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Trifluoroacetic acid → 2-({4-[2-(9H-fluorene-9-ylmethoxy)-2-oxoethyl]-1,3-thiazol-2-yl}thio)-2-methylpropionic acid

HRID 914388
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HRID 914388 반응식
C([O:5][C:6](=[O:34])[C:7]([S:10][C:11]1[S:12][CH:13]=[C:14]([CH2:16][C:17]([O:19][CH2:20][CH:21]2[C:33]3[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=3[C:27]3[C:22]2=[CH:23][CH:24]=[CH:25][CH:26]=3)=[O:18])[N:15]=1)([CH3:9])[CH3:8])(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[CH:23]1[C:22]2[CH:21]([CH2:20][O:19][C:17](=[O:18])[CH2:16][C:14]3[N:15]=[C:11]([S:10][C:7]([CH3:8])([CH3:9])[C:6]([OH:34])=[O:5])[S:12][CH:13]=3)[C:33]3[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=3)[C:27]=2[CH:26]=[CH:25][CH:24]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

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반응물 2

HCID 6422Trifluoroacetic acidHCID 597593352-({4-[2-(9H-fluorene-9-ylmethoxy)-2-oxoethyl]-1,3-thiazol-2-yl}thio)-2-methylpropionic acid tert-butyl ester

생성물 1

HCID 597588412-({4-[2-(9H-fluorene-9-ylmethoxy)-2-oxoethyl]-1,3-thiazol-2-yl}thio)-2-methylpropionic acid수율 108.4%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of 2-({4-[2-(9H-fluorene-9-ylmethoxy)-2-oxoethyl]-1,3-thiazol-2-yl}thio)-2-methylpropionic acid tert-butyl ester (260 g) obtained in Example 461-1 in dichloromethane (400 mL) was added trifluoroacetic acid (100 mL), and the mixture was stirred at room temperature overnight and heated at 45° C. with stirring for 8 hr. The reaction mixture was concentrated, ethyl acetate was added, and the organic layer was washed with saturated brine and dried over sodium sulfate. The solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel chromatography (elution solvent; hexane:ethyl acetate=1:1) to give the title compound (250 g) as a yellow oil.

후처리

  1. temperatureheated at 45° C.
  2. stirringwith stirring for 8 hr
  3. concentrationThe reaction mixture was concentrated
  4. additionethyl acetate was added
  5. washthe organic layer was washed with saturated brine
  6. dry with materialdried over sodium sulfate
  7. customThe solvent was evaporated under reduced pressure
  8. customThe obtained residue was purified by silica gel chromatography (elution solvent; hexane:ethyl acetate=1:1)

출처 및 근거

ORD 기록
ord-58ddd6cbb2534a9192635441fc59a2c3
출처 데이터셋
uspto-grants-2011_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08026370B2

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