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  • [Studies on the resolution of racemic gossypol. IV. Use of threo (-) or (+)-1-(p-nitrophenyl)-1,3-dihydroxypropylamine-2 as the resolving agent].

[Studies on the resolution of racemic gossypol. IV. Use of threo (-) or (+)-1-(p-nitrophenyl)-1,3-dihydroxypropylamine-2 as the resolving agent].

Yao xue xue bao = Acta pharmaceutica Sinica (1990-01-01)
D K Zheng, J K Meng, Y K Si, S Y Ma, L Huang
RESUMEN

Threo (-) or (+)-1-(p-nitrophenyl)-1,3-dihydroxypropylamine-2 was found to be a useful resolving agent for racemic gossypol. The optical and chemical stability of the condensate of enantiomeric gossypols with the titled amine and the great difference in the Rf values on TLC and the solubilities in various solvents between the two diastereoisomeric condensates facilitate the separation. Therefore, the pure isomers can be easily obtained by means of chromatography or crystallization.

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Sigma-Aldrich
(1R,2R)-(−)-2-Amino-1-(4-nitrophenyl)-1,3-propanediol, 99%
Sigma-Aldrich
(1S,2S)-(+)-2-Amino-1-(4-nitrophenyl)-1,3-propanediol, 99%