Mattox V R, Nelson A N
Steroids. 1976 Jun;27(6):845-9. doi: 10.1016/0039-128x(76)90143-4.
Alkaline hydrolysis of a 16beta-acetoxy-17-oxo steroid is accompanied by almost complete rearrangement of the product to a 16-oxo-17beta-hydroxy steroid. Hydrolysis can be achieved without rearrangement by 1) formation of a C-17 semicarbazone, 2) alkaline removal of the acetate group, and 3) removal of the semicarbazone group in the presence of pyruvic acid-acetic acid. By employing this technique, the title compound was obtained from its diacetate in a yield of 65%.
16β - 乙酰氧基 - 17 - 氧代甾体的碱性水解伴随着产物几乎完全重排为16 - 氧代 - 17β - 羟基甾体。通过以下步骤可实现无重排的水解：1）形成C - 17氨基脲，2）用碱去除乙酰基，3）在丙酮酸 - 乙酸存在下去除氨基脲基团。采用该技术，从其二乙酸酯中获得标题化合物，产率为65%。
