An optically active morpholino oxobutyric acid hydroxy binaphthalene derivative and its preparation.

摘要

Optically active 4-morpholino-2-(1-naphthylmethyl)-4-oxobutyric acid 2 min -hydroxy-1,1 min -binaphthalen-2-yl (formula I) is prepared by the reactions: <CHEM> <CHEM> <CHEM> in an ether solvent at -78 DEG to -45 DEG C for 1-2 hours, to cause enantio-selective alkylation of (A) where X represents a halogen atom,e.g. Br: WSC represents 1-ethyl-3-(3-dimethy-laminopropyl)carbodiimide hydrochloride and DMAP represents 4-dimethylaminopyridine and * represents an asymmetric carbon atom. Production of the optically active binaphthol is described. The intermediate (II) is also novel. The product (I) can be hydrolyed with a base and then reacted with an amine via a peptide link to make a known renin-inhibitory antihypertensive agent in good yield, the ( R ) configuration of which gives higher activity.