Methanol → methyl [(1R)-6-fluoro-8-(methylsulfonyl)-2,3,4,9-tetrahydro-1H-carbazol-1-yl]acetate

HRID 1744883

反応式

HRID 1744883 の反応式
ClC1C=CC([C@@H]([N:10]2[C:22]3[C@@H:21]([CH2:23][C:24]([OH:26])=[O:25])[CH2:20][CH2:19][CH2:18][C:17]=3[C:16]3[C:11]2=[C:12]([S:28]([CH3:31])(=[O:30])=[O:29])[CH:13]=[C:14]([F:27])[CH:15]=3)C)=CC=1.[CH3:32]O>[Pd]>[CH3:32][O:26][C:24](=[O:25])[CH2:23][C@@H:21]1[C:22]2[NH:10][C:11]3[C:16](=[CH:15][C:14]([F:27])=[CH:13][C:12]=3[S:28]([CH3:31])(=[O:29])=[O:30])[C:17]=2[CH2:18][CH2:19][CH2:20]1

参加物

4

反応物 2

HCID 887MethanolHCID 112597972-((R)-9-((S)-1-(4-chlorophenyl)ethyl)-6-fluoro-8-(methylsulfonyl)-2,3,4,9-tetrahydro-1H-carbazol-1-yl)acetic acid

生成物 1

HCID 58607117methyl [(1R)-6-fluoro-8-(methylsulfonyl)-2,3,4,9-tetrahydro-1H-carbazol-1-yl]acetate

試薬・触媒・溶媒 1

HCID 23938Palladium触媒

実験手順

To a solution of [(1R)-9-[(1S)-1-(4-chlorophenyl)ethyl]-6-fluoro-8-(methylsulfonyl)-2,3,4,9-tetrahydro-1H-carbazol-1-yl]acetic acid ([α]D=−226° in MeOH) in MeOH (0.1M) was added 10% palladium on carbon (10% wt/wt). A stream of N2 was bubbled through the mixture for 5 min. The reaction was stirred at rt under H2 atmosphere (balloon) for 24 hrs and filtered through a celite pad eluted with CH2Cl2. The solvents were removed by evaporation under reduced pressure and the residue was swished in MeOH to give the title compound.

後処理

  1. customA stream of N2 was bubbled through the mixture for 5 min
  2. filtrationfiltered through a celite pad
  3. washeluted with CH2Cl2
  4. customThe solvents were removed by evaporation under reduced pressure

出典と根拠

ORDレコード
ord-63470e7824a1469d96c8dfe4554001de
出典データセット
uspto-grants-2006_03
特許番号
US07019022B2

関連ノート

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