反応 #68869

ord-da542b1dd56f49ae9b0c0d75241f7941

反応方程式

CC(C)(C)OC(=O)N=NC(=O)OC(C)(C)C
di-tert-butyl azodicarboxylate
O=C(Nc1ccccc1)N1CCN(Cc2ccc(O)cc2)CC1
4-(4-hydroxy-benzyl)-piperazine-1-carboxylic acid phenylamide
OC1CCCCC1
cyclohexanol
c1ccc(P(c2ccccc2)c2ccccc2)cc1
Ph3P
O=C(Nc1ccccc1)N1CCN(Cc2ccc(OC3CCCCC3)cc2)CC1
title compound
収率 28.0%
O=C(Nc1ccccc1)N1CCN(Cc2ccc(OC3CCCCC3)cc2)CC1
4-(4-cyclohexyloxy-benzyl)-piperazine-1-carboxylic acid phenylamide
収率 28.0%

溶媒

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    ろ過filtered

実験手順

To a mixture of 4-(4-hydroxy-benzyl)-piperazine-1-carboxylic acid phenylamide (311 mg) and cyclohexanol (150 mg) in DCM (4 mL) was added polymer-supported Ph3P (500 mg) followed by di-tert-butyl azodicarboxylate (345 mg). The reaction mixture was shaken overnight, and filtered. Chromatography of the filtrate gave the title compound as a white solid (110 mg). 1H NMR (400 MHz, CDCl3): 7.36-7.19 (m, 6H), 7.05-7.00 (m, 1H), 6.88-6.84 (m, 2H), 6.30 (s, 1H), 4.25-4.20 (m, 1H), 3.50-3.47 (m, 6H), 2.48-2.46 (m, 4H), 2.01-1.97 (m, 2H), 1.82-1.80 (m, 2H), 1.60-1.29 (m, 6H).

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US08530476B2uspto-grants-2013_09