Water → Z-N-Me-Val-N-Me-Tyr(3-tBu)-NHOMe

HRID 1988243ノート

反応式

HRID 1988243 の反応式
[NH:1]([CH3:20])[C@H:2]([C:15]([NH:17][O:18][CH3:19])=[O:16])[CH2:3][C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[C:6]([C:11]([CH3:14])([CH3:13])[CH3:12])[CH:5]=1.[C:21]([N:31]([CH3:39])[C@H:32]([C:36]([OH:38])=O)[CH:33]([CH3:35])[CH3:34])([O:23][CH2:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)=[O:22].O>C1COCC1>[C:21]([N:31]([CH3:39])[C@H:32]([C:36]([N:1]([CH3:20])[C@H:2]([C:15]([NH:17][O:18][CH3:19])=[O:16])[CH2:3][C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[C:6]([C:11]([CH3:14])([CH3:12])[CH3:13])[CH:5]=1)=[O:38])[CH:33]([CH3:34])[CH3:35])([O:23][CH2:24][C:25]1[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=1)=[O:22]

参加物

5

反応物 3

HCID 962WaterHCID 7016371N-Methyl-N-[(phenylmethoxy)carbonyl]-L-valineHCID 131727512N-Me-Tyr(3-tBu)-NHOMe

生成物 1

HCID 131727511Z-N-Me-Val-N-Me-Tyr(3-tBu)-NHOMe収率 57%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of N-Me-Tyr(3-tBu)-NHOMe (1.24 g, 4.42 mmol), Z-N-Me-Val-OH (1.76 g, 6.63 mmol) and CMPI (1.7 g, 6.63 mmol) in THF (30 ml), TEA (1.23 ml, 8.84 mmol) was added and stirred overnight. The mixture was mixed with water, extracted with ethyl acetate. The organic layer was dried over anhydrous sodium 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=1:1) to give the titled compound (1.32 g, 57%).

後処理

  1. extractionextracted with ethyl acetate
  2. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  3. customevaporated
  4. customto remove the solvent under reduced pressure

出典と根拠

ORDレコード
ord-55e28cdae8f74286adfb63649179af03
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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