发明名称 (6R,10R)-6,10,14-trimetylpentadecan-2-one prepared from 6,10,14 trimetylpentadeca-5,9,13-trien-2-one or 6,10,14-trimetylpentadeca-5,9-dien-2-one
摘要 The present invention relates to a process of manufacturing (6R,10R)-6,10,14-trimethylpentadecan-2-one in a multistep synthesis from a mixture of (5E,9E)-, (5E,9Z)-, (5Z,9E)- and (5Z.9Z)-isomers of 6,10,14-trimethylpentadeca-5,9,13-trien-2-one or 6,10,14-trimethylpentadeca-5,9-dien-2-one. The process is very advantageous in that it forms in an efficient way the desired chiral product from a mixture of stereoisomers of the starting product.
申请公布号 US9611200(B2) 申请公布日期 2017.04.04
申请号 US201314652297 申请日期 2013.12.18
申请人 DSM IP ASSETS B.V. 发明人 Bonrath Werner;Netscher Thomas;Medlock Jonathan Alan;Stemmler René Tobias;Tschumi Johannes;Verzijl Gerardus Karel Maria;De Vries Andreas Hendrikus Maria
分类号 C07C29/17;C07C29/42;C07C43/313;C07C43/303;C07C41/48;C07C45/62;C07C45/67;C07C45/82;C07D317/12;C07D319/12;C07D311/72;C07D319/06 主分类号 C07C29/17
代理机构 Nixon & Vanderhye P.C. 代理人 Nixon & Vanderhye P.C.
主权项 1. A process of manufacturing (6R,10R)-6,10,14-trimethylpentadecan-2-one in a multistep synthesis from 6,10,14-trimethylpentadeca-5,9,13-trien-2-one or 6,10,14-trimethylpentadeca-5,9-dien-2-one, the process comprising the steps of: a) providing a mixture of (5E,9E)-/(5E,9Z)-/(5Z,9E)-/ and (5Z,9Z)-6,10,14-trimethylpentadeca-5,9,13-trien-2-one or a mixture of (5E,9E)-/(5E,9Z)-/(5Z,9E)-/ and (5Z,9Z)-6,10,14-trimethylpentadeca-5,9-dien-2-one; b) separating individually the (5E,9E)- and/or the (5Z,9Z)-isomer of 6,10,14-trimethylpentadeca-5,9,13-trien-2-one or 6,10,14-trimethylpentadeca-5,9-dien-2-one from the mixture of step a); and c) conducting asymmetric hydrogenation of the individually separated (5E,9E)- and/or the (5Z,9Z)-isomer of 6,10,14-trimethylpentadeca-5,9,13-trien-2-one or 6,10,14-trimethylpentadeca-5,9-dien-2-one from step b) using molecular hydrogen in the presence of a chiral iridium complex and yielding (6R,10R)-6,10,14-trimethylpentadecan-2-one.
地址 Heerlen NL