Synthesis and absolute configuration of optically pure enantiomers of a kappa-opioid receptor selective agonist.

Abstract:

:The enantiomers of U50,488, ligands highly selective for kappa-opioid receptors, have been prepared by a refined procedure and their optical purity demonstrated. The absolute configuration of (+)-trans-2-pyrrolidinyl-N-methylcyclohexylamine, a chemically versatile intermediate for synthesis of analogs of kappa-opioid receptor ligands with defined chirality, has been determined to be 1S,2S by X-ray crystallographic analysis. This intermediate has been used to synthesize the optically pure U50,488 enantiomers with known absolute configuration.

journal_name

FEBS Lett

journal_title

FEBS letters

authors

DeCosta B,George C,Rothman RB,Jacobson AE,Rice KC

doi

10.1016/0014-5793(87)80315-0

subject

Has Abstract

pub_date

1987-11-02 00:00:00

pages

335-9

issue

2

eissn

0014-5793

issn

1873-3468

journal_volume

223

pub_type

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