Manufacture of single isomer methylphenidate

Details Manufacture of single isomer methylphenidate Manufacture of single isomer methylphenidate

2007-01-16

2007-01-16

Chang, Celia (Department: 1625)

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C546S203000

Reexamination Certificate

active

09928139

ABSTRACT:
The present invention pertains to a process for obtaining a single enantiomer, d or l, of threo-methylphenidate, comprising resolution of a mixture of the enantiomers; racemisation of the unwanted enantiomer, to give a mixture of all four stereoisomers; and separation of the erythro stereoisomers, to leave the same mixture of enantiomers for resolution.

REFERENCES:
patent: 2957880 (1960-10-01), Rometsch
patent: 4254261 (1981-03-01), Miller
patent: 5733756 (1998-03-01), Zeitlin et al.
patent: 6121453 (2000-09-01), Zavareh
patent: 6242464 (2001-06-01), Harris
patent: WO 97/27176 (1997-07-01), None
Miller et al. “Racemization of . . . ” CA 94:47148 (1980).
Barry “Racemization of alpha-amino acid ester . . . ” CA 119:73084 (1993).
Jacques et al. “Enantiomers, Racemates . . . ” Krieger, p. 259-261 (1981).
Shaflee et al. “The absolute confuguration of the epneyiramines . . . ” J. Med. Chem. v. 12, p. 266-270 (1969).
Armstrong et al. “separation of drug . . . ” Science v. 232, p. 1132-1135 (1986).
Branko et al. “Determination of enantiomeric . . . ” Tetrahedron Assym. vo. 5, p. 1711-1716 (1994).
Barry et al. “Racemization . . . ” CA 119:73084 (1993).
Miller “Racemization . . . ” CA 94:47148 (1981).
Frigeriio et al. “Sensitive procedure . . . ” CA 120:235242 (1994).
Yakhotov et al. “Threo and erythro . . . ” CA 81:41337 (1974).
Kratchanov et al. “Chromatographic resolution . . . ” CA 70:28781 (1969).
Beausoleil et al. “5-ter-butylproline” J. Org. Chem. 61 p. 9447-9454 (1996).
Gao et al. “Synthesis and separation of optically active compounds” Ann. Phar. Fran. v. 52, p. 184-203 (1994).
Shimoju et al. “Preparation of DL erythro or DL threo phenylserine derivative” CA 114:123080 (1991).
Patrick, K. et al. “Pharmacology of the Enantiomers ofthreo-Methylphenidate”The Journal of Pharmacology and Experimental Therapeutics, Jan. 8, 1987, pp. 152-158, 241(1).

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