1,4-氧氮六环 → tert-butoxycarbonyl-(1S)-1-methyl-2-morpholin-4-yl-2-oxo-1-phenylethylamine

HRID 44651

反应方程式

HRID 44651 反应方程式
[C:1]([O:5][C:6]([NH:8][C@@:9]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)([C:11]([OH:13])=O)[CH3:10])=[O:7])([CH3:4])([CH3:3])[CH3:2].N1(OC(N(C)C)=[N+](C)C)C2C=CC=CC=2N=N1.[NH:37]1[CH2:42][CH2:41][O:40][CH2:39][CH2:38]1.C(N(C(C)C)CC)(C)C>CN(C=O)C>[C:1]([O:5][C:6]([NH:8][C@@:9]([CH3:10])([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[C:11]([N:37]1[CH2:42][CH2:41][O:40][CH2:39][CH2:38]1)=[O:13])=[O:7])([CH3:2])([CH3:3])[CH3:4]

参与物

6

反应物 4

HCID 80831,4-氧氮六环HCID 81531N,N-二异丙基乙胺HCID 130500O-benzotriazol-1-yl-tetramethyluroniumHCID 13678038(S)-2-((叔丁氧基羰基)氨基)-2-苯基丙酸

产物 1

HCID 57444165tert-butoxycarbonyl-(1S)-1-methyl-2-morpholin-4-yl-2-oxo-1-phenylethylamine收率 88%

试剂、催化剂与溶剂 1

HCID 6228N,N-二甲基甲酰胺溶剂

实验过程

630 mg (2.374 mmol) of N-(tert-butoxycarbonyl)-2-phenyl-D-alanine were dissolved in 20 mL of dry DMF and O-(benzotriazol-1-yl)-1,1,3,3-tetramethyluronium tetrafluoborate (TBTU, 1.37 g, 4.27 mmol), morpholine (0.412 mL, 4.73 mmol) and diisopropylethylamine (1.63 mL, 9.5 mol) were added. The mixture was stirred at room temperature for 1 hour, then the solvent was removed and the residue dissolved with dichloromethane. The solution was washed with saturated NaHCO3, brine, water and dried over Na2SO4. 700 mg of the title compound were recovered (88% yield).

后处理

  1. customthe solvent was removed
  2. dissolutionthe residue dissolved with dichloromethane
  3. washThe solution was washed with saturated NaHCO3, brine, water
  4. dry with materialdried over Na2SO4
  5. custom700 mg of the title compound were recovered (88% yield)

来源与证据

ORD记录
ord-b8729780c0e546f6bf715a96e00cab8d
来源数据集
uspto-grants-2013_09
专利号
US08541429B2

关联笔记

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