三氟乙酸 → (S)-1-苄基-3-乙基-2,5-哌嗪二酮

HRID 38274

反应方程式

HRID 38274 反应方程式
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]

参与物

6

反应物 4

HCID 6422三氟乙酸HCID 6657DL-2-氨基丁酸HCID 10868N,N'-二环己基碳二亚胺HCID 80908N-苄基甘氨酸乙酯

产物 1

HCID 20598791(S)-1-苄基-3-乙基-2,5-哌嗪二酮

试剂、催化剂与溶剂 1

HCID 6344二氯甲烷溶剂2 次

反应条件

温度
0 °C

实验过程

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).

后处理

  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

来源与证据

ORD记录
ord-1ac27f39dc7c470f9810920706515d93
来源数据集
uspto-grants-2013_09
专利号
US08524715B2

关联笔记

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