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Boc-DL-valine → HCID 86656007, 화합물

HRID 1043398
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HRID 1043398 반응식
[C:1]([O:5][C:6]([NH:8][CH:9]([CH:13]([CH3:15])[CH3:14])[C:10]([OH:12])=O)=[O:7])([CH3:4])([CH3:3])[CH3:2].[NH2:16][CH:17]([CH3:48])[C:18]([NH:20][CH:21]([CH2:38][C:39]1[CH:44]=[C:43]([F:45])[C:42]([F:46])=[CH:41][C:40]=1[F:47])[CH2:22][C:23](=[O:37])[N:24]1[CH2:29][CH2:28][N:27]2[C:30]([C:33]([F:36])([F:35])[F:34])=[N:31][N:32]=[C:26]2[CH2:25]1)=[O:19]>C(Cl)Cl>[C:1]([O:5][C:6](=[O:7])[NH:8][CH:9]([C:10](=[O:12])[NH:16][CH:17]([C:18](=[O:19])[NH:20][CH:21]([CH2:38][C:39]1[CH:44]=[C:43]([F:45])[C:42]([F:46])=[CH:41][C:40]=1[F:47])[CH2:22][C:23](=[O:37])[N:24]1[CH2:29][CH2:28][N:27]2[C:30]([C:33]([F:35])([F:34])[F:36])=[N:31][N:32]=[C:26]2[CH2:25]1)[CH3:48])[CH:13]([CH3:15])[CH3:14])([CH3:2])([CH3:3])[CH3:4]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 270655Boc-DL-valineHCID 53476045HCID 53476045, 화합물

생성물 1

HCID 86656007HCID 86656007, 화합물수율 58%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a stirred solution of 2-tert-Butoxycarbonylamino-3-methyl-butyric acid (0.390 gm, 0.00179 moles) in CH2Cl2 (40 ml) was added at 0° C. The reaction mixture was then stirred for 15 minutes. To this stirred solution was added 2-Amino-N-[3-oxo-1-(2,4,5-trifluoro-benzyl)-3-(3-trifluoromethyl-5,6-dihydro-8H-[1,2,4]triazolo[4,3-a]pyrazin-7-yl)-propyl]-propionamide (0.860 gm, 0.00179 moles) at 0° C. The reaction mixture was then stirred for overnight. Dicyclohexyl urea was removed by filtration and filtrate was concentrated in vacuum. The residue was purified by silica gel chromatography using CH2Cl2/MeOH (9.7/0.3) as an eluent to yield (2-Methyl-1-{1-[3-oxo-1-(2,4,5-trifluoro-benzyl)-3-(3-trifluoromethyl-5,6-dihydro-8H-[1,2,4]triazolo[4,3-a]pyrazin-7-yl)-propylcarbamoyl]-ethylcarbamoyl}-propyl)-carbamic acid tert-butyl ester (Compound of formula 7) (Yield=0.7 gm, 58%)

후처리

  1. stirringThe reaction mixture was then stirred for overnight
  2. customDicyclohexyl urea was removed by filtration and filtrate
  3. concentrationwas concentrated in vacuum
  4. customThe residue was purified by silica gel chromatography

출처 및 근거

ORD 기록
ord-f0b2a5977624400592d229f364c60d8a
출처 데이터셋
uspto-grants-2013_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08563517B2

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