Hydrofluoric Acid → HCID 86747488, 화합물

HRID 1197928노트

반응식

HRID 1197928 반응식
[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

참가 물질

6

반응물 3

HCID 14917Hydrofluoric AcidHCID 516892Sodium BicarbonateHCID 57180353HCID 57180353, 화합물

생성물 1

HCID 86747488HCID 86747488, 화합물수율 95.6%

시약·촉매·용매 2

HCID 6342Acetonitrile용매HCID 178435178HCID 178435178, 화합물용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-589e8dbc24544d2e864d7e65a7cdec62
출처 데이터셋
uspto-grants-1994_01
특허 번호
US05278148

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