Triethylamine → 1-(3-methoxycarbonyl-2-methylpropanoyl)-L-prolineamide

HRID 972336ノート

反応式

HRID 972336 の反応式
[CH3:1][O:2][C:3]([CH2:5][CH:6]([CH3:17])[C:7]([N:9]1[CH2:16][CH2:15][CH2:14][C@H:10]1[C:11](O)=[O:12])=[O:8])=[O:4].C(OC(Cl)=O)C(C)C.C([N:28](CC)CC)C>ClCCl>[CH3:1][O:2][C:3]([CH2:5][CH:6]([CH3:17])[C:7]([N:9]1[CH2:16][CH2:15][CH2:14][C@H:10]1[C:11]([NH2:28])=[O:12])=[O:8])=[O:4]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 62365Isobutyl chloroformateHCID 538488431-(3-Methoxycarbonyl-2-methylpropanoyl)-L-proline

生成物 1

HCID 227996501-(3-methoxycarbonyl-2-methylpropanoyl)-L-prolineamide

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

1-(3-Methoxycarbonyl-2-methylpropanoyl)-L-proline (2.4 g.) is dissolved in a mixture of dichloromethane (50 ml.) and triethylamine (1.4 ml.). The solution is chilled in an ice water bath and isobutylchloroformate (1.36 g.) is added while the mixture is stirred. After 10 minutes ammonia (gas) is bubbled through the solution, still in the ice bath, for fifteen minutes. The reaction mixture is stirred for 1 hour at room temperature, diluted with methylene chloride (100 ml.) and washed with water, 0.1 N hydrochloric acid, water, and dried over magnesium sulfate. The solvent is removed in vacuo to yield 1-(3-methoxycarbonyl-2-methylpropanoyl)-L-prolineamide.

後処理

  1. temperatureThe solution is chilled in an ice water bath
  2. customAfter 10 minutes ammonia (gas) is bubbled through the solution, still in the ice bath, for fifteen minutes
  3. stirringThe reaction mixture is stirred for 1 hour at room temperature
  4. additiondiluted with methylene chloride (100 ml.)
  5. washwashed with water, 0.1 N hydrochloric acid, water
  6. dry with materialdried over magnesium sulfate
  7. customThe solvent is removed in vacuo

出典と根拠

ORDレコード
ord-5297dc6b3a1646df87d9197147768a69
出典データセット
uspto-grants-1977_10
特許番号
US04052511

反応ノート

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