Phenyl isocyanate → N-(3-Phenylcarbamoylthio-2-methyl-propanoyl)-N-cyclopentyl glycine

HRID 1904634

반응식

HRID 1904634 반응식
[SH:1][CH2:2][CH:3]([CH3:16])[C:4]([N:6]([CH:11]1[CH2:15][CH2:14][CH2:13][CH2:12]1)[CH2:7][C:8]([OH:10])=[O:9])=[O:5].[C:17]1([N:23]=[C:24]=[O:25])[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>C(Cl)Cl.CCOCC>[C:17]1([NH:23][C:24]([S:1][CH2:2][CH:3]([CH3:16])[C:4]([N:6]([CH:11]2[CH2:15][CH2:14][CH2:13][CH2:12]2)[CH2:7][C:8]([OH:10])=[O:9])=[O:5])=[O:25])[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

참가 물질

5

반응물 2

HCID 7672Phenyl isocyanateHCID 13469595(S)-[Cyclopentyl-(3-mercapto-2-methyl-propionyl)-amino]-acetic acid

생성물 1

HCID 13469596N-(3-Phenylcarbamoylthio-2-methyl-propanoyl)-N-cyclopentyl glycine

시약·촉매·용매 2

HCID 3283Diethyl Ether용매HCID 6344Dichloromethane용매

실험 절차

A mixture of 4.9 g (0.02M) of N-(3-mercapto-2-methyl propanoyl)-N-cyclopentyl glycine and 8 ml of phenyl isocyanate in 5 ml methylene chloride was stirred at room temperature for 72 hours. The mixture was diluted with ether and filtered. The ether solution was washed with water, dried over MgSO4 and evaporated to dryness. The crude residue was dissolved in acetonitrile, treated with charcoal and crystallized by addition of ether, m.p. 170°-172° C.

후처리

  1. filtrationfiltered
  2. washThe ether solution was washed with water
  3. dry with materialdried over MgSO4
  4. customevaporated to dryness
  5. dissolutionThe crude residue was dissolved in acetonitrile
  6. additiontreated with charcoal
  7. customcrystallized by addition of ether, m.p. 170°-172° C.

출처 및 근거

ORD 기록
ord-4e4353bd8f7547899d389454002556e5
출처 데이터셋
uspto-grants-1989_06
특허 번호
US04839367

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