Process for preparing optically active trans-3-substituted glyci

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

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549519, C07D30102

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active

059986379

ABSTRACT:
A process for preparing an optically active trans-3-substituted glycidic acid ester compound of the formula (I): ##STR1## wherein ring A is a substituted or unsubstituted benzene ring, and R.sup.1 is an ester residue, which comprises:
preparing a solution of one optical isomer (A) and the other optical isomer (B) of the ester compound (I), both of which are the optical isomers due to the asymmetric carbons at 2- and 3-positions, and an ester compound (B') which is different from the isomer (B) only in the ester residue R.sup.1,
crystallizing the optical isomer (A) from the solution up to the extent that the optical isomer (A) is crystallized without the precipitation of the optical isomer (B) due to the presence of the ester compound (B') though the optical isomer (B) would precipitate if the ester compound (B') were not present, and
isolating the crystals of the optical isomer (A), whereby a desired optical isomer (A) can be obtained in high purity and in a high yield such that the desired isomer can be crystallized until the concentration of the desired isomer in the mother liquor becomes very low as compared with conventional processes.

REFERENCES:
patent: 3562257 (1971-02-01), Kugita et al.
patent: 4566995 (1986-01-01), Simonovitch et al.
patent: 4908469 (1990-03-01), Martin
patent: 4937334 (1990-06-01), Cavicchioli et al.
patent: 5008411 (1991-04-01), Coffen et al.
patent: 5223612 (1993-06-01), Giordano et al.
patent: 5495013 (1996-02-01), Piselli et al.
patent: 5663332 (1997-09-01), Hytonen
Enantiomers, Racemates and Resolutions, Jacques et al., John Wiley & Sons, pp. 223-250 (1981).
Optical Resolution by Preferential Crystallization and Replacing Crystallization of DL-Allothreonine, Bull. Chem. Soc. Jpn., 67, pp. 1899-1903 (1994).
Nature, vol. 205, pp. 590-591, (1965).
Synthesis of 1,5 Benzothiazepine Derivatives, Chem. Phar. Bull., 18(10) pp. 2028-2037 (1970).
Richard P. Polniaszek and Stephen E. Belmont, Synthetic Communications, vol. 19(1&2), pp. 221-232, 1989 (XP-002067424).
Takuo Nishida, Hiroaki Matsumae, Ikuko Machida and Takeji Shibatani Biocatalysis and Biotransformation, vol. 12, pp. 205-214, 1995 (XP-002067425).
J. A. Vega et al., Tetrahedron Letters, 37(35):6413-6416 (1996).

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