HRID1838906

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID5234

Sodium chloride

ClNa

HCID4311764

Sodium borohydride (Na(BH4))

H4BNa

结构：CCCCCCCCCN(C)CCCCC[C@@H]1Cc2cc(O)ccc2[C@@H]2[C@@H]1[C@@H]1CCC(=O)[C@@]1(C)C[C@@H]2F

HCID69918018

未命名化合物

PRODUCTS

生成物

结构：CCCCCCCCCN(C)CCCCC[C@@H]1Cc2cc(O)ccc2[C@@H]2[C@@H]1[C@@H]1CC[C@H](O)[C@@]1(C)C[C@@H]2F

HCID15858645

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID887

Methanol

CH4O

PROCEDURE

实验过程

85 mg of 11β-fluoro-3-hydroxy-7α-{5-[methyl-nonyl-amino]pentyl}oestra-1,3,5(10)-trien-17-one are dissolved in 3 ml of methanol and treated with 25 mg of sodium borohydride. After stirring at room temperature for 30 minutes, the solvent is for the most part stripped off in vacuo, the residue is treated with sodium chloride solution, and the mixture is extracted 3 times with methylene chloride, dried over magnesium sulphate and concentrated in vacuo. Preparative thin-layer chromatography using methylene chloride/methanol=9/1+0.5% triethylamine as a mobile phase leads to 33 mg of 11β-fluoro-7α-{5-[methyl-nonyl-amino]pentyl}-oestra-1,3,5(10)-triene-3,17β-diol as a foam.

WORKUP

后处理

extractionthe mixture is extracted 3 times with methylene chloride
dry with materialdried over magnesium sulphate
concentrationconcentrated in vacuo

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-7584fdc7f9b845fb9a870be7f4dff264
来源数据集: uspto-grants-2004_01
DOI: 10.6084/m9.figshare.5104873.v1
专利: US06677324B1
来源说明: uspto-grants-2004_01

反应 SMILES

[F:1][C@H:2]1[CH2:19][C@@:17]2([CH3:18])[C@@H:13]([CH2:14][CH2:15][C:16]2=[O:20])[C@H:12]2[C@H:3]1[C:4]1[CH:5]=[CH:6][C:7]([OH:37])=[CH:8][C:9]=1[CH2:10][C@H:11]2[CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][N:26]([CH3:36])[CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH3:35].[BH4-].[Na+].[Cl-].[Na+]>CO>[F:1][C@H:2]1[CH2:19][C@@:17]2([CH3:18])[C@@H:13]([CH2:14][CH2:15][C@@H:16]2[OH:20])[C@H:12]2[C@H:3]1[C:4]1[CH:5]=[CH:6][C:7]([OH:37])=[CH:8][C:9]=1[CH2:10][C@H:11]2[CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][N:26]([CH3:36])[CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH3:35]