Hydrofluoric Acid → HCID 86747488、化合物

HRID 1197928ノート

反応式

HRID 1197928 の反応式
[O:1]([C@@H:9]([CH2:26][N:27]1[CH2:31][CH2:30][CH2:29][C:28]1=[O:32])[C@@H:10]([NH:18][C:19](=[O:25])[O:20][C:21]([CH3:24])([CH3:23])[CH3:22])[CH2:11][CH:12]1[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1)[Si](C(C)(C)C)(C)C.F.C(=O)(O)[O-].[Na+]>C(#N)C>[CH:12]1([CH2:11][C@H:10]([NH:18][C:19](=[O:25])[O:20][C:21]([CH3:23])([CH3:22])[CH3:24])[C@@H:9]([OH:1])[CH2:26][N:27]2[CH2:31][CH2:30][CH2:29][C:28]2=[O:32])[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17]1

参加物

6

反応物 3

HCID 14917Hydrofluoric AcidHCID 516892Sodium BicarbonateHCID 57180353HCID 57180353、化合物

生成物 1

HCID 86747488HCID 86747488、化合物収率 95.6%

試薬・触媒・溶媒 2

HCID 6342Acetonitrile溶媒HCID 178435178HCID 178435178、化合物溶媒

実験手順

0.62 g (1.28 mmol) of t-butyl [(1S,2S)-2-(t-butyldimethylsiloxy)-1-(cyclohexylmethyl)-3-(2-oxo-1-pyrrolidinyl)propyl]carbamate was dissolved in 9 ml of acetonitrile in a polypropylene reaction vessel and treated at room temperature with 1.2 ml of 40% aqueous hydrofluoric acid. The reaction mixture was subsequently stirred at room temperature for 3 hours, thereafter poured into 2N sodium bicarbonate solution and extracted with methylene chloride. The methylene chloride extracts were dried over magnesium sulfate and evaporated under reduced pressure, whereby there were obtained 434 mg of t-butyl [(1S,2S)-1-(cyclohexylmethyl)-2-hydroxy-3-(2-oxo-1-pyrrolidinyl)propyl]carbamate as an oil which was used directly in the next step.

後処理

  1. extractionextracted with methylene chloride
  2. dry with materialThe methylene chloride extracts were dried over magnesium sulfate
  3. customevaporated under reduced pressure

出典と根拠

ORDレコード
ord-589e8dbc24544d2e864d7e65a7cdec62
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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