Optically active aziridine-2-carboxylate derivatives and a...

Details Optically active aziridine-2-carboxylate derivatives and a... Optically active aziridine-2-carboxylate derivatives and a...

2007-09-11

2007-09-11

Richter, Johann (Department: 1626)

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

Organic compounds

Four or more ring nitrogens in the bicyclo ring system

C548S966000, C548S968000, C548S969000

Reexamination Certificate

active

10344225

ABSTRACT:
This invention relates to compounds of Formula I having an aziridine-2-carboxylic group and a menthol group, a process for preparing such compounds, a method for obtaining optically active aziridine-2-carboxylate derivatives by optical resolution of such compounds, and optically active aziridine-2-carboxylate derivatives obtained by the same method:wherein R1is hydrogen; alkyl; cycloalkyl; 4-chlorophenyl; 4-methoxyphenyl; s-triazinyl or pyridinyl acyl; benzyl; hydrocarbon residue which may be substituted with a substituent selected from the group consisting of hydroxy, alkoxy, dialkylamino, phenyl, 4-chlorophenyl and 4-methoxyphenyl; 2,4-dimethoxyphenyl; substituted phenyl including (1R)-phenylethyl or (1S)-phenylethyl. Preferences are given to (1R)-phenylethyl and (1S)-phenylethyl. Menthol is selected from the group consisting of (+)-menthol and (−)-menthol.

REFERENCES:
G.V. Shustov et al., Asymmetric Synthesis And Lactonization of 1-beta-Hydroxyalkylaziridine-2-Carboxylic Esters Into 4-Oxa-1Azabibyblo[4.1.0] Heptane-5-ones, Tetrahedron vol. 46, No. 19, pp. 6741-6752, 1990.

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