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Chemical Compound Review:

AC1Q6SAN ethenoxyphosphonic acid

Synonyms: AR-1L0860, AKOS006280181, AC1L35OE, A844367, 36885-49-1, ...

Seki, M. et al., Mücke, W., Chopa, A.B. et al.

Chopa, Dorn, Badajoz, Lockhart,

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High impact information on ethenoxyphosphonic acid

Photostimulated reactions of vinyl phosphate esters with triorganostannides. evidence for an SRN1 vinylic mechanism [1].
The side chain 2 was installed into the 1-beta-methylcarbapenem skeleton either by coupling with the vinyl phosphate 5 or by the use of the counterattack strategy involving the Dieckmann-type cyclization of the thioester 8 [2].
Three different metabolic reactions are involved in the initial biotransformation: N-demethylation, O-demethylation, and cleavage of the vinyl phosphate bond [3].

References

Photostimulated reactions of vinyl phosphate esters with triorganostannides. evidence for an SRN1 vinylic mechanism. Chopa, A.B., Dorn, V.B., Badajoz, M.A., Lockhart, M.T. J. Org. Chem. (2004) [Pubmed]
Practical synthesis of (R)-4-mercaptopyrrolidine-2-thione from L-aspartic acid. Preparation of a novel orally active 1-beta-methylcarbapenem, TA-949. Seki, M., Yamanaka, T., Kondo, K. J. Org. Chem. (2000) [Pubmed]
Metabolism of monocrotophos in animals. Mücke, W. Reviews of environmental contamination and toxicology. (1994) [Pubmed]

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