109541-75-5Relevant academic research and scientific papers
FACILE SYNTHESIS OF D,L-PHOSPHINOTHRICIN FROM METHYL 4-BROMO-2-PHTHALIMIDOBUTYRATE
Logusch, E. W.
, p. 5935 - 5938 (1986)
Synthetic versatility of the title bromide is illustrated by simple preparations of D,L-phosphinothricin, D,L-2-amino-4-phosphonobutyric acid, and aminocyclopropanecarboxylic acid.
Synthesis of the First Representatives of Spiro-1λ6-isothiazolidine-1,1,4-triones
Dobrydnev, Alexey V.,Popova, Maria V.,Saffon-Merceron, Nathalie,Listunov, Dymytrii,Volovenko, Yulian M.
, p. 2523 - 2528 (2015/09/01)
A strategy for the construction of spiro[cycloalkane-1,3′-1′λ6-isothiazolidine]-1′,1′,4′-triones through the sulfonylation of 1-aminocyclopropane- and 1-aminocyclobutanecarboxylates with methanesulfonyl chloride followed by alkylation with methyl iodide and subsequent cyclization in the presence of potassium tert-butoxide in N,N-dimethylformamide is reported. An efficient synthesis of starting 1-aminocyclopropane- and 1-aminocyclobutanecarboxylic acids was developed. The reaction of spiro[cycloalkane-1,3′-1′λ6-isothiazolidine]-1′,1′,4′-triones with N,N-dimethylformamide dimethyl acetal (DMF-DMA) gives 5′-[(Z)-(dimethylamino)methylene]spiro[cycloalkane-1,3′-1′λ6-isothiazolidine]-1′,1′,4′-triones, the structure of which was confirmed by X-ray diffraction study.
4-phosphorus-2-phthalimidobutyrate intermediates
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, (2008/06/13)
Phosphinylbutanoic acids, such as phosphinothricin, can be prepared by reacting racemic 4-halo-2-phthalimidobutyrates with a tricoordinate phosphorus compound represented by the formula: wherein R1 is methyl or ethyl, and R2 is selected from the group consisting of alkoxy having from one to six carbon atoms, aryloxy, and trialkylsilyloxy groups having from one to twelve carbon atoms, to form an intermediate compound; and hydrolyzing the intermediate compound to form the phosphinylbutanoic acids.
