XA12

(Z)-7-[(1R,2R,3R,5S)-3,5-二羟基-2-[(E)-3-氧代-5-苯基戊-1-烯基]环戊基]庚-5-烯酸丙-2-基酯Chemical Name: 15-Oxo-17-phenyl-18,19,20-trinor-PGF2alpha isopropyl ester; [1R-[1alpha(Z),2beta(E),3alpha,5alpha]]-7-[3,5-Dihydroxy-2-(3-oxo-5-phenyl-1-pentenyl)cyclopentyl]-5-heptenoic acid isopropyl ester
CAS No. 130209-77-7
项目整合开发状态: Biological Testing
项目研究机构: Pfizer (Originator)
合成路线:The oxidation of protected hydroxymethyl lactone (I) with DCC/DMSO gives the aldehyde (II),which is condensed with phosphorane (III) to yield the pentenone (IV).The reduction of (IV) with NaBH4 in methanol affords the pentenol (Va-b),which is further reduced with DIBAL to provide the lactol (VIa-d).The condensation of (VIa-d) with phosphorane (VII) by means of KOtBu gives the trihydroxyheptenoic acid (VIIIa-b),which is esterified with isopropyl iodide (A) and DBU,yielding the isopropyl ester (IXa-b).Finally,this compound is selectively oxidized with DDQ to afford the target compound.