Реакция #619117

ord-f9113b5512f148d48ddaeec6a083998c

Уравнение реакции

CCOC(=O)C=Cc1cnc(NC(=O)N(C2CCCCC2)C2CCCCC2)s1
3-[2-(3,3-dicyclohexylureido)-thiazol-5-yl]-acrylic acid ethyl ester
CCOC(=O)CCc1cnc(NC(=O)N(C2CCCCC2)C2CCCCC2)s1
3-[2-(3,3-dicyclohexylureido)-thiazol-5-yl]-propionic acid ethyl ester
Выход 47.7%

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    ДругоеThe content was degassed
  2. 2
    ФильтрацияThe mixture was filtered through celite
  3. 3
    Концентрированиеthe filtrate was concentrated
  4. 4
    ДругоеThe residue was further purified by flash chromatography (silica, CH2Cl2-EtOAc 4:1

Методика

To a solution of 3-[2-(3,3-dicyclohexylureido)-thiazol-5-yl]-acrylic acid ethyl ester (Example 257) (75 mg, 0.18 mmol) in methanol was added Pd/C (150 mg). The content was degassed and was placed under hydrogen atmosphere for 12 h. The mixture was filtered through celite, and the filtrate was concentrated. The residue was further purified by flash chromatography (silica, CH2Cl2-EtOAc 4:1 to give 3-[2-(3,3-dicyclohexylureido)-thiazol-5-yl]-propionic acid ethyl ester (35 mg) in 47% yield.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: USRE045183E1uspto-grants-2014_10