Issue 16, 2013

Total synthesis of (+)-pentamethylsalvianolic acid C

Abstract

The total synthesis of a methylated analogue of (+)-Salvianolic acid C has been achieved. Key aspects of the synthetic route include an economical Cu(I) acetylide coupling, unique carboxyl activation conditions via microwave irradiation and a novel lipase catalysed kinetic resolution of a racemic mixture of secondary alcohol Danshensu. The preparation of this methylated analogue will not only improve the bioavailability, but also enable access to new and wider bioactivity applications for (+)-Salvianolic acid C.

Graphical abstract: Total synthesis of (+)-pentamethylsalvianolic acid C

Supplementary files

Article information

Article type
Paper
Submitted
20 Dec 2012
Accepted
19 Feb 2013
First published
25 Feb 2013

Org. Biomol. Chem., 2013,11, 2724-2727

Total synthesis of (+)-pentamethylsalvianolic acid C

B. L. Alford and H. M. Hügel, Org. Biomol. Chem., 2013, 11, 2724 DOI: 10.1039/C3OB27478K

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