Enzyme-catalyzed asymmetric deacylation for the preparation of lasofoxifene (CP-336156), a selective estrogen receptor modulator.
[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.
Yang
X
X
Pfizer Central Research, Eastern Point Road, Groton, Connecticut 06340, USA.
Reinhold
A R
AR
Rosati
R L
RL
Liu
K K
KK
D002384:Catalysis; D003640:Dealkylation; D006868:Hydrolysis; D011759:Pyrrolidines / Q000138:chemical synthesis*; D020845:Selective Estrogen Receptor Modulators / Q000138:chemical synthesis*; D013237:Stereoisomerism; D013764:Tetrahydronaphthalenes / Q000138:chemical synthesis*; D014961:X-Ray Diffraction
D011759:Pyrrolidines; D020845:Selective Estrogen Receptor Modulators; D013764:Tetrahydronaphthalenes; C111332:Lasofoxifene