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HRID1108468

反应详情

EQUATION

反应方程式

HRID 1108468 的结构方程式

REACTANTS

反应物

3
结构：C1CCOC1
HCID8028

Tetrahydrofuran

C4H8O

结构：C[C@@]12C=CC[C@H]1[C@@H]1CCC3=CC(=O)CC[C@]3(C)[C@H]1CC2
HCID92979

Androsta-4,16-dien-3-one

C19H26O

结构：CCOC(C)=O.ClCCl
HCID21226138

未命名化合物

PRODUCTS

生成物

2
结构：C=C[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C
HCID15429660

未命名化合物

收率 48%
结构：C[C@@]12C=CC[C@H]1[C@@H]1CC(=O)c3cc(CC(=O)[O-])ccc3[C@H]1CC2
HCID22873077

未命名化合物

收率 48%

PROCEDURE

实验过程

These syntheses are depicted in FIG. 178. Androsta-4,16-dien-3-one (4) was reduced at -55° with 5 lithium tris (1, 2-dimethylpropyl) hydridoborate in THF (c) as described for the preparation of 2 (FIG. 1). Chromatography on silica gel with CH2Cl2 /ethyl acetate 9:1 gave pure axial alcohol 5 (48% yield) and pure equatorial alcohol 6 (48% yield). Analytical samples were further purified by recrystallization (from PE at -30° for 5, from cyclohexane at RT. for 6).

WORKUP

后处理

  1. customas described for the preparation of 2 (FIG. 1)