Water → 2-(N-benzyloxycarbonyl-N-methylamino)-3-methylbutyric acid 2-(3-tert-butyl-4-hydroxyphenyl)-1-(2-pyridylcarbamoyl)ethylamide

HRID 1988246노트

반응식

HRID 1988246 반응식
[C:1]([C:5]1[CH:6]=[C:7]([CH:20]=[CH:21][C:22]=1[OH:23])[CH2:8][C@@H:9]([C:11]([N-:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][N:15]=1)=[O:12])[NH2:10])([CH3:4])([CH3:3])[CH3:2].[C:24]([N:34]([CH3:42])[C@H:35]([C:39](O)=[O:40])[CH:36]([CH3:38])[CH3:37])([O:26][CH2:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)=[O:25].O>C1COCC1>[C:1]([C:5]1[CH:6]=[C:7]([CH2:8][CH:9]([NH:10][C:39](=[O:40])[CH:35]([N:34]([C:24]([O:26][CH2:27][C:28]2[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=2)=[O:25])[CH3:42])[CH:36]([CH3:38])[CH3:37])[C:11](=[O:12])[NH:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][N:15]=2)[CH:20]=[CH:21][C:22]=1[OH:23])([CH3:4])([CH3:2])[CH3:3]

참가 물질

5

반응물 3

HCID 962WaterHCID 7016371N-Methyl-N-[(phenylmethoxy)carbonyl]-L-valineHCID 178440897HCID 178440897, 화합물

생성물 1

HCID 867608942-(N-benzyloxycarbonyl-N-methylamino)-3-methylbutyric acid 2-(3-tert-butyl-4-hydroxyphenyl)-1-(2-pyridylcarbamoyl)ethylamide수율 65.6%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 3-tert-butyl-4-hydroxyphenylalanyl (2-pyridyl)amide (1.48 g, 4.73 mmol), Z-N-Me-Val-OH (1.63 g, 6.15 mmol) and CMPI (1.57 g, 6.15 mmol) in THF 30 ml, TEA (1.5 ml, 10.88 mmol) was added under cooling with ice and stirred for 3 hours under cooling with ice. The mixture was mixed with water and extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate and evaporated to remove the solvent under reduced pressure; the thus obtained residue was subjected to silica gel column chromatography (developing solvent: ethyl acetate:n-hexane=1:2), giving the titled compound (1.74 g, 65%).

후처리

  1. temperatureunder cooling with ice
  2. temperatureunder cooling with ice
  3. extractionextracted with ethyl acetate
  4. washThe organic layer was washed with saturated brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customevaporated
  7. customto remove the solvent under reduced pressure

출처 및 근거

ORD 기록
ord-0c513f773cba4e6dbb167847c5a4dd7c
출처 데이터셋
uspto-grants-2009_06
특허 번호
US07553969B1

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