17β-Hydroxy-11α-(3′-sulfanylpropyl)oxy-estra-1,3,5(10)-trien-3-yl sulfamate – a novel hapten structure: toward the development of a specific enzyme immunoassay (EIA) for estra-1,3,5(10)-triene-3-yl sulfamates

@article{Schwarz199917Hydroxy113sulfanylpropyloxyestra,
  title={17$\beta$-Hydroxy-11$\alpha$-(3′-sulfanylpropyl)oxy-estra-1,3,5(10)-trien-3-yl sulfamate – a novel hapten structure: toward the development of a specific enzyme immunoassay (EIA) for estra-1,3,5(10)-triene-3-yl sulfamates},
  author={S. Schwarz and M. Schumacher and A. Nanninga and G. Weber and I. Thieme and B. Undeutsch and W. Elger},
  journal={Steroids},
  year={1999},
  volume={64},
  pages={460-471}
}
The title compound 17 has been synthesized for the use as hapten in the development of a competitive enzyme immunoassay for estrogen sulfamates. The synthesis started from estradiol diacetate 2. Oxyfunctionalization at C-11 to give 11alpha-hydroxy steroid 8 was accomplished by hydroboration/alkaline hydrogen peroxide oxidation of the 9(11)-dehydro derivative 7, which was obtained from compound 2 via 9-hydroxylation with dimethyldioxirane. After transformation of compound 8 into the allyl ether… Expand
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