Production method for aminophosphonic acid derivatives

Details Production method for aminophosphonic acid derivatives Production method for aminophosphonic acid derivatives

2008-05-20

2008-05-20

Zucker, Paul A. (Department: 1621)

Organic compounds -- part of the class 532-570 series

Organic compounds

Phosphorus esters

Reexamination Certificate

active

07375244

ABSTRACT:
To present a reaction system that efficiently catalyzes an enantio selective asymmetric nucleophilic addition reaction of an α-iminophosphonic acid ester. An optically active α-amino-γ-oxophosphonic acid derivative is produced through an asymmetric addition reaction of an α-iminophosphonic acid ester and a nucleophilic agent (for example, a silyl enol ether).

REFERENCES:
patent: 2003-260363 (2003-09-01), None
Chollet-Gravey , et al., “A preparative synthesis of 1-amino-3-hydroxypropylphosphonic acid”, Synthetic Commun. 21, 1847-1858 (1991).
Merrett et al., “The synthesis and Rotational Isomerism of 1-amino-1-imadizol-4-ylethylphosphonic acid”, J. Chem. Soc. Perkin Trans 1 (1988) pp. 61-67.
Schrader et al., “Synthese von 1-aminophosphonsaure-derivaten uber Acyliminophosphonsaure-ester”, Synthesis 1986, pp. 372-375.
Vasella et al., “Asymmetric Synthesis of a-amionphosphonic acids by cycloaddition . . . ”, Helv. Chim. Acta 65 (1982) pp. 1953-1964.
Kobayashi et al., “Catalytic, assymetric mannich-type reactions of N-acylimino esters . . . ”, JACS 2003, vol. 125, pp. 2507-2515.

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