[EN] PROCESS FOR THE PREPARATION OF 11-OXAPROSTAGLANDINS AND INTERMEDIATES THEREIN<br/>[FR] PROCEDE DE PREPARATION DE 11-OXAPROSTAGLANDINES ET INTERMEDES
申请人:CHIROTECH TECHNOLOGY LTD
公开号:WO2001087897A1
公开(公告)日:2001-11-22
For the preparation of an 11-oxaprostaglandin such as [2R,(1E,3R),3S,(4Z),4R)]-7-tetrahydro-2-[4-(3-chlorophenoxy)-3-hydroxy-1-butenyl]-4-hydroxy-3-furanyl}-4-heptenoic acid and its ester derivatives, a novel process uses a novel enantiomerically enriched compound for formula (1) wherein the bond between carbon atoms y and z is either a single or double bond; R1 is selected from vinyl, trialkylsilylethynyl, a formyl group protected as an acetal, or a protected hydroxymethyl group; R2 is C¿1-5? alkyl, optionally substituted at the terminus with an aryloxy or alkoxy group; and R?3-R6¿ are independently selected from C¿1-6? alkyl and C6-10 aryl.
为了制备类似于[2R,(1E,3R),3S,(4Z),4R)]-7-四氢-2-[4-(3-氯苯氧基)-3-羟基-1-丁烯基]-4-羟基-3-呋喃基}-4-庚烯酸及其酯衍生物的11-氧代前列腺素,采用了一种新型手段,使用了手性富集的化合物(1),其中碳原子y和z之间的键为单键或双键;R1从乙烯基,三烷基硅基乙炔基,以醚保护的甲酰基或保护的羟甲基基团中选择;R2是C1-5烷基,其末端可选地被芳氧基或烷氧基取代;R3-R6分别独立地选择自C1-6烷基和C6-10芳基。