Compound 1,4-diisopropyl-2,5-diketopiperazine

Details Compound 1,4-diisopropyl-2,5-diketopiperazine Compound 1,4-diisopropyl-2,5-diketopiperazine

1985-09-23

1987-09-15

Holarah, Glennon H.

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

Organic compounds

Nitrogen attached directly or indirectly to the purine ring...

C07D24108

Patent

active

046940820

ABSTRACT:
The novel compound 1,4-diisopropyl-2,5-diketopiperazine can be hydrolytically cleaved to prepare N-isopropylglycine, which can be reacted with formaldehyde and prosphorous acid to produce N-isopropyl-N-phosphonomethylglycine. The latter compound can be dealkylated in the presence of base to produce N-phosphonomethylglycine, a well known herbicide.

REFERENCES:
patent: 3927080 (1975-12-01), Gaertner
patent: 3969398 (1976-07-01), Hershman
patent: 4065491 (1977-12-01), Pfliegel et al.
patent: 4140791 (1979-02-01), Chan
patent: 4237065 (1980-12-01), Ehrat
patent: 4400330 (1983-08-01), Wong et al.
Sut et al., "N-Monoalkylation of Some 2-Oxo and 2,5 Diketopiperazines", Chimie Therapeutique, 4 (3), 167-173 (1969).
Okawara et al., "Convenient Syntheses of Piperazine-2,5-Diones and Lactams from Halocarboxamides Using Phase Transfer Catalysts".
Chemistry Letters, 1981, pp. 185-188.
Cavicchioni et al., "Base-promoted Reactions of .alpha.Halogenoalkylanilides", J. Chem. Soc. Perkin Trans. I, pp. 2969-2972 (1982).

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