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Improved resolution of (±)-trans-2'-hydroxy-5,9-dimethyl-6,7-benzomorphans (1992)

Wetzel, Joseph R. ; Grego, John D. ; Mallamo, John P.

New York, NY [u.a.] : Wiley-Blackwell

Chirality 4 (1992), S. 439-442

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ISSN: 0899-0042

Keywords: trans-nor-pentazocine ; Sigma ; PCP ; NMR analysis ; GC analysis ; chiral derivatizing reagents ; Chemistry ; Organic Chemistry

Source: Wiley InterScience Backfile Collection 1832-2000

Topics: Chemistry and Pharmacology

Notes: 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.

Additional Material: 3 Ill.

Type of Medium: Electronic Resource

URL: http://dx.doi.org/10.1002/chir.530040707

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