1-Phenylpiperazine → 1-(N-Benzyloxycarbonyltyrosyl)-4-phenylpiperazine

HRID 5727

반응식

HRID 5727 반응식
[CH2:1]([O:8][C:9]([NH:11][C@H:12]([C:21]([OH:23])=O)[CH2:13][C:14]1[CH:19]=[CH:18][C:17]([OH:20])=[CH:16][CH:15]=1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:24]1([N:30]2[CH2:35][CH2:34][NH:33][CH2:32][CH2:31]2)[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1.C1CCC(N=C=NC2CCCCC2)CC1>C(Cl)Cl>[CH2:1]([O:8][C:9]([NH:11][C@H:12]([C:21]([N:33]1[CH2:34][CH2:35][N:30]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[CH2:31][CH2:32]1)=[O:23])[CH2:13][C:14]1[CH:15]=[CH:16][C:17]([OH:20])=[CH:18][CH:19]=1)=[O:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

5

반응물 3

HCID 70961-PhenylpiperazineHCID 10868DicyclohexylcarbodiimideHCID 712438N-benzyloxycarbonyl-l-tyrosine

생성물 1

HCID 544638561-(N-Benzyloxycarbonyltyrosyl)-4-phenylpiperazine수율 58.6%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

12.3 g of N-benzyloxycarbonyltyrosine and 6.6 g of N-phenylpiperazine were dissolved in 150 ml of methylene chloride, and to the solution was added 8.4 g of DCC, and the mixture was stirred at a room temperature for 5 hours. Precipitated insoluble matter was filtered off and the filtrate was concentrated under a reduced pressure, and resulting residue was applied to a silica gel column and eluted with hexane/ethyl acetate (1:1 to 1:2) to obtain 10.5 g of the title compound in a colorless amorphous form.

후처리

  1. filtrationPrecipitated insoluble matter was filtered off
  2. concentrationthe filtrate was concentrated under a reduced pressure
  3. customresulting residue
  4. washeluted with hexane/ethyl acetate (1:1 to 1:2)

출처 및 근거

ORD 기록
ord-6fb0cb4113fb499eb4dfc30867774f34
출처 데이터셋
uspto-grants-1993_09
특허 번호
US05245034

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