反応 #1269860

ord-be0401f095054d06816e3dd8a7157f51

反応方程式

CCCCOC(=O)N1CCN(C(=O)[C@H](CCC(=O)O)NC(=O)c2nc(-c3ccccc3)sc2/C=C/C(=O)O)CC1
suspension
CCCCOC(=O)N1CCN(C(=O)[C@H](CCC(=O)O)NC(=O)c2nc(-c3ccccc3)sc2/C=C/C(=O)O)CC1
4-((S)-4-Carboxy-2-{[5-((E)-2-carboxy-vinyl)-2-phenyl-thiazole-4-carbonyl]-amino}-butyryl)-piperazine-1-carboxylic acid butyl ester
CCCCOC(=O)N1CCN(C(=O)[C@H](CCC(=O)O)NC(=O)c2nc(-c3ccccc3)sc2CCC(=O)O)CC1
desired product
収率 33.8%
CCCCOC(=O)N1CCN(C(=O)[C@H](CCC(=O)O)NC(=O)c2nc(-c3ccccc3)sc2CCC(=O)O)CC1
4-((S)-4-Carboxy-2-{[5-(2-carboxy-ethyl)-2-phenyl-thiazole-4-carbonyl]-amino}-butyryl)-piperazine-1-carboxylic acid butyl ester
収率 33.8%

溶媒

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    ろ過The reaction mixture was filtrated over celite
  2. 2
    その他the filtrate evaporated to dryness

実験手順

A suspension of Example 19 (53 mg) and Pd/C (10%, 62 mg) in MeOH (2 mL) was stirred at RT under H2 atmosphere until reaction completion. The reaction mixture was filtrated over celite and the filtrate evaporated to dryness. Preparative HPLC (I) gave 18 mg of the desired product as yellow foam.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US08664203B2uspto-grants-2014_03