tert-butyl N-(3-azidopropyl)carbamate

Base Information

• Chemical Name: tert-butyl N-(3-azidopropyl)carbamate
• CAS No.: 129392-84-3
• Molecular Formula: C₈H₁₆N₄O₂
• Molecular Weight: 200.241
• Mol file: 129392-84-3.mol

Synonyms:tert-butyl N-(3-azidopropyl)carbamate

Chemical Property of tert-butyl N-(3-azidopropyl)carbamate

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

tert-Butyl(3-azidopropyl)carbamate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: tert-Butyl (3-Azidopropyl)carbamate is used in preparation of disubstituted 1,5-naphthyridines as ALK5 inhibitors and therapeutic uses thereof.

Technology Process of tert-butyl N-(3-azidopropyl)carbamate

There total 10 articles about tert-butyl N-(3-azidopropyl)carbamate 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: 99.0%

3-(tert-butoxycarbonylamino)propyl methanesulfonate (112663-43-1) → tert-butyl N-(3-azidopropyl)carbamate (129392-84-3)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; at 60 ℃; for 12h; Inert atmosphere;

Reference yield: 94.0%

1-azido-3-isocyanatopropane (177489-73-5) + tert-butyl alcohol (75-65-0) → tert-butyl N-(3-azidopropyl)carbamate (129392-84-3)

Guidance literature:

With hydrogenchloride; In dichloromethane; for 2h; Ambient temperature;

DOI:10.1055/s-1996-4438

Reference yield: 92.0%

3-azidopropylamine (88192-19-2) + di-tert-butyl dicarbonate (24424-99-5) → tert-butyl N-(3-azidopropyl)carbamate (129392-84-3)

Guidance literature:

With triethylamine; In methanol; at 20 ℃;

DOI:10.1021/ol902546m

upstream raw materials:

3-(tert-butoxycarbonylamino)propyl methanesulfonate

tert-butyl N-(3-chloropropyl)carbamate

1-azido-3-isocyanatopropane

tert-butyl alcohol

Downstream raw materials:

N-<(tert-Butyloxy)carbonyl>propane-1,3-diamine hydrochloride

3-azidopropylamine

(R)-2-(4-isobutylphenyl)-N-(3-tert-butoxycarbonylaminopropyl)propionamide

{3-[4-(3,5-Dibenzyl-4-oxo-[1,3,5]triazinan-1-yl)-butylamino]-propyl}-carbamic acid tert-butyl ester