Premium
Improved resolution of (±)‐ trans ‐2'‐hydroxy‐5,9‐dimethyl‐6,7‐benzomorphans
Author(s) -
Wetzel Joseph R.,
Grego John D.,
Mallamo John P.
Publication year - 1992
Publication title -
chirality
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.43
H-Index - 77
eISSN - 1520-636X
pISSN - 0899-0042
DOI - 10.1002/chir.530040707
Subject(s) - chemistry , diastereomer , resolution (logic) , enantiomer , amide , urea , enantiomeric excess , stereochemistry , chromatography , organic chemistry , enantioselective synthesis , catalysis , artificial intelligence , computer science
An efficient resolution of (±)‐ trans ‐2'‐hydroxy‐5,9‐dimethyl‐6,7‐benzomorphan has been developed employing (—)‐(R)‐ and (+)‐(S)‐ O ‐acetylmandelic acids. Measurement of optical rotations on the resolved bases, NMR analyses of diastereomeric urea derivatives, as well as gas chromatographic analyses of diastereomeric amide derivatives indicate a net improvement over previous resolution methodology and an enantiomeric excess ≥ 99%. © 1992 Wiley‐Liss, Inc.