1443231-54-6

Basic information

• Product Name: N,N′-bis(tert-butoxycarbonyl)-N′′-4-chloro-3-(trifluoromethyl)guanidine
• Synonyms: N,N′-bis(tert-butoxycarbonyl)-N′′-4-chloro-3-(trifluoromethyl)guanidine
• CAS NO: 1443231-54-6
• Molecular Weight: 437.847
• Mol File: 1443231-54-6.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: N,N′-bis(tert-butoxycarbonyl)-N′′-4-chloro-3-(trifluoromethyl)guanidine(CAS DataBase Reference)
• NIST Chemistry Reference: N,N′-bis(tert-butoxycarbonyl)-N′′-4-chloro-3-(trifluoromethyl)guanidine(1443231-54-6)
• EPA Substance Registry System: N,N′-bis(tert-butoxycarbonyl)-N′′-4-chloro-3-(trifluoromethyl)guanidine(1443231-54-6)

Safety Data

• Hazardous Substances Data: 1443231-54-6(Hazardous Substances Data)

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 145013-05-4 tert-butyl N-({[(tert-butoxy)carbonyl]amino}methanethioyl)carbamate 
• 320-51-4 4-chloro-3-trifluoromethyl-aniline 

Relevant articles and documents

Copper(II) chloride promoted transformation of amines into guanidines and asymmetrical N,N'-disubstituted guanidines

We present a concise, less-toxic and broadly applicable method for coupling weakly nucleophilic amines with N,N'-di-(tert-butoxycarbonyl)thiourea, N-(tert-butxoycarbonyl), N'-alkyl/arylsubstituted-thioureas and N,N'-di-(tert-butoxycarbonyl)imidazolidine-2-thione in the presence of copper(II) chloride. Subsequent removal of Boc protecting groups affords guanidines, di-substituted guanidines and 2-aminoimidazolines in modest to excellent overall yields.

Synthesis of guanidines via the I2 mediated desulfurization of N,N′-di-Boc-thiourea

The I2 mediated desulfurization of N,N′-di-Boc-thiourea was developed. Various primary amines, including sterically and electronically deactivated primary amines, were transformed into the corresponding bis-Boc protected guanidines under mild conditions.