An efficient synthesis of enantiopure SDZ 267-489 via a resolution/racemization method

Tetrahedron Asymmetry

Volumn 7, Issue 3, 1996, Pages 747-754

  Xu, Daqiang ^a   Mattner, Paul G ^a   Kucerovy, Andrew ^a   Prasad, Kapa ^a   Repic, Oljan ^a  

^a Sandoz Pharma Ltd   (Switzerland)

Author keywords

[No Author keywords available]

Indexed keywords

ANTILIPEMIC AGENT; SDZ 267489; UNCLASSIFIED DRUG;

ARTICLE; DRUG PURIFICATION; DRUG SYNTHESIS; ELECTROCHEMISTRY; ENANTIOMER; MASS SPECTROMETRY; NUCLEAR MAGNETIC RESONANCE; PHOTOCHEMISTRY; PRIORITY JOURNAL; TECHNIQUE;

EID: 0029979372     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/0957-4166(96)00070-5     Document Type: Article

References (7)

1. Ojima, I. Ed.; Catalytic Asymmetric Synthesis, VCH Publishers, Inc.: New York, 1993.
2. Sheldon, R. A., Chirotechnology: Industrial Synthesis of Optically Active Compounds, Marcel Dekker, Inc.: New York, 1993.
3. Anderson, P.L.; Houlihan, W.J.; Prasad, K.K; Kucerovy, A.; Mattner, P.G. EP: 564397-A1, 1993.
4. Deprotonation of the thiazoloquinazoline with n-BuLi followed by methylation gave the 2-methylated derivative which was shown to be inert toward further deprotonation.
5. For a review see: Patai, S.; Rappoport, Z., Eds.; The Chemistry of Quinonoid Compounds, John Wiley & Sons: New York, 1988; Vol. 2, Chapter 9.
6. Bowen, R. D.; Davies, D. E.; Fishwick, C. W. G.; Glasbey, T. O.; Noyce, S. J.; Storr, R. C. Tetrahedron Lett. 1982, 23, 4501. Hodgetts, I.; Noyce, S. J.; Storr, R. C. Tetrahedron Lett. 1984, 25, 5435.
7. Bowen, R. D.; Davies, D. E.; Fishwick, C. W. G.; Glasbey, T. O.; Noyce, S. J.; Storr, R. C. Tetrahedron Lett. 1982, 23, 4501. Hodgetts, I.; Noyce, S. J.; Storr, R. C. Tetrahedron Lett. 1984, 25, 5435.