Morphine specific rotation

Moore, Stanford, 1030 Morphine, biosynthesis of, 969 specific rotation of, 296 structure of, 64 MR1, see Magnetic resonance imaging. 468-469 mRNA, see Messenger RNA MS, see Mass spectrometry Mullis, Kary Banks, 1117 Multiplct (NMR), 460 table of, 462... 

When optical rotation data are expressed in this standard way, the specific rotation, [aJn, is a physical constant, characteristic of a given optically active compound. For example, the specific rotation of morphine is —132°, i.e. 

A desoxymorphine was stated by Schryver and Lees [54] to result from the reduction of a-chloromorphide with tin and hot concentrated hydrochloric acid, but a repetition of this reaction afforded only small amounts of material of different specific rotation that does not correspond to any of the known desoxymorphines, and indeed it is doubtful whether the morphine structure would survive such treatment, as even in the a —> /3-chloromorphide conversion considerable amounts of apomorphine [lxh] are formed. Wright also reported the production of a desoxymorphine on heating bromocodide with hydrobromic acid [55-58], but nothing further is known about this. 

Scheme 11). The specific optical rotation of compound (-)-2a derived from the chiral ketone (-)-2a agreed with the reported rotation of 73 [43], showing that the absolute configuration of 73 was (4aS, 8aR) and corresponded to that of natural (-)-morphine [42]. 

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