Cyclic nitromethyl acetic acid derivatives

Details Cyclic nitromethyl acetic acid derivatives Cyclic nitromethyl acetic acid derivatives

2005-06-28

2005-06-28

Tsang, Cecilia J. (Department: 1625)

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

Organic compounds

Carboxylic acids and salts thereof

C514S561000

Reexamination Certificate

active

06911555

ABSTRACT:
The invention provides salts of formula (I)wherein X is a basic counterion selected from a group I or group II metal and a primary, secondary or tertiary amine;n is 0, 1 or 2; andR1, R1a, R2, R2a, R3, R3a, R4and R4aare independently selected from H and C1-C6alkyl, orR1and R2or R2and R3are taken together to form a C3-C7cycloalkyl ring, which is optionally substituted with one or two substituents selected from C1-C6alkyl, which are useful as intermediates in the preparation of cyclic and bicyclic amino acids. Processes for the preparation of the final products and for the conversion of the compounds of formula (I) to amino acids are included.

REFERENCES:
patent: 01400214.1 (2004-07-01), None
patent: WO 99/21824 (1999-05-01), None
patent: WO 01/28978 (2001-04-01), None
patent: WO 02/85839 (2002-10-01), None
Chen, L., et al, “Study of Chiral Auxiliaries for the Intramolecular [2+2] Cycloaddition of a Keteniminium Salt to an Olefinic Double Bond. A New Asymmetric Synthesis of Cyclobutanones”, Tetrahedron Letters, vol. 31, No. 31, 1990; pp 4467-4470.
Hoffman, H.M.R., et al, “Synthesis of Cyclogutylideneacetic Esters Via Aluminum Chloride Promoted [2+2] Cycloadditions of Ethyl 2,3-Butadienoate to Olefins”, Tetrahedron Letters, vol. 22, No. 21, 1981; pp 1953-1956.
Houge, C., et al, “Modes for Assymetric [2+2] Cycloadditions”, J. Am. Chem. Soc., 1982, 104; pp 2920-2921.

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