The Resolution and Absolute Configuration by X-Ray Crystallography of the Isomeric Octopamines and Synephrines
Racemates of the naturally occuring biogenic amines, o-, m-, and p-octopamine and p-synephrine, have been resolved by the preparation of suitable diastereomeric salts with antipodes of appropriate organic acids.The circular dichroism (c.d.) curves of (-)-m-octopamine hydrochloride and (-)-m-synephrine hydrochloride were superimposable and of opposite sign to those of the corresponding (-)-p-derivatives.X-ray crystallography of the (-)-3-bromocamphor-8-sulphonate salt of (-)-p-synephrine confirmed (for the first time by direct means in this series of compounds) that the absolute configuration of (-)-p-synephrine is R.It is concluded from the c.d. data that the absolute configuration of (-)-p-octopamine is also R.
Midgley, John M.,Thonoor, Mohan C.,Drake, Alex F.,Williams, Clyde M.,Koziol, Anna E.,Palenik, Gus J.
p. 963 - 970
(2007/10/02)
SYNTHESIS AND RADIOPROTECTANT PROPERTIES OF SOME 6-HYDROXY-1,2,3,4-TETRAHYDROISOQUINOLINES
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Alpatova, T. V.,Klimova, A. D.,Kulinskii, V. I.,Mirzoyan, V. S.,Mirzoyan, A. T.,Yashunskii, V. G.
p. 262 - 266
(2007/10/02)
Process for the preparation of 1-(m- and p-hydroxyphenyl)-2-aminoethanol
The present invention relates to a process for the preparation of 1-(m- and p- hydroxyphenyl)-2-aminoethanol which consists of converting an m- or p- hydroxyacetophenone to an isonitrosoketone followed by hydrogenation of the isonitrosoketone. These compounds are sympathomimetics which produce vasoconstricting and cardiotonic effects.
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(2008/06/13)
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