Synthesis of N-formyl-3,4-di-t-butoxycarbonyloxy-6-(trimethylstannyl)-L-phenylalanine ethyl ester and its regioselective radiofluorodestannylation to 6- .sup.18 F!fluoro-1-dopa

US5510522A · kind A · utility

Assignee

• The Regents of the University of California · US

Inventors

• Nagichettiar Satyamurthy · Los Angeles, US
• Jorge R. Barrio · Craydon Court, US
• Allyson J. Bishop · Los Angeles, US
• Mohammad Namavari · Los Angeles, US
• Gerald T. Bida · Los Angeles, US

Key dates

• Filing date: Feb 22, 1995
• Grant date: Apr 23, 1996
• Expiry date: Feb 22, 2015

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07C229/36
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

A process for forming a 6-fluoro derivative of compounds in the L-Dopa family comprising the steps of protecting the groups attached to the benzene ring in the compound followed by serially reacting the protected compound with (a) iodine and silver trifluoroacetic acid; (b) Bb.sub.3 ; (c) dit-butyldicarbonate; (d) hexamethyltin; (e) a fluoro compound; (f) hydrobromic acid; and (g) raising the pH to .ltoreq.7.