公开(公告)号：US4177189A

公开(公告)日：1979-12-04

申请号：US908221

申请日：1978-05-22

申请人： Piet J. Akkerboom ,  Geertruiida J. Lower ,  Willem J. Timp

发明人： Piet J. Akkerboom ,  Geertruiida J. Lower ,  Willem J. Timp

IPC分类号： C07D499/00 ,  C07D499/04 ,  C07D499/64 ,  C07D499/68 ,  C07F20060101 ,  C07F9/6561

CPC分类号： C07F9/65611 ,  C07D499/00 ,  Y02P20/55

摘要： An improved process for the preparation in high yields of a compound of the formula ##STR1## wherein R is an optionally substituted phenyl group, Y is selected from the group consisting of Me and a hydrocarbon, Me is a metal cation and E is selected from the group consisting of hydrogen and a metal cation comprising reacting a compound of the formula ##STR2## wherein Q is selected from the group consisting of hydrogen and a silyl protecting group, Rz is an optionally substituted phenyl with the proviso that any hydroxy group present on the phenyl are replaced by --OQz, wherein Qz is a silyl protecting group and Ez is a carboxyl protecting group, with a compound of the formula ##STR3## wherein Z is a halogen and X is selected from the group consisting of OY and Z at low temperatures under anhydrous conditions and carefully hydrolyzing the resulting product either with just enough water to remove protecting groups and hydrolyze the Z groups to hydroxy groups and, still under anhydrous conditions, reacting the compound obtained with an organic metal salt carrying a metal cation Me or, in the case wherein the organic solvent is water-insoluble, with an excess of water, followed by washing the mixture with water acidified to a pH of 0 to 3, extracting the organic phase with neutral water and forming a salt with a hydroxide or a salt carrying a salt-forming cation Me.

摘要翻译： 一种用于以高产率制备式I化合物的改进方法，其中R是任选取代的苯基，Y选自Me和烃，Me是金属阳离子，E被选择 包括由氢和金属阳离子组成的组，其包括使式II化合物其中Q选自氢和甲硅烷基保护基，Rz是任选取代的苯基，条件是任何羟基 苯基中存在的苯基被-OQz取代，其中Qz是甲硅烷基保护基，Ez是羧基保护基，其中式III的化合物其中Z是卤素，X选自OY 和Z在低温条件下在低温条件下，用足够的水小心地水解所得产物以除去保护基团并将Z基团水解成羟基，并仍然在脱水 使所得化合物与携带金属阳离子Me的有机金属盐反应，或在有机溶剂不溶于水的情况下与过量的水反应，然后用酸化至pH为0的水洗涤混合物 至3，用中性水萃取有机相，并与携带成盐阳离子Me的氢氧化物或盐形成盐。