Trifluoroacetic acid → (1R,5R)-7-Fluoro-4-oxo-3-[(1R)-1-phenylethyl]-3-azabicyclo[3.3.0]octan-1-ylcarboxylic acid

HRID 1917345노트

반응식

HRID 1917345 반응식
C([O:5][C:6]([C@:8]12[CH2:15][CH:14]([F:16])[CH2:13][C@H:12]1[C:11](=[O:17])[N:10]([C@@H:18]([C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[CH3:19])[CH2:9]2)=[O:7])(C)(C)C.FC(F)(F)C(O)=O>C(Cl)Cl>[F:16][CH:14]1[CH2:15][C@@:8]2([C:6]([OH:7])=[O:5])[C@H:12]([C:11](=[O:17])[N:10]([C@@H:18]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[CH3:19])[CH2:9]2)[CH2:13]1

참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 67491056(1R,5R)-7-Fluoro-4-oxo-3-[(1R)-1-phenylethyl]-3-azabicyclo[3.3.0]octan-1-ylcarboxylic acid tert-butyl ester

생성물 1

HCID 67490956(1R,5R)-7-Fluoro-4-oxo-3-[(1R)-1-phenylethyl]-3-azabicyclo[3.3.0]octan-1-ylcarboxylic acid

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

(1R,5R)-7-Fluoro-4-oxo-3-[(1R)-1-phenylethyl]-3-azabicyclo[3.3.0]octan-1-ylcarboxylic acid tert-butyl ester (705 mg, 2.03 mmol) was dissolved in methylene chloride (4 mL). Trifluoroacetic acid (4 mL) was added under ice-cooling, and then the mixture was stirred at room temperature for one hour. The reaction solution was concentrated under reduced pressure. Toluene was added to the residue, and the mixture was concentrated under reduced pressure again to give 595 mg (quantitative) of the title compound as a white solid.

후처리

  1. temperaturecooling
  2. concentrationThe reaction solution was concentrated under reduced pressure
  3. additionToluene was added to the residue
  4. concentrationthe mixture was concentrated under reduced pressure again

출처 및 근거

ORD 기록
ord-68e2c99235874cdaa4ec28511b326420
출처 데이터셋
uspto-grants-2013_12
특허 번호
US08618094B2

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