Реакция #679234

Уравнение реакции

(1S,2R,3S,4R)-methyl 3-amino-7-oxabicyclo[2.2.1]heptane-2-carboxylate

Et3N

BOC2O

→

desired compound

Выход 92.1%

(1S,2R,3S,4R)-methyl 3-(tert-butoxycarbonylamino)-7-oxabicyclo[2.2.1]heptane-2-carboxylate

Выход 92.1%

Растворители

acetonitrile

Условия реакции

Обработка

1. 1
   Другоеcompletion of reaction
2. 2
   ДругоеAcetonitrile was removed
3. 3
   Другоеthe crude product was purified by column chromatography

Методика

A solution of (1S,2R,3S,4R)-methyl 3-amino-7-oxabicyclo[2.2.1]heptane-2-carboxylate (11) (500 mg, 2.4 mmol), Et3N (0.85 ml, 6 mmol) and BOC2O (0.66 ml, 2.88 mmol) in acetonitrile was stirred at rt for 2 h and then heated at 80° C. for 30 min when TLC confirmed completion of reaction. Acetonitrile was removed and the crude product was purified by column chromatography using silica gel (100-200 mesh) to afford the desired compound (600 mg, 92%) as a colourless oil.

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