Organic Synthesis of 3 β-Cholesterol Amine and its use in Affinity Chromatography

R. K. Upadhyay, R. B. Singh and Hari Charan Agarwal*

¹Departments Zoology, Institute of Basic Science, Dr. B. R. Ambedkar University, Khandari Campus, Agra - 282 002 India. ²Department of Zoology, University of Delhi, Delhi -110 007 India.

ABSTRACT:

3-β-cholesterol amine was synthesised from cholesterol by protection of location of double bond in cholesterol by Dromination at 5a, 6β position. The initial formation of bromine at 5a position was attributed to approach Br+ producing the cyclic brominium ion which was attacked at 6 carbon by continuation of bromination as colour started to change. Product was separated out as crystals and oxidised to synthesize 3β-cholestenone which was converted to 3β-cholesterol amine in presence of acidic sodium dichromate dihydrate. Oxime was reduced under the AcOH to get 3β-cholesterol amine.

KEYWORDS:

3-β-cholesterol; Bromination; Crystals; AcOH

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Copy the following to cite this article: Upadhyay R. K, Singh R. B, Agarwal H. C. Organic Synthesis of 3 β-Cholesterol Amine and its use in Affinity Chromatography. Orient J Chem 1999;15(2).

Copy the following to cite this URL: Upadhyay R. K, Singh R. B, Agarwal H. C. Organic Synthesis of 3 β-Cholesterol Amine and its use in Affinity Chromatography. Orient J Chem 1999;15(2). Available from:http://www.orientjchem.org/?p=37081