Improved resolution of (±)‐ trans ‐2'‐hydroxy‐5,9‐dimethyl‐6,7‐benzomorphans | Zendy

Wetzel Joseph R. | Zendy; Grego John D. | Zendy; Mallamo John P. | Zendy

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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.

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