Trifluoroacetic acid → 2-{6-[1-Ethyl-3-(4-trifluoromethoxyphenyl)ureido]-5,6,7,8-tetrahydronaphthalen-2-ylsulfanyl}-2-methylpropionic acid

HRID 898870노트

반응식

HRID 898870 반응식
C([O:5][C:6](=[O:38])[C:7]([S:10][C:11]1[CH:20]=[CH:19][C:18]2[CH2:17][CH:16]([N:21]([CH2:36][CH3:37])[C:22]([NH:24][C:25]3[CH:30]=[CH:29][C:28]([O:31][C:32]([F:35])([F:34])[F:33])=[CH:27][CH:26]=3)=[O:23])[CH2:15][CH2:14][C:13]=2[CH:12]=1)([CH3:9])[CH3:8])(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH2:36]([N:21]([CH:16]1[CH2:15][CH2:14][C:13]2[CH:12]=[C:11]([S:10][C:7]([CH3:8])([CH3:9])[C:6]([OH:38])=[O:5])[CH:20]=[CH:19][C:18]=2[CH2:17]1)[C:22]([NH:24][C:25]1[CH:26]=[CH:27][C:28]([O:31][C:32]([F:35])([F:33])[F:34])=[CH:29][CH:30]=1)=[O:23])[CH3:37]

참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 86594050HCID 86594050, 화합물

생성물 1

HCID 102552732-{6-[1-Ethyl-3-(4-trifluoromethoxyphenyl)ureido]-5,6,7,8-tetrahydronaphthalen-2-ylsulfanyl}-2-methylpropionic acid수율 43.2%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To 2-{6-[1-ethyl-3-(4-trifluoromethoxyphenyl)ureido]-5,6,7,8-tetrahydronaphthalen-2-ylsulfanyl}-2-methylpropionic acid tert butyl ester (1.66 g; 3.0 mmol) dissolved in CH2Cl2 (15 mL) is added TFA (15 mL) and the reaction was stirred at RT for 1.5 h. The solvent was removed under reduced pressure and the residue was purified by flash chromatography (SiO2) eluting with a hexanes-EtOAc gradient to afford 0.643 g (43%) of 2-{6-[1-ethyl-3-(4-trifluoromethoxyphenyl)ureido]-5,6,7,8-tetrahydronaphthalen-2-ylsulfanyl}-2-methylpropionic acid as a white solid.

후처리

  1. customThe solvent was removed under reduced pressure
  2. customthe residue was purified by flash chromatography (SiO2)
  3. washeluting with a hexanes-EtOAc gradient

출처 및 근거

ORD 기록
ord-e456e71ddb364ee8b5b1728892904a45
출처 데이터셋
uspto-grants-2008_04
특허 번호
US07351857B2

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