| Identification | Back Directory | [Name]
tert-butyl 6-oxo-2-azaspiro[3.3]heptane-2-carboxylate | [CAS]
1181816-12-5 | [Synonyms]
6-oxo-2-azaspiro[3.3]hept...
2-Boc-6-oxo-2-azaspiro[3....
2-Boc-6-oxo-2-azaspiro[3.3]heptane
6-oxo-2-azaspiro[3.3]heptane-2-carboxyL
tert-butyl 6-oxo-2-azaspiro[3.4]octane-2-ca
ert-Butyl6-oxo-2-azaspiro[3.3]heptane-2-carboxylate
tert-butyl 6-oxo-2-azaspiro[3.4]octane-2-carboxylate
tert-Butyl 7-oxo-2-azaspiro[3.4]octane-2-carboxylate
tert-butyl 6-oxo-2-azaspiro[3.3]heptane-2-carboxylate
6-Oxo-2-aza-spiro[3.3]heptane-2-carboxylic acid tert-butyl ester
6-Oxo-2-azaspiro[3.3]heptane-2-carboxylic acid dimethylethyl ester
2-Azaspiro[3.4]octane-2-carboxylic acid, 6-oxo-, 1,1-dimethylethyl ester | [EINECS(EC#)]
1806241-263-5 | [Molecular Formula]
C11H17NO3 | [MDL Number]
MFCD15071430 | [MOL File]
1181816-12-5.mol | [Molecular Weight]
211.258 |
| Chemical Properties | Back Directory | [Melting point ]
114.5-116 °C | [Boiling point ]
314.7±42.0 °C(Predicted) | [density ]
1.16±0.1 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,2-8°C | [pka]
-0.93±0.20(Predicted) | [CAS DataBase Reference]
1181816-12-5 |
| Hazard Information | Back Directory | [Uses]
tert-?Butyl 6-?Oxo-?2-?azaspiro[3.3]?heptane-?2-?carboxylate is a reagent used for the preparation of γ-butyrolactone derivative via Baeyer-Villiger monooxygenase (BVMO)-catalyzed oxidation. | [Synthesis]
A solution of crude tert-butyl 6-hydroxy-2-azaspiro[3.3]heptane-2-carboxylate (1.00 g,4.69mmol, 1.00 equiv) in dichloromethane(20 mL) was treated with Dess-Martin periodinane(2.10g,4.95 mmol, 1.06 equiv) in two batches a few min apart at 0 °C. After 10 min, the ice bath wasremoved, and the reaction was monitored by TLC (50% ethyl acetate, PMA stain). After 30 min.the reaction was diluted with ethyl acetate and washed twice with satd sodium bicarbonate. Theorganic layer was dried over sodium sulfate, filtered, and concentrated. The crude product waspurified by flash chromatography (80g silica gel, 10 to 50% ethyl acetate/heptane; pure fractionswere identified by TLC with PMA stain; an unidentified impurity elutes slightly earlier than theproduct) to give tert-butyl 6-oxo-2-azaspiro[3.3]heptane-2-carboxylate as a white solid (721 mg,73%). mp 114.5-116C. |
|
|