4-Methylmorpholine → Boc-Leu-Glu-OtBu

HRID 1943982

反応式

HRID 1943982 の反応式
[NH:1]([C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])[C@H:2]([C:7]([O:9]N1C(=O)CCC1=O)=O)[CH2:3][CH:4]([CH3:6])[CH3:5].[NH2:24][C@H:25]([C:31]([O:33][C:34]([CH3:37])([CH3:36])[CH3:35])=[O:32])[CH2:26][CH2:27][C:28](=[O:30])[OH:29].CN1CCOCC1>CN(C=O)C.CN(C1C=CN=CC=1)C>[NH:1]([C:17]([O:19][C:20]([CH3:21])([CH3:22])[CH3:23])=[O:18])[C@H:2]([C:7]([NH:24][C@H:25]([C:31]([O:33][C:34]([CH3:37])([CH3:36])[CH3:35])=[O:32])[CH2:26][CH2:27][C:28](=[O:29])[OH:30])=[O:9])[CH2:3][CH:4]([CH3:5])[CH3:6]

参加物

6

反応物 3

HCID 79724-MethylmorpholineHCID 1175051-(1,1-Dimethylethyl) hydrogen L-glutamateHCID 11023929Boc-Leu-OSu

生成物 1

HCID 87984260Boc-Leu-Glu-OtBu

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 6228Dimethylformamide溶媒

実験手順

To a solution of Boc-Leu-OSu and Glu-OtBu in DMF was added NMM and DMAP. The solution was stirred at ambient temperatures for 18 hours then the solvent was removed. Crude product was taken up in 100 ml CHCl3, washed 3× with pH 3 water (100 ml), once with water (100 ml) and once with brine (100 ml). Organic layer was dried with MgSO4 and filtered. Solvent was removed and solid was dried over vacuum. Solid was collected as a white powder (8.78 g, quant. yield, ˜80% purity TLC). Product was used directly without further characterization.

後処理

  1. customthe solvent was removed
  2. washwashed 3× with pH 3 water (100 ml)
  3. dry with materialOrganic layer was dried with MgSO4
  4. filtrationfiltered
  5. customSolvent was removed
  6. customsolid was dried over vacuum
  7. customSolid was collected as a white powder (8.78 g, quant. yield, ˜80% purity TLC)

出典と根拠

ORDレコード
ord-0cf9c167a0c94a43be175ee458d26593
出典データセット
uspto-grants-2013_03
特許番号
US08394813B2

関連ノート

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