公开(公告)号：US08278486B2

公开(公告)日：2012-10-02

申请号：US12650128

申请日：2009-12-30

申请人： Shulin Wu ,  Bo Yu ,  Yejing Wang ,  Alain Delice ,  Jingyang Zhu

发明人： Shulin Wu ,  Bo Yu ,  Yejing Wang ,  Alain Delice ,  Jingyang Zhu

IPC分类号： C07C239/00

CPC分类号： C07D487/04 ,  C07B53/00 ,  C07B2200/07 ,  C07C269/06 ,  C07C271/22

摘要： A process for producing an enantiomerically enriched compound of Formula I: where the R-configuration, or S-configuration at the stereogenic center is marked with an *; by hydrogenating an enamide of formula III: in an organic solvent in the presence of a catalyst comprising a transition metal selected from rhodium or iridium, complexed to a chiral diphosphine ligand; Ar is optionally substituted phenyl; Z is OR1, SR1 or NR1R2; and P is R3, OR3 or NR3R4; R1 and R2 are selected from H, C1-8 alkyl, C5-12 cycloalkyl, aryl and aryl-C1-2-alkyl; or R1 and R2 together with the nitrogen atom form a C4-7-membered heterocyclic ring optionally fused with a 5- to 6-membered carbocyclic or heterocyclic ring; and R3 and R4 are selected from H, C1-8 alkyl, aryl, C5-12 cycloalkyl and aryl-C1-2-alkyl; or R3 and R4 together with the nitrogen atom form a C4-7-membered heterocyclic ring.

摘要翻译： 制备对映异构体富集的式I化合物的方法：其中立体中心处的R构型或S-构型用*标记; 通过在有机溶剂中在包含与手性二膦配体络合的选自铑或铱的过渡金属的催化剂的存在下氢化式III的酰胺; Ar是任选取代的苯基; Z是OR1，SR1或NR1R2; 且P为R3，OR3或NR3R4; R 1和R 2选自H，C 1-8烷基，C 5-12环烷基，芳基和芳基-C 1-2 - 烷基; 或R 1和R 2与氮原子一起形成任选与5至6元碳环或杂环稠合的C 4-7元杂环; R 3和R 4选自H，C 1-8烷基，芳基，C 5-12环烷基和芳基-C 1-2 - 烷基; 或R 3和R 4与氮原子一起形成C 4-7元杂环。

公开(公告)号：US20100280245A1

公开(公告)日：2010-11-04

申请号：US12650128

申请日：2009-12-30

申请人： Shulin Wu ,  Bo Yu ,  Yejing Wang ,  Alain Delice ,  Jingyang Zhu

发明人： Shulin Wu ,  Bo Yu ,  Yejing Wang ,  Alain Delice ,  Jingyang Zhu

IPC分类号： C07D487/04 ,  C07C231/02 ,  C07C233/47

CPC分类号： C07D487/04 ,  C07B53/00 ,  C07B2200/07 ,  C07C269/06 ,  C07C271/22

摘要： A process for producing an enantiomerically enriched, pure or enriched and essentially pure compound of Formula I: wherein the R-, or S-configuration at the stereogenic center is marked with an *; which process hydrogenates an enamide compound of formula III: in an organic solvent in the presence of a transition metal precursor complexed to a chiral phosphine ligand catalyst; wherein Ar is phenyl which is unsubstituted or substituted; Z is OR1, SR1 and NR1R2; and P is R3, OR3, and NR3R4; R1 and R2 are selected from H, C1-8 alkyl, C5-12 cycloalkyl, aryl and aryl-C1-2-alkyl; or R1 and R2 together with the nitrogen atom to which they are attached form a C4-7-member heterocyclic ring system optionally fused with a 5- to 6-member carbocyclic or heterocyclic ring system; and R3 and R4 are selected from H, C1-8 alkyl, aryl, C5-12 cycloalkyl and aryl-C1-2-alkyl; or R3 and R4 together with the nitrogen atom to which they are attached form a C4-7-member heterocyclic ring system.

摘要翻译： 制备对映异构体富集的，纯的或富集的和基本上纯的式I化合物的方法：其中立体中心处的R-或S-构型用*标记; 该方法使式III的酰胺化合物在有机溶剂中在与手性膦配位体催化剂络合的过渡金属前体存在下氢化; 其中Ar是未取代或取代的苯基; Z是OR1，SR1和NR1R2; 并且P是R 3，OR 3和NR 3 R 4; R 1和R 2选自H，C 1-8烷基，C 5-12环烷基，芳基和芳基-C 1-2 - 烷基; 或R 1和R 2与它们所连接的氮原子一起形成任选与5-至6-元碳环或杂环系统稠合的C 4-7元杂环系统; R 3和R 4选自H，C 1-8烷基，芳基，C 5-12环烷基和芳基-C 1-2 - 烷基; 或者R 3和R 4与它们所连接的氮原子一起形成C 4-7元杂环系。