Dyer R L, Harrow T A
Steroids. 1979 Jun;33(6):617-24. doi: 10.1016/0039-128x(79)90112-0.
Preparation of the synthetically useful steroid intermediate 19-d3-androst-4-ene-3,17-dione (Ia) together with its 19-d2-(Ib) and 19-d1-(Ic) analogues is described. The conditions and work-up of the synthesis have been designed to eliminate tedious chromatographic separation and purification steps thus enabling decigrams of material to be conveniently prepared using standard laboratory apparatus. The deuterium label in the C-19 angular methyl group is inert to normal chemical exchange processes, thus offering the opportunity for synthesis of more complex, biologically active, stable labelled steroids, whose metabolism can be studied mass spectrometrically.
描述了合成有用的甾体中间体19-d3-雄甾-4-烯-3,17-二酮(Ia)及其19-d2-(Ib)和19-d1-(Ic)类似物的制备方法。合成的条件和后处理步骤经过设计,以消除繁琐的色谱分离和纯化步骤,从而能够使用标准实验室仪器方便地制备数克量的物质。C-19角甲基中的氘标记对正常的化学交换过程呈惰性,因此为合成更复杂、具有生物活性的稳定标记甾体提供了机会,其代谢情况可通过质谱法进行研究。