THE PREPARATION OF ESTRADIOL-17β SULFATES WITH TRIETHYLAMINE-SULFUR TRIOXIDE

Article abstract of DOI:10.1016/0039-128X(85)90079-0

Reaction of estradiol-17β with triethylamine-sulfur trioxide in pyridine gives exclusively monosulfation at the C17-hydroxyl group with the preparation of 17β-sulfooxyestra-1,3,5(10)-trien-3-ol triethylammonium salt (V).The structural assignment suggested by spectroscopic measurements was confirmed by synthetic studies. <*> II <*> V A synthesis of 3-sulfooxyestra-1,3,5(10)-trien-17β-ol triethylammonium salt (II) has been accomplished base on the preparation of 17β-formyloxyestra-1,3,5(10)-trien-3-ol (XIII).Fusion of the 3-sulfate triethylammonium salt II gives rise to the 17-sulfate triethylamine salt V.The preparation of estradiol-17β disulfate has also been achieved.