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

HRID 722738ノート

反応式

HRID 722738 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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).

後処理

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

出典と根拠

ORDレコード
ord-d3c7151eb2394f10b5d061509ecc4bc5
出典データセット
uspto-grants-2006_11
特許番号
US07138395B2

反応ノート

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