Реакция #1367079

Уравнение реакции

tert-butyl (3R,5Z)-6-cyclobutyl-3-{4-[(dimethylamino)carbonyl]-1,3-oxazol-2-yl}-5-hexenoate

ammonium formate

→

title compound

Выход 93.7%

tert-butyl (3R)-6-cyclobutyl-3-{4-[(dimethylamino)carbonyl]-1,3-oxazol-2-yl}hexanoate

Выход 93.7%

Растворители

ethanol

Условия реакции

Обработка

1. 1
   Температураat reflux for 3 hours
2. 2
   Фильтрацияwas filtered through arbacel
3. 3
   ДругоеThe solvent was removed under reduced pressure
4. 4
   workup.DISSOLUTIONThe residue was dissolved in ethyl acetate
5. 5
   Промывкаwashed with water and brine
6. 6
   Сушкаdried over anhydrous sodium sulphate
7. 7
   Фильтрацияfiltered
8. 8
   ДругоеThe solvent was removed under reduced pressure

Методика

A solution of tert-butyl (3R,5Z)-6-cyclobutyl-3-{4-[(dimethylamino)carbonyl]-1,3-oxazol-2-yl}-5-hexenoate (Preparation 119) (260 mg, 0.72 mmol) in ethanol (15 ml) was treated with palladium hydroxide (250 mg) followed by ammonium formate (500 mg) and the mixture was stirred at reflux for 3 hours. The reaction mixture was allowed to cool to room temperature and was filtered through arbacel. The solvent was removed under reduced pressure. The residue was dissolved in ethyl acetate and washed with water and brine, dried over anhydrous sodium sulphate and filtered. The solvent was removed under reduced pressure to afford the title compound as a colourless oil (246 mg).

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