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 is revealed 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 {<=}7. 1 fig.
- Inventors:
- Issue Date:
- Research Org.:
- Univ. of California (United States)
- OSTI Identifier:
- 224981
- Patent Number(s):
- 5510522
- Application Number:
- PAN: 8-393,428; CNN: Grant PO1-NS-15654;Grant RO1-MH-37916
- Assignee:
- Univ. of California, Oakland, CA (United States)
- DOE Contract Number:
- FC03-87ER60615
- Resource Type:
- Patent
- Resource Relation:
- Other Information: PBD: 23 Apr 1996
- Country of Publication:
- United States
- Language:
- English
- Subject:
- 55 BIOLOGY AND MEDICINE, BASIC STUDIES; RADIOPHARMACEUTICALS; CHEMICAL PREPARATION; FLUORINE 18; TRACER TECHNIQUES; NUCLEAR MEDICINE
Citation Formats
Satyamurthy, N, Barrio, J R, Bishop, A J, Namavari, M, and Bida, G 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, N, Barrio, J R, Bishop, A J, Namavari, M, & Bida, G 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, N, Barrio, J R, Bishop, A J, Namavari, M, and Bida, G T. Tue .
"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.
@article{osti_224981,
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, N and Barrio, J R and Bishop, A J and Namavari, M and Bida, G T},
abstractNote = {A process is revealed 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 {<=}7. 1 fig.},
doi = {},
journal = {},
number = ,
volume = ,
place = {United States},
year = {Tue Apr 23 00:00:00 EDT 1996},
month = {Tue Apr 23 00:00:00 EDT 1996}
}
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