Acetonitrile → 1-[3-(Benzoylthio)-3-(2-thenoyl)propionyl]-L-proline

HRID 66533노트

반응식

HRID 66533 반응식
Br[CH:2]([C:14](=[O:20])[C:15]1[S:19][CH:18]=[CH:17][CH:16]=1)[CH2:3][C:4]([N:6]1[CH2:13][CH2:12][CH2:11][C@H:7]1[C:8]([OH:10])=[O:9])=[O:5].C(#N)C.C[O-].[Na+].[C:27]([OH:35])(=[S:34])[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1>C(O)(=O)C>[C:27]([S:34][CH:2]([C:14](=[O:20])[C:15]1[S:19][CH:18]=[CH:17][CH:16]=1)[CH2:3][C:4]([N:6]1[CH2:13][CH2:12][CH2:11][C@H:7]1[C:8]([OH:10])=[O:9])=[O:5])(=[O:35])[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1

참가 물질

6

반응물 4

HCID 6342Acetonitrile2회HCID 10942334Sodium MethoxideHCID 127660951-[3-bromo-3-(2-thenoyl)propionyl]-L-prolineHCID 178526132HCID 178526132, 화합물

생성물 1

HCID 542407671-[3-(Benzoylthio)-3-(2-thenoyl)propionyl]-L-proline

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

As for Example 1, 1-[3-bromo-3-(2-thenoyl)propionyl]-L-proline (0.0085 mole) in 25 ml. of acetonitrile is added to a mixture of 0.015 mole of sodium methoxide and 0.015 mole of thiobenzoic acid in 25 ml. of acetonitrile. The mixture is stirred at room temperature for 16 hours, one ml. of acetic acid is added and the solvent removed under reduced pressure. The residue is partitioned between dichloromethane and water containing acetic acid. The organic layer is separated, washed with water, dried over magnesium sulfate and the solvent removed under reduced pressure to give the product of the Example as a pale yellow glass.

후처리

  1. customthe solvent removed under reduced pressure
  2. customThe residue is partitioned between dichloromethane and water
  3. additioncontaining acetic acid
  4. customThe organic layer is separated
  5. washwashed with water
  6. dry with materialdried over magnesium sulfate
  7. customthe solvent removed under reduced pressure
  8. customto give the product of the Example as a pale yellow glass

출처 및 근거

ORD 기록
ord-62b10584ce5a4ee89370b916eb3eaa7c
출처 데이터셋
uspto-grants-1982_08
특허 번호
US04342691

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