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Synthesis of 7 alpha- and 7 beta-carboxymethyl-9(11)-ene derivatives of estrone and estradiol.

Steroids (1988-11-01)
B Charpentier, A Dingas, J Cassan, R Emiliozzi, D Duval
ABSTRACT

As part of a search for derivatives designed to conjugate to amino groups, either of a protein carrier for antibody production or of an immobilized side-chain on a polymer for affinity chromatography, functionalized estrone and estradiol analogues were prepared. These modified steroids were obtained via the introduction of a carboxymethyl side-chain at the C-7 alpha and C-7 beta position on an adrenosterone derivative and were then aromatized on the A ring. These new compounds are unsaturated at the C-9 (11) position, which could be useful for a second modification.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Adrenosterone, 98%