反応 #9045

ord-5586f7ec09c7462e83e5bffdfa46fd2c

反応方程式

CC(C)(C)OC(=O)NC(=Nc1ccc(CO)cc1)NC(=O)OC(C)(C)C
alcohol
CC(C)(C)OC(=O)NC(=Nc1ccc(CO)cc1)NC(=O)OC(C)(C)C
N, N′-bis-(tert-butoxycarbonyl)-N″-(4-hydroxymethyl-phenyl)-guanidine
CC(C)(C)OC(=O)NC(=Nc1ccc(C=O)cc1)NC(=O)OC(C)(C)C
N, N′-bis-(tert-butoxycarbonyl)-N″-(4-formyl-phenyl)-guanidine
収率 93.0%

溶媒

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    ろ過The mixture was filtered through celite®
  2. 2
    洗浄the cake was washed with CH2Cl2
  3. 3
    その他The solvent was removed from the filtrate under reduced pressure

実験手順

The alcohol (0.282 g, 0.771 mmol) from above was dissolved in CH2Cl2 (7 mL), treated with activated MnO2 (0.696 g, 8.01 mmol) and stirred at room temperature overnight. The mixture was filtered through celite® and the cake was washed with CH2Cl2. The solvent was removed from the filtrate under reduced pressure and provided N, N′-bis-(tert-butoxycarbonyl)-N″-(4-formyl-phenyl)-guanidine (0.260 g, 93%) as a white solid. 1H NMR (CDCl3) δ 1.53 (s, 9H), 1.55 (s, 9H), 7.85 (s, 4H), 9.93 (s, 1H), 10.34 (br s, 1H).

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US07091217B2uspto-grants-2006_08