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

HRID 66509ノート

反応式

HRID 66509 の反応式
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

参加物

6

反応物 4

HCID 6342AcetonitrileHCID 10942334Sodium MethoxideHCID 127660951-[3-bromo-3-(2-thenoyl)propionyl]-L-prolineHCID 178526132HCID 178526132、化合物

生成物 1

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

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

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 acetontrile. 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.

後処理

  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

出典と根拠

ORDレコード
ord-b30bac642d1248868d2e3e2749944cd8
出典データセット
uspto-grants-1982_08
特許番号
US04342690

反応ノート

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