An efficient enantioselective synthesis of (R, R)-formoterol, a potent bronchodilator, using lipases

F Campos, MP Bosch, A Guerrero

Index: Campos, Francisco; Bosch, M. Pilar; Guerrero, Angel Tetrahedron Asymmetry, 2000 , vol. 11, # 13 p. 2705 - 2717

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Citation Number: 46

Abstract

The potent β2-adrenergic receptor agonist formoterol (R, R)-1 has been obtained in enantiomerically pure form by a convenient chemoenzymatic approach by coupling of epoxide (R)-6 with the unprotected primary amine (R)-9. Both chiral precursors have been prepared by enantiodifferentiation processes involving Pseudomonas cepacia (lipase PS) and Candida antarctica lipase (CALB), respectively. For the resolution of amine 9, we ...