(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

US9611200B2 · kind B2 · utility

Assignee

• DSM IP ASSETS B.V. · NL

Inventors

• Werner Bonrath · Kaiseraugst, CH
• Thomas Netscher · Bad Krozingen, DE
• Jonathan Alan Medlock · Basel, CH
• René Tobias Stemmler · Kaiseraugst, CH
• Johannes Tschumi · Basel, CH
• Gerardus Karel Maria Verzijl · Venray, NL
• Andreas Hendrikus Maria De Vries · Echt, NL

Key dates

• Filing date: Dec 18, 2013
• Grant date: Apr 4, 2017
• Expiry date: Dec 18, 2033

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07B2200/09
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

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.