530102-40-0

Upstream product

• 3886-69-9 (R)-1-phenyl-ethyl-amine 
• 1517-15-3 2-methylcyclobutanone 
• 7677-24-9 trimethylsilyl cyanide 
• 530102-39-7 [2-Methyl-cyclobut-(E)-ylidene]-((R)-1-phenyl-ethyl)-amine 

Downstream Products

• 530102-41-1 (αR,1S,2S)-2-methyl-1-(1-phenylethylamino)cyclobutanecarboxamide 
• 530102-42-2 (αR,1R,2R)-2-methyl-1-(1-phenylethylamino)cyclobutanecarboxamide 
• 530102-43-3 (αR,1R,2S)-2-methyl-1-(1-phenylethylamino)cyclobutanecarboxamide 

Relevant academic research and scientific papers

Cyclobutane amino acids (CBAAs): Asymmetric Strecker synthesis of enantiopure cis- and trans-2,4-methanovalines

Synthesis of enantiopure 2,4-methanovalines has been achieved by means of asymmetric Strecker synthesis starting from racemic 2-methylcyclobutanone. The trans-configured α-amino acids were obtained from cyanide additions carried out in methanol, whereas the cis-configured 2,4-methanovalines were accessible via reactions in hexane. Relative stereochemistry was elucidated from NOESY experiments, while absolute configurations were assigned from X-ray crystallographic analysis.