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

HRID 1988246ノート

反応式

HRID 1988246 の反応式
[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]

参加物

5

反応物 3

HCID 962WaterHCID 7016371N-Methyl-N-[(phenylmethoxy)carbonyl]-L-valineHCID 178440897HCID 178440897、化合物

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-0c513f773cba4e6dbb167847c5a4dd7c
出典データセット
uspto-grants-2009_06
特許番号
US07553969B1

反応ノート

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