HRID37451

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID249884

3-(1-methylpyrrolidin-2-yl)pyridin-2(1h)-one

C10H14N2O

HCID5359268

Aluminum

结构：CC(=O)OC[C@H]1OC(Br)[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@@H]1OC(C)=O

HCID11729291

未命名化合物

PRODUCTS

生成物

结构：CC(=O)OC[C@H]1O[C@@H](Oc2ncccc2C2CCCN2C)[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@@H]1OC(C)=O

HCID15293694

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

催化剂HCID178418647

未命名化合物

溶剂HCID6344

Dichloromethane

CH2Cl2

PROCEDURE

实验过程

(±)-3-(1-methyl-2-pyrrolidinyl)-2-pyridone (1)(2.0 g) and 2,3,4,6-tetra-O-acetylglucopyranosyl bromide (4a)(5.6 g) were dissolved in dichloromethane (40 ml). To this solution, silver carbonate (1.8 g) was added. The mixture was stirred at room temperature for 24 hours while the vessel was shielded from light by an aluminum sheet. Solid material was filtered off, and the filtrate was concentrated under reduced pressure. As a result, (±)-3-(1-methyl-2-pyrrolidinyl)-2-pyridyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside (5a) was obtained. The compound (5a) obtained as above was subjected to the experiment of the following example without purification.

WORKUP

后处理

filtrationSolid material was filtered off
concentrationthe filtrate was concentrated under reduced pressure

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-76d9c04f80b54661bd4b875a3ac88b7c
来源数据集: uspto-grants-1995_05
DOI: 10.6084/m9.figshare.5104873.v1
专利: US05420286
来源说明: uspto-grants-1995_05

反应 SMILES

[CH3:1][N:2]1[CH2:6][CH2:5][CH2:4][CH:3]1[C:7]1[C:8](=[O:13])[NH:9][CH:10]=[CH:11][CH:12]=1.[C:14]([O:17][C@@H:18]1[C@@H:23]([O:24][C:25](=[O:27])[CH3:26])[C@H:22]([O:28][C:29](=[O:31])[CH3:30])[C@@H:21]([CH2:32][O:33][C:34](=[O:36])[CH3:35])[O:20][CH:19]1Br)(=[O:16])[CH3:15].[Al]>ClCCl.C(=O)([O-])[O-].[Ag+2]>[C:14]([O:17][C@@H:18]1[C@@H:23]([O:24][C:25](=[O:27])[CH3:26])[C@H:22]([O:28][C:29](=[O:31])[CH3:30])[C@@H:21]([CH2:32][O:33][C:34](=[O:36])[CH3:35])[O:20][C@H:19]1[O:13][C:8]1[C:7]([CH:3]2[CH2:4][CH2:5][CH2:6][N:2]2[CH3:1])=[CH:12][CH:11]=[CH:10][N:9]=1)(=[O:16])[CH3:15]