C - Chemistry – Metallurgy – 07 – D
Patent
C - Chemistry, Metallurgy
07
D
260/241.1
C07D 471/22 (2006.01)
Patent
CA 1137083
ABSTRACT OF THE DISCLOSURE The invention relates to a new process for the preparation of 15-hydroxyimino-E-homoeburnane derivatives of the general formula (I), Image (I) wherein X1 stands for hydrogen or halogen and R is a C1-6 alkyl group, and acid addition salts and optically active derivatives thereof. These com- pounds are valuable intermediates of the synthesis of compounds with outstanding biological effects. According to the invention a racemic or optically active 15-hydroxy-E-homoeburnane derivative of the general formula (II), Image (II) wherein R and X1 are as defined above, is treated, optionally after separating the 15-epimers and/or resolution, with a halogenating agent, the resulting 15-halo-E-homoeburnane derivative of the general formula (III), Image (III) wherein R and X1 are as defined above and X2 stands for halogen, is reacted, optionally after separating the 15-epimers and/or resolution, with an alkali nitrite in the presence of an acid, and, if desired, the resulting 15-hydroxy- imino-E-homoeburane derivative of the general formula (I) is converted into its acid addition salt and/or resolved. The compounds of the general formula (III) formed as intermediates in the above process are new and biologically active.
355991
Dancsi Lajos
Drexler Ferenc
Kalaus Gyorgy
Keve Tibor
Szabo Lajos
Fetherstonhaugh & Co.
Richter Gedeon Vegyeszeti Gyar Rt
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