1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → Di-tert-butyl 4-(3-((6-chloro-2-naphthyl)sulfonyl)propanoyl)piperazine-1,3-dicarboxylate

HRID 493713노트

반응식

HRID 493713 반응식
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH:8]=[C:7]([S:12]([CH2:15][CH2:16][C:17]([OH:19])=O)(=[O:14])=[O:13])[CH:6]=[CH:5]2.C1C=CC2N(O)N=NC=2C=1.CCN=C=NCCCN(C)C.[N:41]1([C:54]([O:56][C:57]([CH3:60])([CH3:59])[CH3:58])=[O:55])[CH2:46][CH2:45][NH:44][CH:43]([C:47]([O:49][C:50]([CH3:53])([CH3:52])[CH3:51])=[O:48])[CH2:42]1>C(N(CC)CC)C.C(#N)C>[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH:8]=[C:7]([S:12]([CH2:15][CH2:16][C:17]([N:44]1[CH2:45][CH2:46][N:41]([C:54]([O:56][C:57]([CH3:58])([CH3:59])[CH3:60])=[O:55])[CH2:42][CH:43]1[C:47]([O:49][C:50]([CH3:53])([CH3:52])[CH3:51])=[O:48])=[O:19])(=[O:13])=[O:14])[CH:6]=[CH:5]2

참가 물질

7

반응물 4

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 757711-HydroxybenzotriazoleHCID 2756817n-4-Boc-2-piperazinecarboxylic acid tert-butyl esterHCID 111973043-(6-Chloro-2-naphthyl)sulfonylpropionic acid

생성물 1

HCID 23130894Di-tert-butyl 4-(3-((6-chloro-2-naphthyl)sulfonyl)propanoyl)piperazine-1,3-dicarboxylate수율 383.1%

시약·촉매·용매 2

HCID 6342Acetonitrile용매HCID 8471Triethylamine용매

실험 절차

3-((6-Chloro-2-naphthyl)sulfonyl)propanoic acid (0.33 g), HOBt (2.30 g) and WSC (2.88 g) were added to acetonitrile (50 mL) and mixed for 15 minutes. Then, di-tert-butyl piperazine-1,3-dicarboxylate (2.99 g) and triethylamine (3.03 g) were added thereto, and the mixture was mixed at room temperature for 15 hours. The reaction solution was concentrated under reduced pressure, and the residue was diluted with ethyl acetate and an aqueous potassium carbonate solution. The organic layer was collected by separation, and dried over anhydrous sodium sulfate. The solvent was distilled off, and the residue was purified with a silica gel column to give the title compound (2.40 g) as a colorless powder.

후처리

  1. additionmixed for 15 minutes
  2. additionthe mixture was mixed at room temperature for 15 hours
  3. concentrationThe reaction solution was concentrated under reduced pressure
  4. additionthe residue was diluted with ethyl acetate
  5. customThe organic layer was collected by separation
  6. dry with materialdried over anhydrous sodium sulfate
  7. distillationThe solvent was distilled off
  8. customthe residue was purified with a silica gel column

출처 및 근거

ORD 기록
ord-896469730cd045fa8a5ab651660a0b28
출처 데이터셋
uspto-grants-2009_05
특허 번호
US07534887B2

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