huagongshe.com
HRID861636

反应详情

EQUATION

反应方程式

HRID 861636 的结构方程式

REACTANTS

反应物

5
结构：CCOCC
HCID3283

Diethyl Ether

C4H10O

结构：[Cl-].[NH4+]
HCID25517

未命名化合物

结构：[Li]
HCID3028194

Lithium

Li

结构：C1CCOC1.N
HCID21982362

未命名化合物

结构：C=C[C@H]1C=C2C[C@@H](O)CC[C@]2(C)[C@H]2CC[C@]3(C)C(=O)CC[C@H]3[C@H]12
HCID67648341

未命名化合物

PRODUCTS

生成物

1
结构：C[C@]12C(=CC[C@@H]3[C@@H]1CC[C@]1(C)C(=O)CC[C@@H]31)C[C@@H](O)C[C@@H]2O
HCID167955

1,3-Dihydroxyandrost-5-en-17-one

C19H28O3

PROCEDURE

实验过程

Alkaline hydrogen peroxide epoxidation of androsta-1,4,6-triene-3,17-dione 17-ketal 1 with basic hydrogen peroxide yields the 1α,2α-epoxide 2. Treatment of 1α,2α-epoxyandrosta-4,6-dien-3,17-dione 17-ketal 2 with a large excess each of lithium metal and ammonium chloride in ammonia-tetrahydrofuran (1:1) under reflux leads to 1α,3β-dihydroxyandrost-5-en-17-one 17-ketal 3. Hydrolysis of the ketal affords 1α,3β-dihydroxyandrost-5-en-17-one, 4. Also, fermentation of DHEA with penicillium aspergillus affords 4, i.e. penicillium aspergillus may be able to 1α-hydroxylate other substrates. ##STR31## Dodson, R. M., Goldkamp, A. M., and Muir, R. D., JACS, 1957, 79, 3921. Dodson, R. M., Goldkamp, A. M., and Muir, R. D., JACS, 1960, 82, 4026.