Ammonium formate → methyl 3-[(2S)-2-aminopropyl]benzoate

HRID 64456노트

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HRID 64456 반응식
C1([C@@H]([NH:9][C@@H:10]([CH3:22])[CH2:11][C:12]2[CH:13]=[C:14]([CH:19]=[CH:20][CH:21]=2)[C:15]([O:17][CH3:18])=[O:16])C)C=CC=CC=1.C([O-])=O.[NH4+]>C(O)C.[OH-].[C+4].[Pd+2].[OH-].[OH-].[OH-].[OH-].[OH-]>[NH2:9][C@@H:10]([CH3:22])[CH2:11][C:12]1[CH:13]=[C:14]([CH:19]=[CH:20][CH:21]=1)[C:15]([O:17][CH3:18])=[O:16]

참가 물질

5

반응물 2

HCID 2723923Ammonium formateHCID 86713469methyl 3-[(2S)-2-{[(1S)-1-phenylethyl]amino}propyl]benzoate

생성물 1

HCID 86713468methyl 3-[(2S)-2-aminopropyl]benzoate수율 98.9%

시약·촉매·용매 2

HCID 178420936HCID 178420936, 화합물촉매HCID 702Ethanol용매

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온도
80 °C

실험 절차

To a solution of 280 mg of methyl 3-[(2S)-2-{[(1S)-1-phenylethyl]amino}propyl]benzoate in 6.8 ml of ethanol were added 30 mg of 20% palladium-carbon hydroxide (wet) and 320 mg of ammonium formate, followed by stirring at 80° C. for 4 hours. The reaction mixture was filtered over Celite and the solvent was then evaporated under reduced pressure. To the obtained residue were added a saturated aqueous sodium hydrogen carbonate solution and chloroform to carry out a layer separation operation, followed by drying over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure to obtain 180 mg of methyl 3-[(2S)-2-aminopropyl]benzoate.

후처리

  1. filtrationThe reaction mixture was filtered over Celite
  2. customthe solvent was then evaporated under reduced pressure
  3. additionTo the obtained residue were added a saturated aqueous sodium hydrogen carbonate solution and chloroform
  4. customa layer separation operation
  5. dry with materialby drying over anhydrous magnesium sulfate
  6. customThe solvent was evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-6aa1473429484d83946237626c3c6865
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09447090B2

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