3-(1-Methylpyrrolidin-2-yl)pyridin-2(1h)-one → (+/-)-3-(1-methyl-2-pyrrolidinyl)-2-pyridyl 2,3,4,6-tetra-O-acetyl-beta-D-glucopyranoside

HRID 37451

反応式

HRID 37451 の反応式
[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]

参加物

6

反応物 3

HCID 2498843-(1-Methylpyrrolidin-2-yl)pyridin-2(1h)-oneHCID 5359268AluminumHCID 11729291Tetra-O-acetylglucopyranosyl bromide

生成物 1

HCID 15293694(+/-)-3-(1-methyl-2-pyrrolidinyl)-2-pyridyl 2,3,4,6-tetra-O-acetyl-beta-D-glucopyranoside

試薬・触媒・溶媒 2

HCID 178418647HCID 178418647、化合物触媒HCID 6344Dichloromethane溶媒

実験手順

(±)-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.

後処理

  1. filtrationSolid material was filtered off
  2. concentrationthe filtrate was concentrated under reduced pressure

出典と根拠

ORDレコード
ord-76d9c04f80b54661bd4b875a3ac88b7c
出典データセット
uspto-grants-1995_05
特許番号
US05420286

関連ノート

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