4-cyclopropyl-1-oxa-4,9-diazaspiro[5.5]undecan-3-one synthesis

5synthesis methods

Product Name:4-cyclopropyl-1-oxa-4,9-diazaspiro[5.5]undecan-3-one
CAS Number:1375142-88-3
Molecular formula:C11H18N2O2
Molecular Weight:210.27

1-Oxa-4,9-diazaspiro[5.5]undecan-3-one, 4-cyclopropyl-, hydrochloride (1:1)

1375107-47-3
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4-cyclopropyl-1-oxa-4,9-diazaspiro[5.5]undecan-3-one

1375142-88-3
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Yield:1375142-88-3 80%

Reaction Conditions:

with sodium hydroxide in dichloromethane;water; for 1 h;

Steps:

5.a a) 4-cyclopropyl-l-oxa-4,9-diazaspiro[5.5]undecan-3-one

A suspension of 4-cyclopropyl-l-oxa-4,9-diazaspiro[5.5]undecan-3-one hydrochloride (8.11 mmol) in dichloromethane (10 mL) was treated with IN aq NaOH (10.00 mmol). The biphasic mixture was stirred for 1 hour, at which point the cloudy organic layer had turned clear. The contents of the flask were further diluted with water (50 mL) and dichloromethane (50 mL) and the layers were separated. The aqueous layer was extracted with dichloromethane. The organic layers were combined, dried over sodium sulfate, filtered and concentrated in vacuo to afford the title compound as a yellow oil (80%). MS(ES)+ m/e 211.2 [M+H]+.

References:

WO2013/28447,2013,A1 Location in patent:Page/Page column 56

1-Piperidinecarboxylic acid, 4-[[(2-chloroacetyl)cyclopropylamino]methyl]-4-hydroxy-, 1,1-dimethylethyl ester

1375107-45-1
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1375142-88-3
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1-Oxa-4,9-diazaspiro[5.5]undecane-9-carboxylic acid, 4-cyclopropyl-3-oxo-, 1,1-dimethylethyl ester

1375107-46-2
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1375142-88-3
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References

1-OXA-6-AZASPIRO[2.5]OCTANE-6-CARBOXYLIC ACID, 1,1-DIMETHYLETHYL ESTER

147804-30-6
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$6.00/250mg

1375142-88-3
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1-Piperidinecarboxylic acid, 4-[(cyclopropylamino)methyl]-4-hydroxy-, 1,1-dimethylethyl ester

1181759-11-4
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1375142-88-3
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References