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

HRID 898870ノート

反応式

HRID 898870 の反応式
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]

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 86594050HCID 86594050、化合物

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-e456e71ddb364ee8b5b1728892904a45
出典データセット
uspto-grants-2008_04
特許番号
US07351857B2

反応ノート

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