41-2,89299-64-9,107655-34-5,115794-06-4,115794-07-5,130550-15-1,130606-21-2) → 1-azido-1-β-D-xylopranoside (51368-20-8) + α-D-xylopyranosyl azide (100842-21-5)

Guidance literature:

With N-chloro-succinimide; lithium azide; triphenylphosphine; In N,N-dimethyl-formamide; at 5 ℃; for 48h; Yield given. Yields of byproduct given;

DOI:10.1016/S0040-4039(00)76789-X

Reference yield:

(2,3,4-Tri-O-acetyl-β-D-xylopyranosyl) chloride (10300-18-2) → α-D-xylopyranosyl azide (100842-21-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / NaN₃ / hexamethylphosphoric acid triamide / 2 h

2: 94 percent / MeONa / methanol / 0.67 h

With sodium azide; sodium methylate; In methanol; N,N,N,N,N,N-hexamethylphosphoric triamide;

DOI:10.1002/jlac.198619860810

upstream raw materials:

D-Xylose

2,3,4-Tri-O-acetyl-α-D-xylopyranosylazid

(2,3,4-Tri-O-acetyl-β-D-xylopyranosyl) chloride