Water → Fmoc-N-Me-Val-N-Me-Tyr(Bzl)-NH2

HRID 1356729

反応式

HRID 1356729 の反応式
[NH:1]([CH3:21])[C@H:2]([C:18]([NH2:20])=[O:19])[CH2:3][C:4]1[CH:9]=[CH:8][C:7]([O:10][CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[CH:6][CH:5]=1.[N:22]([C:31]([O:33][CH2:34][CH:35]1[C:47]2[C:42](=[CH:43][CH:44]=[CH:45][CH:46]=2)[C:41]2[C:36]1=[CH:37][CH:38]=[CH:39][CH:40]=2)=[O:32])([CH3:30])[C@H:23]([C:27](O)=[O:28])[CH:24]([CH3:26])[CH3:25].O>C1COCC1>[N:22]([C:31]([O:33][CH2:34][CH:35]1[C:47]2[C:42](=[CH:43][CH:44]=[CH:45][CH:46]=2)[C:41]2[C:36]1=[CH:37][CH:38]=[CH:39][CH:40]=2)=[O:32])([CH3:30])[C@H:23]([C:27]([N:1]([CH3:21])[C@H:2]([C:18]([NH2:20])=[O:19])[CH2:3][C:4]1[CH:5]=[CH:6][C:7]([O:10][CH2:11][C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=2)=[CH:8][CH:9]=1)=[O:28])[CH:24]([CH3:26])[CH3:25]

参加物

5

反応物 3

HCID 962WaterHCID 978328(2S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)(methyl)amino)-3-methylbutanoic acidHCID 131723958N-Me-Tyr(Bzl)-NH2

生成物 1

HCID 131723957Fmoc-N-Me-Val-N-Me-Tyr(Bzl)-NH2収率 95%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of N-Me-Tyr(Bzl)—NH2 (329 mg, 1.16 mmol) in THF (15 ml), Fmoc-N-Me-Val-OH (533 mg, 1.51 mmol), CMPI (415 mg, 1.62 mmol) and TEA (0.323 ml, 2.32 mmol) were added under cooling with ice, followed by stirring for 4 hours at room temperature. The reaction mixture was mixed with water and extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over 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=2:1) to give the titled compound (680 mg, 95%).

後処理

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

出典と根拠

ORDレコード
ord-7c8211838e684a638f80eb07e6081b58
出典データセット
uspto-grants-2003_07
特許番号
US06586630B1

関連ノート

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