Water → Z-N-Me-Val-N-Me-Tyr(3-tBu)-NH2

HRID 1988230ノート

反応式

HRID 1988230 の反応式
[C:1]([N:11]([CH3:19])[C@H:12]([C:16]([OH:18])=O)[CH:13]([CH3:15])[CH3:14])([O:3][CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=[O:2].[NH:20]([CH3:37])[C@H:21]([C:34]([NH2:36])=[O:35])[CH2:22][C:23]1[CH:28]=[CH:27][C:26]([OH:29])=[C:25]([C:30]([CH3:33])([CH3:32])[CH3:31])[CH:24]=1.O>C1COCC1>[C:1]([N:11]([CH3:19])[C@H:12]([C:16]([N:20]([CH3:37])[C@H:21]([C:34]([NH2:36])=[O:35])[CH2:22][C:23]1[CH:28]=[CH:27][C:26]([OH:29])=[C:25]([C:30]([CH3:31])([CH3:32])[CH3:33])[CH:24]=1)=[O:18])[CH:13]([CH3:14])[CH3:15])([O:3][CH2:4][C:5]1[CH:6]=[CH:7][CH:8]=[CH:9][CH:10]=1)=[O:2]

参加物

5

反応物 3

HCID 962WaterHCID 7016371N-Methyl-N-[(phenylmethoxy)carbonyl]-L-valineHCID 131722738N-Me-Tyr(3-tBu)-NH2

生成物 1

HCID 131722751Z-N-Me-Val-N-Me-Tyr(3-tBu)-NH2収率 90%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of Z-N-Me-Val-OH (700 mg, 2.64 mmol), N-Me-Tyr(3-tBu)-NH2 (0.55 g, 2.20 mmol) and CMPI (674 mg 2.64 mmol) in THF (22 ml), under cooling with ice, TEA (0.61 ml) was added and stirred at room temperature overnight. The reaction mixture was mixed with water and extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over 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=3:2) to give Z-N-Me-Val-N-Me-Tyr(3-tBu)-NH2 (0.98 g, 90%).

後処理

  1. additionwas added
  2. extractionextracted with ethyl acetate
  3. washThe organic layer was washed with saturated brine
  4. dry with materialdried over sodium sulfate
  5. customevaporated
  6. customto remove the solvent under reduced pressure

出典と根拠

ORDレコード
ord-ed2140e61b4848978f651f337a79c2cc
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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