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- W2007998108 abstract "The synthesis of tritiated male-activating steroids of the aquatic fungus Achlya, 7-deoxy-7-dihydroantheridiol (7-DA) and antheridiol, has been achieved by aldol condensation of 3β-acetoxy-23,24-dinorchola-1,5-dien-22-al and the carbanion of 3-isopropyl-2-butenolide. The product with the desired stereochemistry (22S,23R) was isolated and reduced with 3H2 in the presence of tris(triphenylphosphine)rhodium chloride. Acid hydrolysis of the acetate gave 1,2[3H]-7DA which had a specific activity of 40 Ci/mmol. 1,2[3H]-7DA was converted to 1,2[3H]-antheridiol by protecting the hydroxyl groups as the disilyl ethers, oxidation to the 7-ketone with chromium trioxide-dimethylpyrazole and removal of the protecting groups by gentle acid treatment. 1,2[3H]-7DA has been used to detect a protein receptor in the cytosol of Achlya." @default.
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- W2007998108 date "1987-02-01" @default.
- W2007998108 modified "2023-10-16" @default.
- W2007998108 title "Synthesis of highly tritiated 7-deoxy-7 dihydroantheridiol and antheriodiol" @default.
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- W2007998108 doi "https://doi.org/10.1002/jlcr.2580240207" @default.
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