905916-03-2

Upstream product

• 2627-86-3 (S)-1-phenyl-ethylamine 
• 143-33-9 sodium cyanide 
• 737758-92-8 (S)-(-)-2-benzyloxycyclobutanone 
• 206751-75-9 α-benzyloxycyclobutanone 
• 905916-00-9 (1R,2R,1'S)-2-benzyloxy-1-[(1'-phenylethyl)amino]cyclobutanecarbonitrile 

Downstream Products

• 905916-07-6 (1R,2R,1'S)-2-benzyloxy-1-[(1'-phenylethyl)amino]cyclobutanecarboxamide 

Relevant academic research and scientific papers

Stereoselective synthesis of (1R,2R)-1-amino-2-hydroxycyclobutanecarboxylic acid-serine derivative-, from racemic or optically active 2-benzyloxycyclobutanone

An easy and efficient one-pot reaction from readily available 2-benzyloxycyclobutanone gave, by means of an asymmetric Strecker synthesis, a kinetic or thermodynamic nitrile with good selectivity. After separation, the major trans-amino nitrile underwent basic hydrolysis and hydrogenolysis, followed by acidic hydrolysis, to give optically active (1R,2R)-1-amino-2-hydroxycyclobutanecarboxylic acid, serine derivative. The absolute configuration has been established by X-ray analysis of the corresponding cis-amino nitrile.