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Determination of Absolute Stereochemistry of 2‐Alkylmorpholines by a 13 C NMR Study of Steroid Derivatives
Author(s) -
Fielding L.,
Hamilton N.,
McGuire R.,
Maidment M.,
Campbell A. C.
Publication year - 1996
Publication title -
magnetic resonance in chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.483
H-Index - 72
eISSN - 1097-458X
pISSN - 0749-1581
DOI - 10.1002/(sici)1097-458x(199601)34:1<59::aid-omr830>3.0.co;2-7
Subject(s) - chemistry , absolute configuration , diastereomer , morpholine , steroid , stereochemistry , chemical shift , carbon 13 nmr , absolute (philosophy) , organic chemistry , biochemistry , philosophy , epistemology , hormone
Information about the absolute stereochemistry (configuration) of some diastereomeric pairs of 2β‐(2‐alkylmorpholinyl)‐3α‐hydroxy‐5α‐pregnanes is available from the 13 C chemical shifts of the C‐3′ and C‐5′ morpholine carbons. A series of anaesthetic compounds can be allocated to one group of R configuration at the 2‐alkylmorpholine with C‐3′ and C‐5′ at around 51 and 52 ppm, and another group of S configuration with C‐3′ and C‐5′ at around 45 and 57 ppm.