Process for preparing optically active 3-hydroxy-1,5-benzothiaze

Details Process for preparing optically active 3-hydroxy-1,5-benzothiaze Process for preparing optically active 3-hydroxy-1,5-benzothiaze

1996-11-06

1998-01-06

Raymond, Richard L.

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

Organic compounds

Unsubstituted hydrocarbyl chain between the ring and the -c-...

C07D28110

Patent

active

057056382

ABSTRACT:
An optical resolution process of the compound of the formula (1): ##STR1## wherein Ring A and Ring B are a substituted or unsubstituted benzene ring and R.sup.1 and R.sup.2 are the same or different and a lower alkyl group, by utilizing difference in solubility between the two diastereoisomeric salts prepared by treating the racemic compound (1) with an acidic resolution agent. The present process is industrially advantageous with compared to conventional processes for preparing an optically active 3-hydroxy-1,5-benzothiazepine derivative which are useful as an intermediate for preparing medicines.

REFERENCES:
patent: 3562257 (1971-02-01), Kugita et al.
patent: 4567175 (1986-01-01), Takeda et al.
patent: 5134139 (1992-07-01), Kawai et al.
J. Jacques, et al., Enantiomers, Racemates, and Resolutions, Krieger Publishing Co., Malabar, Florida, 1991, pp. 256, 259, and 260.
"Separation of the Optical Isomer," Chemical Society of Japan, No. 6 (1989), pp. 5-8.
H. Nohira, "Optically Active Compounds--Industrial Organic Chemistry Thereof," 1989, pp. 67-77.
N.L. Allinger, et al., Topics in Stereochemistry, vol. 6, (1972) Wiley-Interscience, New York, p. 108.
Y. Zasshi, "Synthesis of 1,5-Benzothiazepine Derivatives. IV. Resolution of )-1,5-benzothiazepin-4(5H)-one Hydrochloride," UDC, vol. 93, No. 6 (1973), pp. 729-732.
H. Kugita et al., "Synthesis of 1,5-Benzothiazepine Derivatives. III," Chemical and Pharmaceutical Bulletin, vol. 19, No. 3 (1971), pp. 595-602.

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