p-Toluenesulfonic acid → 3-Allyloxycarbonylamino-4,4-diethoxy-butyric acid tert-butyl ester

HRID 722738노트

반응식

HRID 722738 반응식
[C:1]([O:5][C:6](=[O:18])[CH2:7][CH:8]([NH:11][C:12]([O:14][CH2:15][CH:16]=[CH2:17])=[O:13])[CH:9]=[O:10])([CH3:4])([CH3:3])[CH3:2].C([O-])([O-])[O:20][CH2:21][CH3:22].[C:25]1(C)C=CC(S(O)(=O)=O)=C[CH:26]=1>C(O)C>[C:1]([O:5][C:6](=[O:18])[CH2:7][CH:8]([NH:11][C:12]([O:14][CH2:15][CH:16]=[CH2:17])=[O:13])[CH:9]([O:20][CH2:21][CH3:22])[O:10][CH2:25][CH3:26])([CH3:3])([CH3:2])[CH3:4]

참가 물질

5

반응물 3

HCID 6101p-Toluenesulfonic acidHCID 184657153-Allyloxycarbonylamino-4-oxo-butyric acid tert-butyl esterHCID 53630039Ethylorthoformate

생성물 1

HCID 235987123-Allyloxycarbonylamino-4,4-diethoxy-butyric acid tert-butyl ester

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To a solution of 3-allyloxycarbonylamino-4-oxo-butyric acid tert-butyl ester, 102, (13.3 g, 51.7 mmol) in anhydrous ethanol (75 mL) is added ethyl orthoformate (45 mL, 0.270 mol), p-toluenesulfonic acid (0.15 g, cat.) and 4 Å molecular sieves (10 g, kiln dried) under N2. After the consumption of starting material, the sieves are removed by filtration and the solvent removed in vacuo to provide the desired compound as a clear oil which is used directly without further purification. MS (ESI): m/e=332.21 (M+H).

후처리

  1. customAfter the consumption of starting material
  2. customthe sieves are removed by filtration
  3. customthe solvent removed in vacuo

출처 및 근거

ORD 기록
ord-d3c7151eb2394f10b5d061509ecc4bc5
출처 데이터셋
uspto-grants-2006_11
특허 번호
US07138395B2

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