HRID1744791

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID21672619

1,1'-[(5-Ethenyl-1,3-phenylene)bis(oxymethylene)]dibenzene

C22H20O2

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

HCID69626938

未命名化合物

PRODUCTS

生成物

结构：CC(C)(C)[Si](C)(C)O[C@H]1CC[C@H]2[C@@H]3[C@H](CC=Cc4cc(OCc5ccccc5)cc(OCc5ccccc5)c4)C[C@H]4CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C

HCID69627056

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

结构：[Cl][Ru][Cl].c1ccc(C([PH](C2CCCCC2)(C2CCCCC2)C2CCCCC2)[PH](C2CCCCC2)(C2CCCCC2)C2CCCCC2)cc1

催化剂HCID90332616

未命名化合物

溶剂HCID6344

Dichloromethane

CH2Cl2

CONDITIONS

反应条件

温度: 30 °C

PROCEDURE

实验过程

Under argon atmosphere, 7α-allyl-17β-(tert-butyldimethylsilyloxy)-5α-androstan-3-one (200 mg), 3,5-dibenzyloxystyrene (285 mg) and benzylidene-bis(tricyclohexylphosphine)-dichlororuthenium (37 mg) were dissolved in methylene chloride (2.5 ml) and stirred at 30° C. for 14 hours. After evaporation under reduced pressure to remove the solvent, the residue was purified by silica gel column chromatography (eluent: ethyl acetate/n-hexane=1/5) to give 17β-(tert-butyldimethylsilyloxy)-7α-(3-(3,5-dibenzyloxyphenyl)-2-propenyl)-5α-androstan-3-one.

WORKUP

后处理

customAfter evaporation under reduced pressure
customto remove the solvent
customthe residue was purified by silica gel column chromatography (eluent: ethyl acetate/n-hexane=1/5)

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-79701daf5f684d22878e45f58f0c6585
来源数据集: uspto-grants-2006_03
DOI: 10.6084/m9.figshare.5104873.v1
专利: US07018993B2
来源说明: uspto-grants-2006_03

反应 SMILES

[CH2:1]([C@@H:4]1[CH2:21][C@@H:20]2[C@:15]([CH3:23])([CH2:16][CH2:17][C:18](=[O:22])[CH2:19]2)[C@@H:14]2[C@@H:5]1[C@H:6]1[C@@:10]([CH2:12][CH2:13]2)([CH3:11])[C@@H:9]([O:24][Si:25]([C:28]([CH3:31])([CH3:30])[CH3:29])([CH3:27])[CH3:26])[CH2:8][CH2:7]1)[CH:2]=[CH2:3].[CH2:32]([O:39][C:40]1[CH:41]=[C:42]([CH:45]=[C:46]([O:48][CH2:49][C:50]2[CH:55]=[CH:54][CH:53]=[CH:52][CH:51]=2)[CH:47]=1)C=C)[C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1>C(Cl)Cl.C(P(C1CCCCC1)(C1CCCCC1)C1CCCCC1)(P(C1CCCCC1)(C1CCCCC1)C1CCCCC1)C1C=CC=CC=1.Cl[Ru]Cl>[Si:25]([O:24][C@H:9]1[CH2:8][CH2:7][C@H:6]2[C@H:5]3[C@H:14]([CH2:13][CH2:12][C@:10]12[CH3:11])[C@:15]1([CH3:23])[C@H:20]([CH2:19][C:18](=[O:22])[CH2:17][CH2:16]1)[CH2:21][C@H:4]3[CH2:1][CH:2]=[CH:3][C:42]1[CH:45]=[C:46]([O:48][CH2:49][C:50]2[CH:55]=[CH:54][CH:53]=[CH:52][CH:51]=2)[CH:47]=[C:40]([O:39][CH2:32][C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)[CH:41]=1)([C:28]([CH3:31])([CH3:30])[CH3:29])([CH3:26])[CH3:27]