Trifluoroacetic acid → HCID 70048063、化合物

HRID 1197929ノート

反応式

HRID 1197929 の反応式
[CH:1]1([CH2:7][C@H:8]([NH:18]C(=O)OC(C)(C)C)[C@@H:9]([OH:17])[CH2:10][N:11]2[CH2:15][CH2:14][CH2:13][C:12]2=[O:16])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.FC(F)(F)C(O)=O.C(=O)([O-])[O-].[Na+].[Na+].[OH-].[Na+]>C(Cl)Cl>[NH2:18][C@@H:8]([CH2:7][CH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1)[C@@H:9]([OH:17])[CH2:10][N:11]1[CH2:15][CH2:14][CH2:13][C:12]1=[O:16]

参加物

6

反応物 4

HCID 6422Trifluoroacetic acidHCID 10340Sodium CarbonateHCID 14798Sodium HydroxideHCID 86747488HCID 86747488、化合物

生成物 1

HCID 70048063HCID 70048063、化合物収率 84.4%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

0.41 g (1.16 mmol) of t-butyl [(1S,2S)-1-(cyclohexylmethyl)-2-hydroxy-3-(2-oxo-1-pyrrolidinyl)propyl]carbamate was dissolved in 5 ml of methylene chloride, treated at 0° with 1.5 ml of 90% trifluoroacetic acid and subsequently stirred at room temperature for 5 hours. Thereafter, the reaction mixture was slowly added dropwise to 2N sodium carbonate solution, subsequently treated with 3N sodium hydroxide solution and finally extracted with methylene chloride. The methylene chloride extracts were dried over potassium carbonate and evaporated under reduced pressure, whereby there were obtained 249 mg of 1-[(2S,3S)-3-amino4-cyclohexyl-2-hydroxybutyl]-2-pyrrolidinone as an oil, MS: 255 (M+H)+.

後処理

  1. extractionfinally extracted with methylene chloride
  2. dry with materialThe methylene chloride extracts were dried over potassium carbonate
  3. customevaporated under reduced pressure

出典と根拠

ORDレコード
ord-146e9cf388f548f89ce69fa31b7941ea
出典データセット
uspto-grants-1994_01
特許番号
US05278148

反応ノート

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