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

HRID 972336노트

반응식

HRID 972336 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-5297dc6b3a1646df87d9197147768a69
출처 데이터셋
uspto-grants-1977_10
특허 번호
US04052511

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