Main > PHARMA. > Enzyme Inhibitors > Elastase (Protease) > Leukocyte Elastase > Inhibition. by > DMP 777 (Intermediate Synthesis)

Product NE. D

SYNTHESIS (R)-1-Amino-1-(3,4-methylenedioxyphenyl)butane.

Chemists begin by forming the Schiff base of D-phenylglycinnamide with piperonal. Reaction of the Schiff base with allylzinc bromide adds 3 C across the imine to give a amino butene in 88% yield & > 99% ee. Hydrogenation cleaves the phenylglycine auxiliary, leaving the free amine
UPDATE 12.01
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