FOERFARANDE FOER FRAMSTAELLNING AMINOEBURNANKARBOXYLSYRADERIVAT.

摘要

(A) 9- or 11-Amino-eburnane-carboxylic acid derivs. of formula (I) and their optical isomers and salts are new. R = NH2, NHCOR1 or NHSO2R2 in the 9 or 11 posn.; R1 = H or opt. substd. 1-10C aliphatic hydrocarbyl, 3-8C cycloaliphatic hydrocarbyl, 6-14C aryl or heteroaryl; R2 = opt. substd. 1-10C aliphatic hydrocarbyl or 6-14C aryl; R3 = H or opt. substd. 1-10C aliphatic hydrocarbyl, 3-8C cycloaliphatic hydrocarbyl or 6-14C aryl; A = OH; B = H; or A+B = direct bond; provided that R3 is not Me when (a) R = NH2 or (b) R = 11-acetamido, A = OH and B = H. (B) Prodn. of eburnane-carboxylic acid derivs., 11-acetamido-vincamine or 9- or 11-amino-apovincamine is effected by: (a) acylating a cpd. (I) where R3 = Me or where R3 = H and A+B = bond, opt. after hydrolysis, excluding acetylation when R4 = Me, A = OH and B = H, opt. followed by (i) esterificn. or transesterificn. of prods. where R = NHCOR1 or NHSO2R2, (ii) hydrolysis of prods. where R = NHCOR1 or NHSO2R2, A = OH, B = H and R3 is other than H, and/or (iii) dehydration of prods. where A = OH and B = H; (b) esterifying or transesterifying a cpd. (I) where R3 = Me or R3 = H and A+B bond, opt. followed by (i) hydrolysis of prods. where R = NH2, A = OH, B = H and R3 is other than H, (ii) dehydration of prods. where A = OH and B = H, and/or (iii) acylation of prods. where R = NH2 and R3 is as defined in (A) or is Me; or (c) reducing cpds. of formula (I) where R = NO2, opt. followed by reactions as defined in (a)(i) and/or (a)(ii) or in (b)(i) and/or (a)(iii) or in (b)(ii) and/or (b)(iii). (C) Medicaments contg. cpds. (I) as defined in (A) and/or 11-acetamido-vincamine are new.