公开(公告)号：US4900846A

公开(公告)日：1990-02-13

申请号：US113153

申请日：1987-10-27

Applicant: Gregory P. Harris

Inventor： Gregory P. Harris

IPC: C07D319/06 ,  C07C45/59 ,  C07C47/27 ,  C07C47/273 ,  C07C47/277 ,  C07C51/00 ,  C07C51/353 ,  C07C59/48 ,  C07C59/52 ,  C07C59/56 ,  C07C59/64 ,  C07C67/00 ,  C07C69/035 ,  C07C201/00 ,  C07C205/56 ,  C07C231/00 ,  C07C231/12 ,  C07C233/18 ,  C07C233/25 ,  C07C233/33 ,  C07C301/00 ,  C07C303/40 ,  C07C311/03 ,  C07C311/51 ,  C07D307/20 ,  C07D307/33 ,  C07D319/08

CPC classification number: C07D307/33 ,  C07C59/64 ,  C07D307/20 ,  C07D319/08

Abstract: The invention provides a novel process for making novel (4-phenyl-1,3-dioxan-cis-5-yl)alkenoic acids of the formula I in which Ra and Rb are independently hydrogen, alkenyl, alkyl, halogenoalkyl, pentafluorophenyl, aryl or aryl-(1,4C)alkyl; or Ra and Rb together are polymethylene; Rc is hydroxy or (1-6C)alkanesulphonamideo, A is vinylene, n is 1, Y is polymethylene, and benzene ring B bears various optional substituents. The process involves the reaction of an aldehyde of formula II with an ylid to give an erythro-diol of formula III which is then cyclized to the required dioxane derivative of formula I. The invention also provides a novel process for making the aldehydes of formula II from the corresponding lactols of formula IIa, which are themselves obtained with the correct trans-stereochemistry by two selective reductions of a trans-phenylparaconic acid of formula V. The compounds of formula I are useful as thereapeutic agents.