Process for the preparation of 2-(S)-piperazinecarboxylic acid by continuous resolution via diastereomeric salt pairs

Tetrahedron Asymmetry

Volumn 8, Issue 7, 1997, Pages 979-982

  Stingl, Klaus ^a   Kottenhahn, Matthias ^a   Drauz, Karlheinz ^a  

^a EVONIK INDUSTRIES AG   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

2 PIPERAZINECARBOXYLIC ACID; PIPERAZINE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; DRUG PURIFICATION; DRUG SYNTHESIS; ENANTIOMER; IN VITRO STUDY; PRIORITY JOURNAL; REACTION ANALYSIS; TECHNIQUE;

EID: 0030947103     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0957-4166(97)00053-0     Document Type: Article

References (13)

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10. 2O.
11. 6-DMSO) δ=0.78 (s, 6H), 1.03 (s, 6H), 1.27-1.39 (m, 4H), 1.81-1.92 (m, 4H), 1.97 (m, 2H), 2.22-2.28 (m, 2H), 2.47-2.52 (m, 4H), 2.58-2.63 (m, 2H), 2.95 (d, 2H), 3.17-3.37 (m, 3H), 3.51-3.58 (m, 2H), 3.74 (dd, 1H), 4.41 (dd, 1H), 9.52 (m, 5H).
12. 2O). Subsequently, the resin was washed with diluted aqueous ammonia and water. The combined eluates were evaporated to dryness, the residual solid dissolved in a small amount of water and crystallized by adding ethanol to the stirred solution at 5°C. The precipitated crystals were collected by filtration and dried at 60°C to yield 15.14 g (97%) of enantiomerically pure 1 (>99% ee, see ref. 8).
13. M. Kottenhahn, K. Stingl, K. Drauz (Degussa), Pat. Appl. DE 195 36 658.1 1995.