Morpholine → tert-butoxycarbonyl-(1S)-1-methyl-2-morpholin-4-yl-2-oxo-1-phenylethylamine

HRID 875152

반응식

HRID 875152 반응식
[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]

참가 물질

6

반응물 4

HCID 8083MorpholineHCID 81531DiisopropylethylamineHCID 130500O-benzotriazol-1-yl-tetramethyluroniumHCID 13678038(S)-2-(Boc-amino)-2-phenylpropanoic acid

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-c2fc58b057564997847ea5cd4f374881
출처 데이터셋
uspto-grants-2015_03
특허 번호
US08981089B2

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