Title:
実質的に純粋なビカルタミドの合成における中間体の分割
Document Type and Number:
Japanese Patent JP4778178
Kind Code:
B2
Abstract:
A methods of preparing a substantially pure enantiomer of an acylanilide such as Casodex(R) (bicalutamide) and/or its derivatives includes resolving an intermediate compound having the structure of Formula I:whereinR1 is alkyl or haloalkyl having up to 4 carbons;R2 is alkyl having up to 6 carbon atoms;R3 is a direct link or alkyl having up to 6 carbon atoms;R4 is alkyl, alkenyl, hydroxyalkyl or cycloalkyl each of up to 6 carbons; or R4 is phenyl which bears one, two or three substituents independently selected from hydrogen, halogen, nitro, carboxy, carbamoyl and cyano, and alkyl, alkoxy, alkanoyl, alkylthio, alkylsulphinyl, alkylsulphonyl, perfluoroalkyl, perfluoroalkylthio, perfluoroalkylsulphinyl, perfluoroalkylsulphonyl, alkoxycarbonyl and N-alkylcarbamoyl each of up to 4 carbon atoms, and phenyl, phenylthio, phenylsulphinyl and phenylsulphonyl; or R4 is naphthyl; or R4 is a 5- or 6-membered saturated or unsaturated heterocyclic which contains one, two or three heteroatoms selected from oxygen, nitrogen and sulfur, which heterocyclic may be a single ring or may be fused to a benzo-ring, and which heterocyclic is unsubstituted or bears one or two halogen, cyano or amino, or alkyl, alkoxy, alkylthio, alkylsulphinyl or alkylsulphonyl each of up to 4 carbon atoms, or oxy or hydroxy substituents, or which if sufficiently saturated may bear one or two oxo substituents; andX1 is oxygen, sulfur, sulphinyl (-SO-), sulphonyl (-SO2-), imino (-NH-) or alkylimino (-NR5-) where R5 is alkyl having up to 6 carbon atoms.The resolved intermediate compound of Formula I is then treated under conditions sufficient to provide a substantially pure enantiomer of an acylanilide such as Casodex(R) (bicalutamide) and/or its derivatives.
Inventors:
Equuribe, Nunokiri N
James, Kenneth Dee
Rajago Paran, Jayanti
Ramaswami, Mutukmar
James, Kenneth Dee
Rajago Paran, Jayanti
Ramaswami, Mutukmar
Application Number:
JP2001536512A
Publication Date:
September 21, 2011
Filing Date:
October 25, 2000
Export Citation:
Assignee:
BIOCON LIMITED
International Classes:
C07B57/00; C07C315/06; C07C315/04; C07C317/46; C07C319/28; C07C323/52
Domestic Patent References:
| JPH09508125A | 1997-08-19 | |||
| JPS58183669A | 1983-10-26 |
Attorney, Agent or Firm:
Shoichi Okuyama
Arihara Koichi
Matsushima Tetsuo
Arihara Koichi
Matsushima Tetsuo