Issue 19, 2006
From the journal:

Organic & Biomolecular Chemistry

Methyltrifluoropyruvateimines possessing N-oxalyl and N-phosphonoformyl groups—precursors to a variety of α-CF3-α-amino acid derivatives

Hanna Skarpos,a   Daria V. Vorob'eva,b   Sergey N. Osipov,*b   Irina L. Odinets,b   Eli Breuerc  and  Gerd-Volker Röschenthaler*a  

* Corresponding authors

a Institute for Inorganic and Physical Chemistry, The University of Bremen, Leobener Str., Germany
E-mail: gvr@chemie.uni-bremen.de

b A.N. Nesmeyanov Institut of Organoelement compounds, Russian Academy of Sciences, Moscow, Vavilov str. 28, Russia
E-mail: osipov@ineos.ac.ru
Fax: +7 095 135 5085

c The Department of Medicinal Chemistry, The School of Pharmacy, The Hebrew University of Jerusalem, P.O. Box 12065, Jerusalem, Israel

Abstract

Convenient routes to methyl 2-oxalylimino- and 2-(phosphonoformimido)-3,3,3-trifluoropropanoates have been elaborated, based on the reaction of methyl trifluoropyruvate with ethyl oxamate or diethyl carbamoylphosphonate, respectively, followed by dehydration. The compounds obtained are useful synthetic intermediates toward a variety of novel 3,3,3-trifluoroalanine derivatives that are potential drug candidates.

Graphical abstract: Methyltrifluoropyruvate imines possessing N-oxalyl and N-phosphonoformyl groups—precursors to a variety of α-CF3-α-amino acid derivatives

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Article information

DOI
https://doi.org/10.1039/B607060D
Article type
Paper
Submitted
18 May 2006
Accepted
03 Aug 2006
First published
17 Aug 2006

Org. Biomol. Chem., 2006,4, 3669-3674

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Methyltrifluoropyruvate imines possessing N-oxalyl and N-phosphonoformyl groups—precursors to a variety of α-CF3-α-amino acid derivatives

H. Skarpos, D. V. Vorob'eva, S. N. Osipov, I. L. Odinets, E. Breuer and G. Röschenthaler, Org. Biomol. Chem., 2006, 4, 3669 DOI: 10.1039/B607060D

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