Synthesis of racemic, R- and S-[1-11C]-β-hydroxybutyric acid

✍ Scribed by Jan-Olov Thorell; Sharon Stone-Elander; Wilfried A. König; Christer Halldin; Lennart Widén

• Publisher: John Wiley and Sons
• Year: 1991
• Tongue: French
• Weight: 345 KB
• Volume: 29
• Category: Article
• ISSN: 0022-2135
• DOI: 10.1002/jlcr.2580290612

✦ Synopsis

Abstract

Racemic, R‐ and S‐β‐hydroxybutyric acid were labelled with ^11^C in the carboxylic position by a two‐step stereospecific synthesis starting with carrier‐added [^11^C]cyanide and R/S, R‐ or S‐propylene oxide. Hydrolysis of the intermediate nitrile with hydrochloric acid gave racemic [1‐^11^C]‐β‐hydroxybutyric acid and R‐ or S‐[1‐^11^C]‐β‐hydroxybutyric acid with an enantiomeric excess of 87–97%. The total synthesis time (including HPLC puritication) was 45–50 min from end of trapping. The isolated decay‐corrected radiochemical yield was 20–30% based on [^11^C]cyanide. The radiochemical purity of the products was > 99%