1078738-39-2

Upstream product

• 2627-86-3 (S)-1-phenyl-ethylamine 
• 143-33-9 sodium cyanide 
• 406951-43-7 (R,S)-2-oxocyclobutylcarbamic acid benzyl ester 

Downstream Products

• 1078738-40-5 (1R,2R,1'S)-2-(N-benzyloxycarbonyl)amino-1-(1'-phenylethyl)aminocyclobutanecarboxamide 

Relevant academic research and scientific papers

First synthesis of enantiomerically pure (1S,2S)- and (1R,2R)-1,2-diaminocyclobutanecarboxylic acid-ornithine derivative-, from racemic 2-aminocyclobutanone

An easy and efficient one-pot reaction from readily available 2-(N-Cbz) aminocyclobutanone selectively gave, by means of an asymmetric Strecker synthesis in the presence of a chiral benzylic amine, the thermodynamic 1,2-diamino nitriles. Basic hydrolysis, cleavage of the benzylic group and acidic hydrolysis of the resulting trans-1,2-diaminocyclobutanecarbonitrile gave, in a four-step sequence from the ketone, (1S,2S)- or (1R,2R)-1,2-diaminocyclobutanecarboxylic acid, ornithine derivatives. The absolute configuration has been established by X-ray analysis of the corresponding trans-diamino amide.