Wijnberg J B, de Groot A
Laboratory of Organic Chemistry, Agricultural University, Wageningen, The Netherlands.
Steroids. 1989 Sep;54(3):333-44. doi: 10.1016/0039-128x(89)90007-x.
Starting from cholesterol a simple and efficient synthesis of 5 alpha-cholestane-3,6-dione and 5 beta-cholestane-3,6-dione is described. The 13C shielding data of C-7, C-9, and C-19 in both isomers can be used in the determination of the stereochemistry at C-5 of these compounds. The combination of 13C NMR spectroscopy and the simple synthesis of both isomers offers good opportunities for the determination of the stereochemistry at C-5 of 3,6-dioxosteroids.
从胆固醇出发,描述了一种简单有效的5α-胆甾烷-3,6-二酮和5β-胆甾烷-3,6-二酮的合成方法。这两种异构体中C-7、C-9和C-19的13C屏蔽数据可用于确定这些化合物C-5位的立体化学。13C NMR光谱法与两种异构体的简单合成相结合,为确定3,6-二氧代甾体C-5位的立体化学提供了良好的机会。