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Acetic Acid → (2S,4S)-4-mercapto-1-methyl-2-(2-oxoimidazolidin-1-yl)methylpyrrolidine

HRID 1650861
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HRID 1650861 반응식
C([S:4][C@@H:5]1[CH2:9][N:8]([CH3:10])[C@H:7]([CH2:11][N:12]2[CH2:16][CH2:15][NH:14][C:13]2=[O:17])[CH2:6]1)(=O)C.C[O-].[Na+].C(O)(=O)C>CO>[SH:4][C@@H:5]1[CH2:9][N:8]([CH3:10])[C@H:7]([CH2:11][N:12]2[CH2:16][CH2:15][NH:14][C:13]2=[O:17])[CH2:6]1
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참가 물질

5

반응물 3

HCID 176Acetic AcidHCID 10942334Sodium MethoxideHCID 18639285(2S,4S)-4-acetylthio-1-methyl-2-(2-oxoimidazolidin-1-yl)methylpyrrolidine

생성물 1

HCID 18639286(2S,4S)-4-mercapto-1-methyl-2-(2-oxoimidazolidin-1-yl)methylpyrrolidine수율 39.2%

시약·촉매·용매 1

HCID 887Methanol용매2회

실험 절차

To a solution of (2S,4S)-4-acetylthio-1-methyl-2-(2-oxoimidazolidin-1-yl)methylpyrrolidine (1.83 g) in methanol (20 ml) was added 28% sodium methoxide in methanol solution (1.50 ml) at -10°~-5° C. and the mixture was stirred at the same temperature for 30 minutes. To the reaction mixture was added acetic acid (0.45 ml) at the same temperature and the mixture was evaporated in vacuo. The resulting residue was chromatographed on silica gel (100 g) eluting with a mixture of chloroform and methanol (9:1 V/V). The fractions containing the desired compound were collected and evaporated in vacuo to give (2S,4S)-4-mercapto-1-methyl-2-(2-oxoimidazolidin-1-yl)methylpyrrolidine (0.60 g).

후처리

  1. customthe mixture was evaporated in vacuo
  2. customThe resulting residue was chromatographed on silica gel (100 g)
  3. washeluting with a mixture of chloroform and methanol (9:1 V/V)
  4. additionThe fractions containing the desired compound
  5. customwere collected
  6. customevaporated in vacuo

출처 및 근거

ORD 기록
ord-8b2d73301615416f9f369f02b2d20457
출처 데이터셋
uspto-grants-1990_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04925838

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