Potassium Carbonate → HCID 86622359、化合物

HRID 501748ノート

反応式

HRID 501748 の反応式
Br[CH2:2][C@@H:3]([OH:25])[C@@H:4]([NH:14][C:15](=[O:24])[O:16][CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[CH2:5][C:6]1[CH:11]=[C:10]([Cl:12])[CH:9]=[C:8]([Cl:13])[CH:7]=1.C([O-])([O-])=O.[K+].[K+]>CO>[Cl:13][C:8]1[CH:7]=[C:6]([CH2:5][C@H:4]([NH:14][C:15](=[O:24])[O:16][CH2:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[C@H:3]2[CH2:2][O:25]2)[CH:11]=[C:10]([Cl:12])[CH:9]=1

参加物

4

反応物 2

HCID 11430Potassium CarbonateHCID 86622360HCID 86622360、化合物

生成物 1

HCID 86622359HCID 86622359、化合物収率 97%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

Step BF (7): To a suspension of benzyl (2S,3S)-4-bromo-1-(3,5-dichlorophenyl)-3-hydroxybutan-2-ylcarbamate (100 mg, 224 umol) in MeOH (2.4 mL) was added K2CO3 (12 mg). The reaction was stirred vigorously overnight. Solvents were removed in vacuo, and the residue partitioned between EtOAc and water three times. The combined organic layers were dried over MgSO4 and concentrated in vacuo to afford the solid benzyl (S)-2-(3,5-dichlorophenyl)-1-((S)-oxiran-2-yl)ethylcarbamate (78.9 mg, 97% yield). 1H NMR (DMSO-d6) δ 7.08-7.55 (m, 9H) 4.99 (d, J=12.8 Hz, 1H) 4.89 (d, J=12.8 Hz, 1H) 3.60-3.78 (m, 1H) 2.89-3.06 (m, 2H) 2.60-2.79 (m, 3H).

後処理

  1. customSolvents were removed in vacuo
  2. customthe residue partitioned between EtOAc and water three times
  3. dry with materialThe combined organic layers were dried over MgSO4
  4. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-5e7abb4418574323abfba3442f894d8d
出典データセット
uspto-grants-2010_08
特許番号
US07772221B2

反応ノート

読み込み中…