Trifluoroacetic acid → [(1S)-1-[3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl]-2-(3,5-dichloro-1-oxido-pyridin-1-ium-4-yl)ethyl]3-formyl-2-hydroxy-benzoate

HRID 1529540ノート

反応式

HRID 1529540 の反応式
C(O)(C(F)(F)F)=O.C([O:15][C:16]1[C:50]([CH:51]=[O:52])=[CH:49][CH:48]=[CH:47][C:17]=1[C:18]([O:20][C@H:21]([C:32]1[CH:37]=[CH:36][C:35]([O:38][CH:39]([F:41])[F:40])=[C:34]([O:42][CH2:43][CH:44]2[CH2:46][CH2:45]2)[CH:33]=1)[CH2:22][C:23]1[C:28]([Cl:29])=[CH:27][N+:26]([O-:30])=[CH:25][C:24]=1[Cl:31])=[O:19])C1C=CC=CC=1>C1(C)C=CC=CC=1.C(Cl)Cl.C([O-])(O)=O.[Na+]>[CH:51]([C:50]1[C:16]([OH:15])=[C:17]([CH:47]=[CH:48][CH:49]=1)[C:18]([O:20][C@H:21]([C:32]1[CH:37]=[CH:36][C:35]([O:38][CH:39]([F:40])[F:41])=[C:34]([O:42][CH2:43][CH:44]2[CH2:46][CH2:45]2)[CH:33]=1)[CH2:22][C:23]1[C:24]([Cl:31])=[CH:25][N+:26]([O-:30])=[CH:27][C:28]=1[Cl:29])=[O:19])=[O:52]

参加物

6

反応物 2

HCID 6422Trifluoroacetic acidHCID 86720698[(1S)-1-[3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl]-2-(3,5-dichloro-1-oxido-pyridin-1-ium-4-yl)ethyl] 2-benzyloxy-3-formyl-benzoate

生成物 1

HCID 86720699[(1S)-1-[3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl]-2-(3,5-dichloro-1-oxido-pyridin-1-ium-4-yl)ethyl]3-formyl-2-hydroxy-benzoate

試薬・触媒・溶媒 3

HCID 1140Toluene溶媒HCID 6344Dichloromethane溶媒HCID 516892Sodium Bicarbonate溶媒

反応条件

温度
0 °C

実験手順

TFA (0.4 mL) was carefully added to a solution of [(1S)-1-[3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl]-2-(3,5-dichloro-1-oxido-pyridin-1-ium-4-yl)ethyl] 2-benzyloxy-3-formyl-benzoate (116 mg, 0.18 mmol) in toluene (0.8 mL) at 0° C. The resulting mixture was stirred at 0° C. for 50 minutes. The solution was diluted with DCM (20 mL) and sat. NaHCO3 (20 mL). The layers were separated over a hydrophobit fit and the organic phase concentrated in vacuo, the residue azeotroped with toluene to dryness. The yellow gum (120 mg) was used in the next step without further purification.

後処理

  1. customThe layers were separated over a hydrophobit fit
  2. concentrationthe organic phase concentrated in vacuo
  3. customthe residue azeotroped with toluene to dryness
  4. customThe yellow gum (120 mg) was used in the next step without further purification

出典と根拠

ORDレコード
ord-5b7fca5398344aeb836893a048e26b0e
出典データセット
uspto-grants-2015_07
特許番号
US09090606B2

反応ノート

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