azidoalanine

Base Information

• Chemical Name: azidoalanine
• CAS No.: 88192-18-1
• Molecular Formula: C₃H₆N₄O₂
• Molecular Weight: 130.106
• Mol file: 88192-18-1.mol

Synonyms:azidoalanine

Chemical Property of azidoalanine

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of azidoalanine

There total 5 articles about azidoalanine 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: 98.0%

benzyl (2S)-3-azido-2-[(tert-butoxycarbonyl)amino]propanoate (145967-50-6) → L-azidoalanine hydrochloride (105661-40-3,88192-18-1)

Guidance literature:

With boron tribromide; In dichloromethane; at -10 - 20 ℃; for 3h;

DOI:10.1055/S-0029-1218391

Reference yield: 96.0%

(S)-3-amino-2-oxetanone p-toluenesulfonic acid salt (112839-95-9,149572-97-4) → L-azidoalanine hydrochloride (105661-40-3,88192-18-1)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; for 3.5h;

DOI:10.1021/ja00215a038

Reference yield: 60.0%

(S)-3-amino-2-tert-butoxycarbonylaminopropionic acid (76387-70-7) → L-azidoalanine hydrochloride (105661-40-3,88192-18-1)

Guidance literature:

With triflic azide; potassium carbonate; copper(II) sulfate; In methanol; dichloromethane;

DOI:10.1021/ja047629c

upstream raw materials:

(S)-3-amino-2-oxetanone p-toluenesulfonic acid salt

(S)-3-amino-2-tert-butoxycarbonylaminopropionic acid

benzyl (2S)-3-azido-2-[(tert-butoxycarbonyl)amino]propanoate

(S)-3-azido-2-((tert-butoxycarbonyl)amino)propanoic acid

Refernces

• 1、 Roth, Stefanie,Thomas, Neil R.. "A concise route to L-azidoamino acids: L-azidoalanine, L-azidohomo-alanine and L-azidonorvaline". scheme or table. p. 607 - 609. Retrieved 2010/09/18.
• 2、 -. "Syntheses of optically pure α-amino acids from 3-amino-2-oxetanone salts". . . Retrieved 2008/06/13.