Trifluoroacetic acid → HCID 21191156, 화합물

HRID 1069088노트

반응식

HRID 1069088 반응식
[CH3:1][O:2][C:3]([C:5]1[CH:6]=[C:7]([C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([O:17][CH2:18][CH2:19][NH:20]C(OC(C)(C)C)=O)[CH:12]=2)[CH:8]=[CH:9][CH:10]=1)=[O:4].FC(F)(F)C(O)=O>C(Cl)Cl>[CH3:1][O:2][C:3]([C:5]1[CH:6]=[C:7]([C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([O:17][CH2:18][CH2:19][NH2:20])[CH:12]=2)[CH:8]=[CH:9][CH:10]=1)=[O:4]

참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acid2회HCID 54336416HCID 54336416, 화합물

생성물 1

HCID 21191156HCID 21191156, 화합물수율 98.5%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

The methyl-3′-[2-[[(tert-butoxy)carbonyl]amino]ethoxy]-[1,1′-biphenyl]-3-carboxylate (659 mg) was dissolved in methylene chloride (25 mL) and trifluoroacetic acid (2.5 mL) was added. The mixture was stirred at room temperature for 6 h, additional trifluoroacetic acid (1.0 mL) was added and the mixture was stirred overnight. The mixture was concentrated and partitioned between saturated aqueous sodium bicarbonate and ethyl acetate. The organic layer was separated, dried over sodium sulfate, filtered and concentrated to give the crude product. This residue was partitioned between 1:1 hexane: ethyl acetate and 1 N aqueous HCl. The aqueous layer was separated, washed with 1:1 hexane: ethyl acetate and made basic by addition of solid sodium bicarbonate. The mixture was extracted twice with ethyl acetate, and the combined organic extracts were dried over sodium sulfate, filtered and concentrated to afford the title compound (474 mg) as a colorless oil. Electrospray MS (positive ion): (M+H) 272.0.

후처리

  1. stirringthe mixture was stirred overnight
  2. concentrationThe mixture was concentrated
  3. custompartitioned between saturated aqueous sodium bicarbonate and ethyl acetate
  4. customThe organic layer was separated
  5. dry with materialdried over sodium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated
  8. customto give the crude product
  9. customThis residue was partitioned between 1:1 hexane
  10. customThe aqueous layer was separated
  11. washwashed with 1:1 hexane
  12. additionethyl acetate and made basic by addition of solid sodium bicarbonate
  13. extractionThe mixture was extracted twice with ethyl acetate
  14. dry with materialthe combined organic extracts were dried over sodium sulfate
  15. filtrationfiltered
  16. concentrationconcentrated

출처 및 근거

ORD 기록
ord-66f9ec29f64b4aac90bd651018e8bb33
출처 데이터셋
uspto-grants-2001_06
특허 번호
US06251925B1

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