MJChem is double-blind peer reviewed journal published by the Malaysian Institute of Chemistry (Institut Kimia Malaysia) E-ISSN: 2550-1658

Synthesis of Potent Calcimimetics (+)-NPS R-568 by Palladium-Catalyzed Oxidative Kinetic Resolution

Dattatraya N. Bhangare
Savitribai Phule Pune University
Vilas B. Mahale
Savitribai Phule Pune University
Rohit G. Shinde
Savitribai Phule Pune University
Milind D. Nikalje
Savitribai Phule Pune University
Gautam S. Duthade
Avvaiyar Govt. College for Women Karaikal
Mahendra N. Lokhande
Avvaiyar Govt. College for Women Karaikal

Keywords: Oxidative Kinetic Resolution; Enantioselective Synthesis; Steglich Reaction; Mitsunobu Reaction; Kinetic Resolution


A practical and efficient procedure for the synthesis of potent calcimimetics (+)-NPS R-568 was developed. This procedure includes palladium-catalyzed oxidative kinetic resolution of benzylic alcohol with molecular oxygen and (-)-sparteine, as a source of chirality. The synthesis was achieved in six steps from commercially available 3-methoxyacetophenone at 18.58% overall yield and the final compound, calcimimetics (+)-NPS R-568 1 had 87% enantioselectivity.


Published 24 March 2021

Issue Vol 23 No 1 (2021): Malaysian Journal of Chemistry

Section Article