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HRID233651

反应详情

EQUATION

反应方程式

HRID 233651 的结构方程式

REACTANTS

反应物

2
反应SMILES：C[N+]1([O-])CCOCC1
HCID82029

4-Methylmorpholine 4-oxide

C5H11NO2

反应SMILES：C[C@]12CC[C@H](O)C[C@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](c3ccoc3)C[C@H]3O[C@]132
HCID86748788

未命名化合物

PRODUCTS

产物

1
反应SMILES：C[C@]12CCC(=O)C[C@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](c3ccoc3)C[C@H]3O[C@]132
HCID86748787

未命名化合物

收率 158.9%

AUXILIARIES

试剂、催化剂与溶剂

2
反应SMILES：CCC[N+](CCC)(CCC)CCC.O=[Ru](=O)(=O)[O-]
催化剂HCID178419074

未命名化合物

反应SMILES：ClCCl
溶剂HCID6344

Dichloromethane

CH2Cl2

PROCEDURE

实验过程

To a solution of 5.0 g of 14β,15β-epoxy-17β-(3-furyl)-5β-androstan-3β-ol (E. Yoshii et al., Chem. Pharm. Bull., 1976, 24, 3216) in 70 ml of methylene chloride, 2.5 g of 4-methylmorpholine N-oxide, 0.25 g of tetrapropylammonium perruthenate and 4.0 g of powdered 4A molecular sieves were added at room temperature. After 4 hrs the solvent was evaporated to dryness under reduced pressure and the crude product purified by flash-chromatography (SiO2) using n-hexane/ethyl acetate 70/30 as eluant to give 7.9 g of 14β,15β-epoxy-17β-(3-furyl)-5β-androstan-3-one as a white solid.

WORKUP

后处理

  1. customAfter 4 hrs the solvent was evaporated to dryness under reduced pressure
  2. customthe crude product purified by flash-chromatography (SiO2)