Water → N-(3-acetylthio-2-acetylthiomethylpropionyl)-N-(5,6-dimethoxy-1-indanyl)glycine

HRID 1248063노트

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HRID 1248063 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][C:11]=1[O:12][CH3:13])[CH:8]([NH:14][CH2:15][C:16]([OH:18])=[O:17])[CH2:7][CH2:6]2.[C:19]([S:22][CH2:23][CH:24]([CH2:28][S:29][C:30](=[O:32])[CH3:31])[C:25](Cl)=[O:26])(=[O:21])[CH3:20].O>CC(N(C)C)=O>[C:19]([S:22][CH2:23][CH:24]([CH2:28][S:29][C:30](=[O:32])[CH3:31])[C:25]([N:14]([CH:8]1[C:9]2[C:5](=[CH:4][C:3]([O:2][CH3:1])=[C:11]([O:12][CH3:13])[CH:10]=2)[CH2:6][CH2:7]1)[CH2:15][C:16]([OH:18])=[O:17])=[O:26])(=[O:21])[CH3:20]

참가 물질

5

반응물 3

HCID 962WaterHCID 129261603-Acetylthio-2-acetylthiomethylpropionyl chlorideHCID 13472326N-(5,6-dimethoxy-1-indanyl)glycine

생성물 1

HCID 13472311N-(3-acetylthio-2-acetylthiomethylpropionyl)-N-(5,6-dimethoxy-1-indanyl)glycine수율 45.5%

시약·촉매·용매 1

HCID 31374Dimethylacetamide용매

실험 절차

N-(5,6-Dimethoxy-1-indanyl)glycine (4.0 g) is suspended in 40 ml of dimethylacetamide, then 4.4 g of 3-acetylthio-2-acetylthiomethylpropionyl chloride is added dropwise with stirring at room temperature, and the mixture is stirred at room temperature for 2 hours. The reaction mixture is poured into 400 ml of water and extracted with 300 ml of ethyl acetate. The extract is washed with 30 ml of 10% hydrochloric acid and with water, and dried. After ethyl acetate is distilled off under reduced pressure, ethyl ether is added to the residue and the mixture is allowed to stand at room temperature. The resulting crystalline precipitates are collected by filtration to give 3.4 g of N-(3-acetylthio-2-acetylthiomethylpropionyl)-N-(5,6-dimethoxy-1-indanyl)glycine as colorless needles melting at 140°-143° C.

후처리

  1. stirringthe mixture is stirred at room temperature for 2 hours
  2. extractionextracted with 300 ml of ethyl acetate
  3. washThe extract is washed with 30 ml of 10% hydrochloric acid and with water
  4. customdried
  5. distillationAfter ethyl acetate is distilled off under reduced pressure, ethyl ether
  6. additionis added to the residue
  7. customto stand at room temperature
  8. customThe resulting crystalline precipitates
  9. filtrationare collected by filtration

출처 및 근거

ORD 기록
ord-f0c6b678a08148208007fa6a8bb26add
출처 데이터셋
uspto-grants-1985_06
특허 번호
US04521607

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