ENZYMATIC OPTICAL RESOLUTION OF DIBENZOXEPINS AND ITS APPLICATION TO AN OPTICALLY-ACTIVE ANTIALLERGIC AGENT WITH THROMBOXANE-A2 RECEPTOR ANTAGONISTIC ACTIVITY
Y. Kuge et al., ENZYMATIC OPTICAL RESOLUTION OF DIBENZOXEPINS AND ITS APPLICATION TO AN OPTICALLY-ACTIVE ANTIALLERGIC AGENT WITH THROMBOXANE-A2 RECEPTOR ANTAGONISTIC ACTIVITY, Bioscience, biotechnology, and biochemistry, 57(7), 1993, pp. 1157-1160
Methyl l)thio-6,11-dihydrodibenzb,e!oxepin-2-carboxylate (5) was enan
tio-selectively acylated with acetic anhydride in an organic medium by
Lipase Amano P to give methyl l)thio-6,11-dihydrodibenzb,e!oxepin-2-
carboxylate (8), and the (+)-enantiomer by Lipase Sigma Type VII. Usin
g Lipase Amano P, (+)- and (-)-(5) could be prepared with high optical
purity (84-94% e.e.). These products were respectively converted to (
+)- and (-)-KW-4099, which had antiallergic activity with complete ret
ention of the optical purity.