反应 #1178451

ord-7c74e0da547c45b393fb09ab03a78e08

反应方程式

CCOC(=O)N1c2ccccc2C=CC1OCC
ethyl 2-ethoxy-1,2-dihydroquinoline-1-carboxylate
CC(C)(C)OC(=O)N1CCC[C@@H]1C(=O)O
N-Boc-D-proline
Nc1ccc(Cl)cc1
4-chloroaniline
CC(C)(C)OC(=O)N1CCC[C@@H]1C(=O)Nc1ccc(Cl)cc1
tert-butyl (R)-2-(4-chlorophenyl-carbamoyl)pyrrolidine-1-carboxylate

溶剂

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    过滤The reaction mixture is filtered
  2. 2
    workup.ADDITIONpetroleum ether is added to the filtrate
  3. 3
    其他The precipitate formed
  4. 4
    过滤is filtered off
  5. 5
    其他dried

实验过程

4.82 g (19.5 mmol) of ethyl 2-ethoxy-1,2-dihydroquinoline-1-carboxylate (EEDQ) are added to a suspension of 2.80 g (13.0 mmol) of N-Boc-D-proline and 1.66 g (13.0 mmol) of 4-chloroaniline in 50 ml of toluene, and the mixture is stirred at room temperature for 3 hours. The reaction mixture is filtered, and petroleum ether is added to the filtrate. The precipitate formed is filtered off and dried, giving tert-butyl (R)-2-(4-chlorophenyl-carbamoyl)pyrrolidine-1-carboxylate as colourless crystals; ESI 325.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US08129373B2uspto-grants-2012_03