ChemicalBook CAS DataBase List tert-butyl 3-oxo-1-oxa-9-azaspiro[5.5]undecane-9-carboxylate

tert-butyl 3-oxo-1-oxa-9-azaspiro[5.5]undecane-9-carboxylate synthesis

3synthesis methods

Product Name:tert-butyl 3-oxo-1-oxa-9-azaspiro[5.5]undecane-9-carboxylate
CAS Number:1346229-46-6
Molecular formula:C14H23NO4
Molecular Weight:269.34

374795-42-3 Synthesis

1-Oxa-9-azaspiro[5.5]undecane-9-carboxylic acid, 3-hydroxy-, 1,1-diMethylethyl ester

374795-42-3
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tert-butyl 3-oxo-1-oxa-9-azaspiro[5.5]undecane-9-carboxylate

1346229-46-6
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Yield:-

Reaction Conditions:

Stage #1: tert-butyl 3-hydroxy-1-oxa-9-azaspiro[5.5]undecane-9-carboxylatewith tetrapropylammonium perruthennate;4-methylmorpholine N-oxide in tetrahydrofuran at 20; for 0.666667 h;Inert atmosphere;
Stage #2: with water in tetrahydrofuran;

Steps:

80.2

Step 2. To a solution of /i?^butyl-3-hydroxy-l )xa-9-az2^iro[5.5]undecane-9-carboxylate (180 mg, 1 equiv) obtained from Step 1 in anhydrous THF (3 mL), under an atmosphere of nitrogen was added N-methylmorpholine N-oxide (75.4 mg, 1 equiv) followed bytetrapropylammonium perruthenate (23.1 mg, 0.1 equiv). After stirring for 40 minutes at room temperature, the reaction was quenched with water (1.0 mL) and poured into ethyl acetate. The ethyl acetate extract was washed with water and brine and dried over sodium sulfate. The resulting crude residue was purified by silica gel chromatography (0 to 100% ethyl acetate:hexanes) to give fe^butyl-3 )xc-1-oxa-9-azaspiro[5.5]unde4H₉]⁺ ^z 214.

References:

WO2012/9217,2012,A1 Location in patent:Page/Page column 69-70

203662-51-5 Synthesis

4-Hydroxy-4-(2-propenyl)piperidine-1-carboxylic acid tert-butyl ester

203662-51-5
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1346229-46-6
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References

79099-07-3 Synthesis

79099-07-3
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1346229-46-6
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References