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ChemicalBook CAS DataBase List tert-Butyl 2-oxa-5-azabicyclo[2.2.1]heptane-5-carboxylate
127708-09-2

tert-Butyl 2-oxa-5-azabicyclo[2.2.1]heptane-5-carboxylate synthesis

4synthesis methods
1-Pyrrolidinecarboxylicacid, 4-hydroxy-2-(hydroxyMethyl)-, 1,1-diMethylethyl ester

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tert-Butyl 2-oxa-5-azabicyclo[2.2.1]heptane-5-carboxylate

127708-09-2
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Yield: 64%

Reaction Conditions:

with di-isopropyl azodicarboxylate;triphenylphosphine in dichloromethane at 0 - 20; for 12 h;

Steps:

88B
A mixture of the product from Example 88A (2.66 g, 12.3 mmol) and triphenyl phosphine (3.9 g, 13.5 mmol) in dichloromethane (125 mL) was added diisopropyl azodicarboxylate (2.66 mL, 13.5 mmol) dropwise at 0 C. The reaction mixture was allowed to warm up to rt for 12 hr. The solution was concentrated to dryness and the residue was chromatographed using hexane/ethyl acetate (20:1-5:1) to give the title compound (1.57 g, 64 %). MS (DCI/NH3) m/z 200 (M+1)+.

References:

ABBOTT LABORATORIES;LI, Tongmei WO2005/111003, 2005, A1 Location in patent:Page/Page column 121