4 (r) - substituted 6 (s) - phenoxymethyl - 6 (s) - beta phenylaethyl and 6 (s) - beta styryl - tetrahydropyran - 2 - one, a hochstereoselektives methods for their manufacture.pharmaceutical praeparate based on these compounds and their use.

摘要

Lactones of formula (I) and hydroxy carboxylic acids of formula (Ia) and their salts and esters are new: A = S, NH, NR7 or CHR7; R7 = (a) 1-3C alkyl opt. substd. by OH, amino, ammonio, COOX, CONHMe, CONME2, phenyl or 1-3 halogen atoms, (b) COR9, (c) COOX, CONHMe or CONMe2, or (d) H; X = H, Me, Et, CH2Ph, Na, K or NH4; R9 = 1-4C alkyl opt. substd. by OH, amino, ammonio, COOX, CONHMe, CONMe2, phenyl or 1-3 halogen atoms; R8 = CH2OAr1 or YAr2ZR6; Ar1 = phenyl substd. by R1-R5; Y = CH2CH2 or trans-CH=CH; Ar2 = o-phenylene substd. by R2 and R4; Z = CH2 or CH2CH2; R1 and R5 = (a) H, halogen or 4-8C cycloalkyl, (b) phenyl opt. substd. by 1-3 of halogen, CF3, 1-4C alkyl and 1-4C alkoxy, (c) 1-18C alkyl or 2-18C alkenyl opt. substd. by 1-3 of 1-10C alkoxy, 3-7C cycloalkoxy, 3-6C alkenyloxy, 3-6C alkynyloxy, halogen, OH, 3-7C cycloalkyl, Ar3, OAr3, OCH2Ar4 and COR10; Ar3 = phenyl or 2- or 3-thienyl opt. substd. by 1-3 of halogen, CF3, 1-4C alkyl and 1-4C alkoxy; Ar4 = phenyl opt. substd. as for Ar3; R10 = 1-8C alkyl, 2-8C alkenyl, 3-8C cycloalkyl, 3-8C cycloalkenyl, Ar4 or pyridyl; R2 and R4 = H, 1-4C alkyl, halogen or 1-4C alkoxy; R3 = H, 1-4C alkyl, 2-4C alkenyl, halogen or 1-4C alkoxy; R6 = (a) 3-7C cycloaliphatic hydrocarbyl; (b) phenyl opt. substd. by 1-3 of halogen, CF3, 1-6C alkyl, 1-6C alkoxy and CH2OH, or (c) furyl, thienyl or pyridyl opt. substd. by 1-2 of halogen, CF3, 1-6C alkyl and 1-6C alkoxy.