Water → 1-Methyl-3(carboethoxypropyl)-7-(pivaloyloxymethyl)xanthine

HRID 443969

반응식

HRID 443969 반응식
[CH3:1][N:2]1[C:11](=[O:12])[C:10]2[N:9]([CH2:13][O:14][C:15](=[O:20])[C:16]([CH3:19])([CH3:18])[CH3:17])[CH:8]=[N:7][C:6]=2[NH:5][C:3]1=[O:4].C(=O)([O-])[O-].[Na+].[Na+].I[CH2:28][CH2:29][CH2:30][C:31]([O:33][CH2:34][CH3:35])=[O:32].O>CN(C=O)C.CCO.C(Cl)(Cl)Cl>[CH3:1][N:2]1[C:11](=[O:12])[C:10]2[N:9]([CH2:13][O:14][C:15](=[O:20])[C:16]([CH3:17])([CH3:19])[CH3:18])[CH:8]=[N:7][C:6]=2[N:5]([CH2:28][CH2:29][CH2:30][C:31]([O:33][CH2:34][CH3:35])=[O:32])[C:3]1=[O:4]

참가 물질

7

반응물 4

HCID 962WaterHCID 10340Sodium CarbonateHCID 10890062Ethyl 4-iodobutanoateHCID 128798411-Methyl-7-(pivaloyloxymethyl)xanthine

생성물 1

HCID 128798421-Methyl-3(carboethoxypropyl)-7-(pivaloyloxymethyl)xanthine수율 123.6%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 21889567Chloroform ethanol용매

실험 절차

A mixture of 1-methyl-7-(pivaloyloxymethyl)xanthine (350 mg, 1.25 mmes) sodium carbonate (265 mg, 2.50 mmoles) and ethyl 4-iodobutyrate (384 μl, 2.50 mmole) in 5.8 ml dry DMF was stirred under nitrogen at room temperature for 18 hours. Water was added and the reaction mixture extracted with chloroform. After drying, the extracts were stripped to leave a yellow oil which goes to chromotographed on four thick silica gel plates with 10% EtOH/CHCl3. The band was scraped off and eluted with 100 ml of 25% EtOH/CHCl3 to yield 609 mg of the desired product as an oil.

후처리

  1. extractionthe reaction mixture extracted with chloroform
  2. customAfter drying
  3. customto leave a yellow oil which
  4. washeluted with 100 ml of 25% EtOH/CHCl3

출처 및 근거

ORD 기록
ord-25c6aa5367db425c9f55d3e566257aa7
출처 데이터셋
uspto-grants-1981_04
특허 번호
US04262089

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