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

HRID 1988243노트

반응식

HRID 1988243 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-55e28cdae8f74286adfb63649179af03
출처 데이터셋
uspto-grants-2009_06
특허 번호
US07553969B1

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