Enzyme-catalyzed asymmetric deacylation for the preparation of lasofoxifene (CP-336156), a selective estrogen receptor modulator

X Yang; A R Reinhold; R L Rosati; K K Liu

doi:10.1021/ol006652+

Enzyme-catalyzed asymmetric deacylation for the preparation of lasofoxifene (CP-336156), a selective estrogen receptor modulator

Org Lett. 2000 Dec 14;2(25):4025-7. doi: 10.1021/ol006652+.

Authors

X Yang¹, A R Reinhold, R L Rosati, K K Liu

Affiliation

¹ Pfizer Central Research, Eastern Point Road, Groton, Connecticut 06340, USA.

PMID: 11112634
DOI: 10.1021/ol006652+

Abstract

[structure] selective estrogen receptor modulator (SERM), Lasofoxifene (CP-336156), was prepared by an enzyme-catalyzed asymmetric deacylation with high optical purity and excellent yield even though the hydrolytic site is remote from the chiral centers.

MeSH terms

Catalysis
Dealkylation
Hydrolysis
Pyrrolidines / chemical synthesis*
Selective Estrogen Receptor Modulators / chemical synthesis*
Stereoisomerism
Tetrahydronaphthalenes / chemical synthesis*
X-Ray Diffraction

Substances

Pyrrolidines
Selective Estrogen Receptor Modulators
Tetrahydronaphthalenes
Lasofoxifene