Dicyclohexylcarbodiimide → N-(4-methoxycarbonyl-2-methylbutanoyl)-L-alanine benzyl ester

HRID 262276노트

반응식

HRID 262276 반응식
[CH3:1][O:2][C:3]([CH2:5][CH2:6][CH:7]([CH3:11])[C:8]([OH:10])=O)=[O:4].[CH2:12]([O:19][C:20](=[O:24])[C@H:21]([CH3:23])[NH2:22])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.OC1C2N=NNC=2C=CC=1.C1(N=C=NC2CCCCC2)CCCCC1>ClCCl>[CH2:12]([O:19][C:20](=[O:24])[C@H:21]([CH3:23])[NH:22][C:8](=[O:10])[CH:7]([CH3:11])[CH2:6][CH2:5][C:3]([O:2][CH3:1])=[O:4])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

참가 물질

6

반응물 4

HCID 10868DicyclohexylcarbodiimideHCID 726858benzyl (2S)-2-aminopropanoateHCID 131928974-Carbomethoxy-2-methylbutanoic acidHCID 178418300HCID 178418300, 화합물

생성물 1

HCID 22804619N-(4-methoxycarbonyl-2-methylbutanoyl)-L-alanine benzyl ester

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

4-methoxycarbonyl-2-methylbutanoic acid (3.1 g.), L-alanine benzyl ester (3.58 g.) and hydroxybenzotriazole (2.7 g.) are dissolved in dichloromethane. The solution is chilled in the ice bath and dicyclohexylcarbodiimide (4.12 g.) is added. After stirring 15 minutes in the ice bath and 18 hours at room temperature the precipitate is filtered off and the filtrate is concentrated to dryness. The residue is dissolved in ethyl acetate and washed neutral. The organic phase is dried over magnesium sulfate and concentrated to dryness to yield N-(4-methoxycarbonyl-2-methylbutanoyl)-L-alanine benzyl ester.

후처리

  1. additionis added
  2. filtrationis filtered off
  3. concentrationthe filtrate is concentrated to dryness
  4. dissolutionThe residue is dissolved in ethyl acetate
  5. washwashed neutral
  6. dry with materialThe organic phase is dried over magnesium sulfate
  7. concentrationconcentrated to dryness

출처 및 근거

ORD 기록
ord-58e48a7467074ebdaf5c471094cf7c7f
출처 데이터셋
uspto-grants-1979_05
특허 번호
US04153725

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