HRID233528

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID311

Citric acid

C6H8O7

结构：CC1(C)CN([C@H]2C[C@@]3(C)[C@@H](CC[C@H]4[C@@H]5CC[C@H](C#N)[C@@]5(C)CC(=O)[C@@H]43)C[C@@H]2O)CCO1

HCID22868795

未命名化合物

PRODUCTS

生成物

结构：CC1(C)CN([C@H]2C[C@@]3(C)[C@@H](CC[C@H]4[C@@H]5CC[C@H](C#N)[C@@]5(C)CC(=O)[C@@H]43)C[C@@H]2O)CCO1.O=C([O-])CC(O)(CC(=O)[O-])C(=O)[O-]

HCID131719790

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID702

Ethanol

C2H6O

PROCEDURE

实验过程

A mixture of (2β,3α,5α,17β)-3-hydroxy-2-(2,2-dimethyl-4-morpholinyl)androstane-11-one-17-carbonitrile (500 mg) and citric acid (224 mg) in ethanol (5 ml) was stirred for 5 min. Removal of the solvent under reduced pressure and crystallisation from dichloromethane-diethyl ether afforded (2β,3α,5α,17β)-3-hydroxy-2-(2,2-dimethyl-4-morpholinyl)androstane-11-one-17-carbonitrile 2-hydroxy-1,2,3-propanetricarboxylate (1:1) salt (427 mg). [α]D +80.8° (c 0.5).

WORKUP

后处理

customRemoval of the solvent
customunder reduced pressure and crystallisation from dichloromethane-diethyl ether

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-e61053942876446c820e0a40b7351274
来源数据集: uspto-grants-1997_01
DOI: 10.6084/m9.figshare.5104873.v1
专利: US05593983
来源说明: uspto-grants-1997_01

反应 SMILES

[OH:1][C@@H:2]1[C@@H:19]([N:20]2[CH2:25][CH2:24][O:23][C:22]([CH3:27])([CH3:26])[CH2:21]2)[CH2:18][C@@:17]2([CH3:28])[C@@H:4]([CH2:5][CH2:6][C@@H:7]3[C@@H:16]2[C:15](=[O:29])[CH2:14][C@@:12]2([CH3:13])[C@H:8]3[CH2:9][CH2:10][C@@H:11]2[C:30]#[N:31])[CH2:3]1.[C:32]([OH:44])(=[O:43])[CH2:33][C:34]([CH2:39][C:40]([OH:42])=[O:41])([C:36]([OH:38])=[O:37])[OH:35]>C(O)C>[OH:1][C@@H:2]1[C@@H:19]([N:20]2[CH2:25][CH2:24][O:23][C:22]([CH3:26])([CH3:27])[CH2:21]2)[CH2:18][C@@:17]2([CH3:28])[C@@H:4]([CH2:5][CH2:6][C@@H:7]3[C@@H:16]2[C:15](=[O:29])[CH2:14][C@@:12]2([CH3:13])[C@H:8]3[CH2:9][CH2:10][C@@H:11]2[C:30]#[N:31])[CH2:3]1.[OH:35][C:34]([C:36]([O-:38])=[O:37])([CH2:39][C:40]([O-:42])=[O:41])[CH2:33][C:32]([O-:44])=[O:43]