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Title: 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

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.

Inventors:
 [1];  [2];  [3];  [1];  [4]
  1. Los Angeles, CA
  2. Agoura Hills, CA
  3. Wahnemuhle, DE
  4. Shreveport, LA
Issue Date:
Research Org.:
University of California
OSTI Identifier:
870385
Patent Number(s):
5510522
Assignee:
Regents of University of California (Oakland, CA)
DOE Contract Number:  
FC03-87ER60615
Resource Type:
Patent
Country of Publication:
United States
Language:
English
Subject:
synthesis; n-formyl-3; 4-di-t-butoxycarbonyloxy-6-; trimethylstannyl; -l-phenylalanine; ethyl; ester; regioselective; radiofluorodestannylation; 6-; 18; fluoro-1-dopa; process; forming; 6-fluoro; derivative; compounds; l-dopa; family; comprising; steps; protecting; attached; benzene; compound; followed; serially; reacting; protected; iodine; silver; trifluoroacetic; acid; bb; dit-butyldicarbonate; hexamethyltin; fluoro; hydrobromic; raising; ph; ltoreq; acetic acid; regioselective radiofluorodestannylation; ethyl ester; -l-phenylalanine ethyl; /999/

Citation Formats

Satyamurthy, Nagichettiar, Barrio, Jorge R, Bishop, Allyson J, Namavari, Mohammad, and Bida, Gerald T. 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. United States: N. p., 1996. Web.
Satyamurthy, Nagichettiar, Barrio, Jorge R, Bishop, Allyson J, Namavari, Mohammad, & Bida, Gerald T. 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. United States.
Satyamurthy, Nagichettiar, Barrio, Jorge R, Bishop, Allyson J, Namavari, Mohammad, and Bida, Gerald T. Mon . "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". United States. https://www.osti.gov/servlets/purl/870385.
@article{osti_870385,
title = {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},
author = {Satyamurthy, Nagichettiar and Barrio, Jorge R and Bishop, Allyson J and Namavari, Mohammad and Bida, Gerald T},
abstractNote = {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.},
doi = {},
journal = {},
number = ,
volume = ,
place = {United States},
year = {1996},
month = {1}
}

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