HRID1489245

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID10942334

Methanol, sodium salt

CH3NaO

结构：CCOc1ccc(-c2nc(-c3ccc(O[C@@H]4O[C@H](COC(C)=O)[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@H]4OC(C)=O)cc3)cs2)cc1OCC

HCID54060489

未命名化合物

PRODUCTS

生成物

结构：CCOc1ccc(-c2nc(-c3ccc(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)cc3)cs2)cc1OCC

HCID53804151

未命名化合物

收率 63.1%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID21226129

未命名化合物

PROCEDURE

实验过程

In 6 ml of a methanol-dichloromethane (2:1) mixed solvent was suspended 0.15 g of 4-[4-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)phenyl]-2-(3,4-diethoxyphenyl)thiazole. Thereto was added a catalytic amount of sodium methylate. The mixture was stirred at room temperature for 2 hours. The solvent was removed by distillation. The residue was recrystallized from methanol to obtain 71 mg of 4-[4-(β-D-glucopyranosyloxy)phenyl]-2-(3,4-diethoxyphenyl)thiazole.

WORKUP

后处理

customThe solvent was removed by distillation
customThe residue was recrystallized from methanol

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-46a929a7c0bc46eb95be6d6d9d49e04f
来源数据集: uspto-grants-1997_10
DOI: 10.6084/m9.figshare.5104873.v1
专利: US05677319
来源说明: uspto-grants-1997_10

反应 SMILES

C([O:4][C@@H:5]1[C@@H:10]([O:11]C(=O)C)[C@H:9]([O:15]C(=O)C)[C@@H:8]([CH2:19][O:20]C(=O)C)[O:7][C@H:6]1[O:24][C:25]1[CH:30]=[CH:29][C:28]([C:31]2[N:32]=[C:33]([C:36]3[CH:41]=[CH:40][C:39]([O:42][CH2:43][CH3:44])=[C:38]([O:45][CH2:46][CH3:47])[CH:37]=3)[S:34][CH:35]=2)=[CH:27][CH:26]=1)(=O)C.C[O-].[Na+]>CO.ClCCl>[C@@H:6]1([O:24][C:25]2[CH:26]=[CH:27][C:28]([C:31]3[N:32]=[C:33]([C:36]4[CH:41]=[CH:40][C:39]([O:42][CH2:43][CH3:44])=[C:38]([O:45][CH2:46][CH3:47])[CH:37]=4)[S:34][CH:35]=3)=[CH:29][CH:30]=2)[O:7][C@H:8]([CH2:19][OH:20])[C@@H:9]([OH:15])[C@H:10]([OH:11])[C@H:5]1[OH:4]