Trifluoroacetic acid → (S)-1-Benzyl-3-ethylpiperazine-2,5-dione

HRID 38274

反応式

HRID 38274 の反応式
C1CCC(N=C=NC2CCCCC2)CC1.[NH2:16][CH:17]([CH2:21][CH3:22])[C:18](O)=[O:19].[CH2:23]([NH:30][CH2:31][C:32](OCC)=[O:33])[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1.C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH2:21]([C@@H:17]1[NH:16][C:32](=[O:33])[CH2:31][N:30]([CH2:23][C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[C:18]1=[O:19])[CH3:22]

参加物

6

反応物 4

HCID 6422Trifluoroacetic acidHCID 6657Alpha-Aminobutyric AcidHCID 10868DicyclohexylcarbodiimideHCID 80908N-Benzylglycine ethyl ester

生成物 1

HCID 20598791(S)-1-Benzyl-3-ethylpiperazine-2,5-dione

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

反応条件

温度
0 °C

実験手順

To a solution of DCC (5.07 g) in DCM (140 mL) at 0° C. was added N—BOC-L-□-aminobutyric acid (5 g) followed by ethyl JV-benzylglycinate (4.6 mL) dropwise. The resulting solution was stirred at 0° C. for 2 h and RT 1 h, filtered and the concentrated to give an oil. This was dissolved in DCM (100 mL) and TFA (100 ml) and stirred for 1 h. The solution was concentrated under reduced pressure. The residue was stirred in saturated aq NaHCO3 (125 ml) and EtOAc (125 ml) for 6 h. The organics were separated, dried (Na2SO4), and concentrated to give the sub title compound as a white solid. (5.68 g).

後処理

  1. filtrationfiltered
  2. concentrationthe concentrated
  3. customto give an oil
  4. concentrationThe solution was concentrated under reduced pressure
  5. stirringThe residue was stirred in saturated aq NaHCO3 (125 ml)
  6. waitEtOAc (125 ml) for 6 h
  7. customThe organics were separated
  8. dry with materialdried (Na2SO4)
  9. concentrationconcentrated

出典と根拠

ORDレコード
ord-1ac27f39dc7c470f9810920706515d93
出典データセット
uspto-grants-2013_09
特許番号
US08524715B2

関連ノート

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