HRID64736

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID6228

N,N-Dimethylformamide

C3H7NO

HCID14798

Sodium Hydroxide

HNaO

HCID92779

2-Hydroxy-4-methylpentanoic acid

C6H12O3

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

HCID15593764

未命名化合物

PRODUCTS

生成物

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

HCID70467670

未命名化合物

收率 96.3%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID180

Acetone

C3H6O

PROCEDURE

实验过程

In 2.0 ml of acetone is dissolved 0.26 g of leucic acid, and 1.0 ml of 2N-NaOH is added, followed by addition of 0.44 g of 16β-ethyl-17β-bromoacetoxy-4-estren-3-one and 15 ml of DMF. The mixture is refluxed for 3 hours, and thereafter treated in the same manner as Example 26. The reaction mixture is then subjected to column chromatography. Following passage of 50 ml of diisopropyl ether-n-hexane (1:1), elution is carried out with 200 ml of diisopropyl ether. The eluate is evaporated under reduced pressure to remove the solvent, giving 0.475 g of the above-identified compound as a viscous oil.

WORKUP

后处理

additionis added
temperatureThe mixture is refluxed for 3 hours
additiontreated in the same manner as Example 26
washpassage of 50 ml of diisopropyl ether-n-hexane (1:1), elution
customThe eluate is evaporated under reduced pressure
customto remove the solvent

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-8d75143b7589477eb7b0b8c2e8274815
来源数据集: uspto-grants-1986_09
DOI: 10.6084/m9.figshare.5104873.v1
专利: US04609650
来源说明: uspto-grants-1986_09

反应 SMILES

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