Patent ID: 9611200
Date: 2017-04-04
CPC Classifications: A61P,C07B,C07C,C07D

Claim:
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.