tert-Butyl ((S)-2-(3,5-difluorophenyl)-1-((S)-oxiran-2-yl)ethyl)carbamate → HCID 58802705、化合物

HRID 348875

反応式

HRID 348875 の反応式
[F:1][C:2]1[CH:3]=[C:4]([CH2:9][C@H:10]([NH:14][C:15](=[O:21])[O:16][C:17]([CH3:20])([CH3:19])[CH3:18])[C@H:11]2[CH2:13][O:12]2)[CH:5]=[C:6]([F:8])[CH:7]=1.Cl.[CH:23]([C:26]1[CH:27]=[C:28]([CH:31]=[CH:32][CH:33]=1)[CH2:29][NH2:30])([CH3:25])[CH3:24]>C(O)(C)C>[F:1][C:2]1[CH:3]=[C:4]([CH:5]=[C:6]([F:8])[CH:7]=1)[CH2:9][C@H:10]([NH:14][C:15](=[O:21])[O:16][C:17]([CH3:20])([CH3:19])[CH3:18])[C@H:11]([OH:12])[CH2:13][NH:30][CH2:29][C:28]1[CH:31]=[CH:32][CH:33]=[C:26]([CH:23]([CH3:25])[CH3:24])[CH:27]=1

参加物

4

反応物 2

HCID 9922319tert-Butyl ((S)-2-(3,5-difluorophenyl)-1-((S)-oxiran-2-yl)ethyl)carbamateHCID 210858343-Isopropylbenzylamine Hydrochloride

生成物 1

HCID 58802705HCID 58802705、化合物

試薬・触媒・溶媒 1

HCID 3776Isopropanol溶媒

実験手順

tert-Butyl (1S)-2-(3,5-difluorophenyl)-1-[(2S)-oxiran-2-yl]ethylcarbamate (2.0 g, 6.7 mmol) and 3-isopropylbenzylamine hydrochloride (2.5 g, 13.5 mmol) in isopropanol (60 mL) are refluxed 3 h. The reaction is cooled and stirred 16 h. The solution is concentrated under reduced pressure, redissolved in chloroform, washed with 1N hydrochloric acid, saturated sodium bicarbonate, brine, dried (sodium sulfate), filtered and concentrated under reduced pressure. Purification by flash chromatography (silica, 7% methanol/chloroform) gives the title compound in pure form. ESI MS m/z 449.3 [M+H]+.

後処理

  1. temperatureThe reaction is cooled
  2. concentrationThe solution is concentrated under reduced pressure
  3. dissolutionredissolved in chloroform
  4. washwashed with 1N hydrochloric acid, saturated sodium bicarbonate, brine
  5. dry with materialdried (sodium sulfate)
  6. filtrationfiltered
  7. concentrationconcentrated under reduced pressure
  8. customPurification by flash chromatography (silica, 7% methanol/chloroform)

出典と根拠

ORDレコード
ord-60d492a4420849738eea277bf6ad3591
出典データセット
uspto-grants-2007_02
特許番号
US07176242B2

関連ノート

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