Trifluoroacetic acid → 7-((R)-2-amino-3-(benzyloxy)propanoyl)-2-methyl-4-phenyl-2,7-diazaspiro[4.5]decan-1-one

HRID 1036684노트

반응식

HRID 1036684 반응식
[CH2:1]([O:8][CH2:9][C@@H:10]([NH:31]C(=O)OC(C)(C)C)[C:11]([N:13]1[CH2:30][CH2:29][CH2:28][C:15]2([C:19](=[O:20])[N:18]([CH3:21])[CH2:17][CH:16]2[C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[CH2:14]1)=[O:12])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(O)(C(F)(F)F)=O>C(Cl)Cl>[NH2:31][C@H:10]([CH2:9][O:8][CH2:1][C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1)[C:11]([N:13]1[CH2:30][CH2:29][CH2:28][C:15]2([C:19](=[O:20])[N:18]([CH3:21])[CH2:17][CH:16]2[C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[CH2:14]1)=[O:12]

참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 86674095tert-butyl (2R)-3-(benzyloxy)-1-(2-methyl-1-oxo-4-phenyl-2,7-diazaspiro[4.5]decan-7-yl)-1-oxopropan-2-ylcarbamate

생성물 1

HCID 710604067-((R)-2-amino-3-(benzyloxy)propanoyl)-2-methyl-4-phenyl-2,7-diazaspiro[4.5]decan-1-one

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A mixture comprising tert-butyl (2R)-3-(benzyloxy)-1-(2-methyl-1-oxo-4-phenyl-2,7-diazaspiro[4.5]decan-7-yl)-1-oxopropan-2-ylcarbamate (500 mg, 0.959 mmol) and TFA (2.215 ml, 28.8 mmol) in DCM (5 mL) was stirred at room temperature for 2 hours. The reaction mixture was concentrated in vacuo. The crude was then diluted with DCM (10 mL) and washed with a saturated solution of sodium bicarbonate (10 mL). The aqueous phase was further extracted with DCM (3×10 mL). The combined organic portions were dried (MgSO4), and concentrated under reduced pressure to afford the title compound. No purification was performed on the title compound.

후처리

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. additionThe crude was then diluted with DCM (10 mL)
  3. washwashed with a saturated solution of sodium bicarbonate (10 mL)
  4. extractionThe aqueous phase was further extracted with DCM (3×10 mL)
  5. dry with materialThe combined organic portions were dried (MgSO4)
  6. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-5c2dd78e0edf43bb8b6e198e425dab30
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08546416B2

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