FIRST ASYMMETRIC-SYNTHESIS OF THE KELATORPHAN-LIKE ENKEPHALINASE INHIBITOR )-3'-PHENYLPROPIONYLAMINO]CYCLOHEXANE-1-CARBOXYLIC ACID

Authors
DAVIES SG DIXON DJ
Citation
Sg. Davies et Dj. Dixon, FIRST ASYMMETRIC-SYNTHESIS OF THE KELATORPHAN-LIKE ENKEPHALINASE INHIBITOR )-3'-PHENYLPROPIONYLAMINO]CYCLOHEXANE-1-CARBOXYLIC ACID, Journal of the Chemical Society. Perkin transactions. I (Print), (17), 1998, pp. 2629-2634
Citations number
14
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of the Chemical Society. Perkin transactions. I (Print) → ACNP
ISSN journal
0300922X
Issue
17
Year of publication
1998
Pages
2629 - 2634
Database
ISI
SICI code
0300-922X(1998):17<2629:FAOTKE>2.0.ZU;2-S
Abstract
The first asymmetric synthesis of Kelatorphan-like enkephalinase inhib itor )-3'-phenylpropionylamino]cyclohexane-1-carboxylic acid is achiev ed using lithium amide (R)-5 and pyrrolidinone auxiliary (R)-6; the py rrolidinone auxiliary is used to create (2S)-benzylsuccinic acid deriv ative (S)-4 while lithium amide (R)-5 is used to synthesize tert-butyl (1S,2R)-2-aminocyclohexanecarboxylate 3.