HRID1834964

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID702

Ethanol

C2H6O

HCID6101

4-Methylbenzenesulfonic acid

C7H8O3S

HCID31214

Ethyl orthoformate

C7H16O3

结构：CCC(=O)O.CCC(=O)O.C[C@H]1CC(=O)C=C2CC[C@H]3[C@@H]4CC[C@H](O)[C@@]4(C)CC[C@@H]3[C@]21CO

HCID86734729

未命名化合物

PRODUCTS

生成物

结构：CCOC1=CC2=CC[C@H]3[C@@H]4CC[C@H](OC(=O)CC)[C@@]4(C)CC[C@@H]3[C@@]2(COC(=O)CC)[C@@H](C)C1

HCID70614567

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID1049

Pyridine

C5H5N

溶剂HCID8028

Tetrahydrofuran

C4H8O

PROCEDURE

实验过程

A solution of 17β,19-dihydroxy-1α-methyl-4-androsten3-one dipropionate, triethylorthoformate, p-toluenesulfonic acid and ethanol in tetrahydrofuran is stirred at room temperature for about 2 hours. The reaction mixture is poured onto ice water containing a few drops of pyridine and stirred well. The solid which forms is filtered and crystallized from ethanol to yield pure 3-ethoxy-1α-methyl-3,5-androstadiene-17β,19-diol dipropionate.

WORKUP

后处理

filtrationThe solid which forms is filtered
customcrystallized from ethanol

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-1d08688b2d604ab4930ee0346a1fa7f0
来源数据集: uspto-grants-1978_01
DOI: 10.6084/m9.figshare.5104873.v1
专利: US04071625
来源说明: uspto-grants-1978_01

反应 SMILES

[C:1]([OH:5])(=[O:4])[CH2:2][CH3:3].[C:6]([OH:10])(=O)[CH2:7][CH3:8].O[C@H:12]1[CH2:17][CH2:16][C@H:15]2[C@H:18]3[C@H:29]([CH2:30][CH2:31][C@:13]12[CH3:14])[C@:26]1([CH2:27][OH:28])[C:21](=[CH:22][C:23](=[O:33])[CH2:24][C@@H:25]1[CH3:32])[CH2:20][CH2:19]3.[CH2:34](OC(OCC)OCC)[CH3:35].C1(C)C=CC(S(O)(=O)=O)=CC=1.C(O)C>O1CCCC1.N1C=CC=CC=1>[C:1]([O:5][C@H:12]1[CH2:17][CH2:16][C@H:15]2[C@H:18]3[C@H:29]([CH2:30][CH2:31][C@:13]12[CH3:14])[C@:26]1([CH2:27][O:28][C:6](=[O:10])[CH2:7][CH3:8])[C:21]([CH:22]=[C:23]([O:33][CH2:34][CH3:35])[CH2:24][C@@H:25]1[CH3:32])=[CH:20][CH2:19]3)(=[O:4])[CH2:2][CH3:3]