HRID2206768

反应详情

EQUATION

反应方程式

REACTANTS

反应物

结构：CC(=O)OC[C@H]1O[C@@H](c2cc(Cc3ccc(C(C)=O)cc3)c(Cl)c3c2CCCO3)[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@@H]1OC(C)=O

HCID86714078

未命名化合物

PRODUCTS

生成物

结构：C=Cc1ccc(Cc2cc([C@@H]3O[C@H](COC(C)=O)[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@H]3OC(C)=O)c3c(c2Cl)OCCC3)cc1

HCID86714079

未命名化合物

收率 58%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID1140

Toluene

C7H8

CONDITIONS

反应条件

温度: 120 °C

PROCEDURE

实验过程

To a solution of acetate 178 (480 mg, 0.76 mmol) in Toluene (10 mL) was added p-TsOH monohydrate. The mixture was stirred for 90 min at 120° C. The mixture was cooled to rt and evaporated in vacuo. The residue was purified by silica gel column chromatography to provide the product 179 (270 mg, 58%).

WORKUP

后处理

temperatureThe mixture was cooled to rt
customevaporated in vacuo
customThe residue was purified by silica gel column chromatography

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-6c1f6a060cd84a188f054d4877219ded
来源数据集: uspto-grants-2016_06
DOI: 10.6084/m9.figshare.5104873.v1
专利: US09371303B2
来源说明: uspto-grants-2016_06

反应 SMILES

[C:1]([O:4][C@H:5]1[C@H:10]([O:11][C:12](=[O:14])[CH3:13])[C@@H:9]([O:15][C:16](=[O:18])[CH3:17])[C@H:8]([C:19]2[CH:28]=[C:27]([CH2:29][C:30]3[CH:35]=[CH:34][C:33]([C:36](=O)[CH3:37])=[CH:32][CH:31]=3)[C:26]([Cl:39])=[C:25]3[C:20]=2[CH2:21][CH2:22][CH2:23][O:24]3)[O:7][C@@H:6]1[CH2:40][O:41][C:42](=[O:44])[CH3:43])(=[O:3])[CH3:2]>C1(C)C=CC=CC=1>[C:1]([O:4][C@H:5]1[C@H:10]([O:11][C:12](=[O:14])[CH3:13])[C@@H:9]([O:15][C:16](=[O:18])[CH3:17])[C@H:8]([C:19]2[CH:28]=[C:27]([CH2:29][C:30]3[CH:35]=[CH:34][C:33]([CH:36]=[CH2:37])=[CH:32][CH:31]=3)[C:26]([Cl:39])=[C:25]3[C:20]=2[CH2:21][CH2:22][CH2:23][O:24]3)[O:7][C@@H:6]1[CH2:40][O:41][C:42](=[O:44])[CH3:43])(=[O:3])[CH3:2]