tert-butyl (4-azidobutyl)carbamate

Base Information

• Chemical Name: tert-butyl (4-azidobutyl)carbamate
• CAS No.: 129392-85-4
• Molecular Formula: C9H18N4O2
• Molecular Weight: 214.268
• Mol file: 129392-85-4.mol

Synonyms:1-N-BOC-amino-butane-4-azide;N-t-butoxycarbonyl-4-azidobutylamine;

Chemical Property of tert-butyl (4-azidobutyl)carbamate

Chemical Property:

• PSA: 91.57000
• LogP: 2.25876

Purity/Quality:

99% ^*data from raw suppliers

tert-ButylN-(4-azidobutyl)carbamate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of tert-butyl (4-azidobutyl)carbamate

There total 9 articles about tert-butyl (4-azidobutyl)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: 100.0%

di-tert-butyl dicarbonate (24424-99-5) + 4-azidobutan-1-amine (88192-20-5) → N-t-butoxycarbonyl-4-azidobutylamine (129392-85-4)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; water;

DOI:10.1016/S0040-4039(01)00282-9

Reference yield: 96.0%

N-(4-aminobutyl)carbaminsaeure-(tert-butyl)ester-hydrochlorid (33545-98-1) → N-t-butoxycarbonyl-4-azidobutylamine (129392-85-4)

Guidance literature:

With copper(ll) sulfate pentahydrate; triflic azide; potassium carbonate; In methanol; dichloromethane; water; at 20 ℃; for 20h;

DOI:10.1021/acs.bioconjchem.5b00644

Reference yield: 94.0%

tert-butyl 4-bromobutylcarbamate (164365-88-2) → N-t-butoxycarbonyl-4-azidobutylamine (129392-85-4)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; at 60 ℃;

DOI:10.1039/c5ra12114k

upstream raw materials:

methanesulfonic acid 4-tert-butoxycarbonylaminobutyl ester

di-tert-butyl dicarbonate

4-azidobutan-1-amine

(4-hydroxybutyl)carbamic acid tert-butyl ester

Downstream raw materials:

4-azidobutan-1-amine

C₂₈H₄₂N₈O₄

di-tert-butyl ((4,4'-(((4-sulfamoylphenethyl)azanediyl)bis(methylene))bis(1H-1,2,3-triazole-4,1-diyl))bis(butane-4,1-diyl))dicarbamate

4,8-bis(benzyloxycarbonyl)-N¹-(2,2,2-trichloroethoxycarbonyl)-N¹²-(tert-butoxycarbonyl)-4,8-diaza-1,12-dodecanediamine

Refernces

• 1、 Gotsbacher, Michael P.,Codd, Rachel. "Azido-Desferrioxamine Siderophores as Functional Click-Chemistry Probes Generated in Culture upon Adding a Diazo-Transfer Reagent". . p. 1433 - 1445. Retrieved 2020/02/27.
• 2、 Boss, Silvan D.,Betzel, Thomas,Müller, Cristina,Fischer, Cindy R.,Haller, Stephanie,Reber, Josefine,Groehn, Viola,Schibli, Roger,Ametamey, Simon M.. "Comparative Studies of Three Pairs of α- And γ-Conjugated Folic Acid Derivatives Labeled with Fluorine-18". . p. 74 - 86. Retrieved 2016/02/05.