152120-56-4

Basic information

• Product Name: tert-butyl N-(N-tert-butoxycarbonyl-N'-phenylcarbamimidoyl)carbamate
• Synonyms: tert-butyl N-(N-tert-butoxycarbonyl-N'-phenylcarbamimidoyl)carbamate
• CAS NO: 152120-56-4
• Molecular Weight: 335.403
• Mol File: 152120-56-4.mol
• Article Data: 22

Chemical Properties

• CAS DataBase Reference: tert-butyl N-(N-tert-butoxycarbonyl-N'-phenylcarbamimidoyl)carbamate(CAS DataBase Reference)
• NIST Chemistry Reference: tert-butyl N-(N-tert-butoxycarbonyl-N'-phenylcarbamimidoyl)carbamate(152120-56-4)
• EPA Substance Registry System: tert-butyl N-(N-tert-butoxycarbonyl-N'-phenylcarbamimidoyl)carbamate(152120-56-4)

Safety Data

• Hazardous Substances Data: 152120-56-4(Hazardous Substances Data)

Upstream product

• 62-53-3 aniline 
• 152120-54-2 N,N'-bis( tert-butoxycarbonyl)-1H-pyrazole-1-carboxamidine 
• 145013-05-4 tert-butyl N-({[(tert-butoxy)carbonyl]amino}methanethioyl)carbamate 
• 322474-21-5 N,N'-bis-Boc-S-methyl-isothiourea 
• 187022-33-9 4-nitro-1-H-pyrazole-1-carboxamidine 
• 24424-99-5 di-tert-butyl dicarbonate 
• 332882-82-3 1,3-bis(t-butoxycarbonyl)guanidine 
• 152120-61-1 tert-butyl (1H-pyrazol-1-ylcarbonoimidoyl)carbamate 
• 107819-90-9 1,3-bis(tert-butoxycarbonyl)-2-methyl-2-thiopseudourea 

Downstream Products

• 6522-91-4 N-phenyl-guanidine hydrochloride 
• 2002-16-6 1-phenylguanidine 

Relevant articles and documents

A convenient and versatile method for the synthesis of protected guanidines

Aromatic, aliphatic and sterically hindered amines react smoothly with commercially available N, N'-bis-BOC-S-methylisothiourea 2 in the presence of mercury chloride to give the protected guanidine in good yield. It is particularly noteworthy that 2 can a

The utilization of ball milling in synthesis of aryl guanidines through guanidinylation and N-Boc-deprotection sequence

Solid state ball milling was used in guanidinylation reactions of aromatic amines with N,N′-Di-Boc-1H-pyrazole-1-carboxamidine reagent. Reaction conditions are advantageous, and in general reactions proceed in significantly shorter reaction times and in higher yields than under the conventional solution conditions. Mechanochemical conditions were also successfully applied to the cleavage of N-Boc protecting group.

Method for synthesizing substituted guanidine

The invention provides a method for synthesizing substituted guanidine. The method of the invention is provided against heavy metals or complex oxidants needed in convectional methods for synthesizingthe substituted guanidine. The method comprises the following steps: carrying out an elemental iodine-mediated thiourea desulphurization reaction on economical and easily available N,N'-bis-tert-butoxycarbonylthiourea to generate an active carbodiimide active intermediate, and attacking the intermediate with free amine to remove a protecting group in order to finally realize the preparation of the guanidine containing different substituent groups. The method for synthesizing substituted guanidine of the present invention has the advantages of mild reaction conditions and high efficiency, andis expected to be applied to later modification of drug molecules and natural products.

Iodine-catalyzed guanylation of amines with N, N ′-di-Boc-thiourea

Herein, we report that iodine-catalyzed guanylation of primary amines can be accomplished with N,N′-di-Boc-thiourea and TBHP to afford the corresponding guanidines in 40-99% yields. Oxidation of the HI byproduct by TBHP eliminates the need for an extra base to prevent the protonation of substrates and makes the reaction especially useful for both electronically and sterically deactivated primary anilines.