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Trifluoroacetic acid → methyl (7S)-14-cyclohexyl-7-({1-[2-(methylamino)ethyl]pyrrolidin-2-yl}methoxy)-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocine-11-carboxylate

HRID 1669452
ノート
印刷プレビュー

反応式

HRID 1669452 の反応式
C(O[C:6]([N:8](C)[CH2:9][CH2:10][N:11]1[CH2:15][CH2:14][CH2:13][CH:12]1[CH2:16][O:17][C@H:18]1[CH2:25][N:24]2[C:26]3[CH:27]=[C:28]([C:39]([O:41][CH3:42])=[O:40])[CH:29]=[CH:30][C:31]=3[C:32]([CH:33]3[CH2:38][CH2:37][CH2:36][CH2:35][CH2:34]3)=[C:23]2[C:22]2[CH:43]=[CH:44][CH:45]=[CH:46][C:21]=2[O:20][CH2:19]1)=O)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH:33]1([C:32]2[C:31]3[CH:30]=[CH:29][C:28]([C:39]([O:41][CH3:42])=[O:40])=[CH:27][C:26]=3[N:24]3[C:23]=2[C:22]2[CH:43]=[CH:44][CH:45]=[CH:46][C:21]=2[O:20][CH2:19][C@@H:18]([O:17][CH2:16][CH:12]2[CH2:13][CH2:14][CH2:15][N:11]2[CH2:10][CH2:9][NH:8][CH3:6])[CH2:25]3)[CH2:34][CH2:35][CH2:36][CH2:37][CH2:38]1
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 67344077methyl (7S)-7-[(1-{2-[(tert-butoxycarbonyl)(methyl)amino]ethyl}pyrrolidin-2-yl)methoxy]-14-cyclohexyl-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocine-11-carboxylate

生成物 1

HCID 67344987methyl (7S)-14-cyclohexyl-7-({1-[2-(methylamino)ethyl]pyrrolidin-2-yl}methoxy)-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocine-11-carboxylate収率 82%

試薬・触媒・溶媒 1

HCID 6344
Dichloromethane
溶媒

実験手順

A solution of methyl (7S)-7-[(1-{2-[(tert-butoxycarbonyl)(methyl)amino]ethyl}pyrrolidin-2-yl)methoxy]-14-cyclohexyl-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocine-11-carboxylate (0.06 M) in DCM was treated with an excess of TFA (>50 eq). The mixture was stirred at RT for 2 h. Volatiles were removed in vacuo and the residue partitioned between EtOAc and sat. aq. NaHCO3. The aqueous was extracted with EtOAc and the organics combined, washed with brine, dried (Na2SO4), filtered and concentrated in vacuo to afford the product (82%). The material was taken on without further purification. (ES+) m/z 546 (M+H)+.

後処理

  1. customVolatiles were removed in vacuo
  2. customthe residue partitioned between EtOAc and sat. aq. NaHCO3
  3. extractionThe aqueous was extracted with EtOAc
  4. washwashed with brine
  5. dry with materialdried (Na2SO4)
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-3fc2fce0989740569f5fd274b1901b71
出典データセット
uspto-grants-2011_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07989438B2

反応ノート

読み込み中…

このページの内容参加物実験手順後処理出典と根拠反応ノート