Benzyl 2-oxo-7-azaspiro[3.5]nonane-7-carboxylate

Name: Benzyl 2-oxo-7-azaspiro[3.5]nonane-7-carboxylate
Brand: ChemScene
Availability: InStock
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CAS No. 147610-98-8
Cat. No. CS-0046945
Purity≥95%
MDL No.MFCD10000572

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Type	HazMat Fee
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FedEx Limited Quantities Ground	$0.00
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Benzyl 2-oxo-7-azaspiro[3.5]nonane-7-carboxylate|CS-0046945

Structure of 147610-98-8

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General Information

CAS No. 147610-98-8
Cat. No. CS-0046945
Purity ≥95%
MDL No. MFCD10000572
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₆H₁₉NO₃
Molecular Weight 273.33
Synonym(s) None
SMILES O=C(OCC=1C=CC=CC1)N2CCC3(CC(=O)C3)CC2

Description

Benzyl 2-oxo-7-azaspiro[3.5]nonane-7-carboxylate features a spirocyclic scaffold with a pendant benzyl ester, enabling direct incorporation into complex heterocyclic architectures. The ketone functionality at the C2 position offers a site for selective transformations, while the azaspiro core provides rigidity and stereochemical control in synthetic routes. This compound serves as a key intermediate in the development of bioactive molecules requiring defined three-dimensional frameworks.

Application

Benzyl 2-oxo-7-azaspiro[3.5]nonane-7-carboxylate serves as a versatile spirocyclic scaffold for medicinal chemistry campaigns, enabling efficient access to nitrogen-containing heterocycles via standard reductive amination and cyclization protocols. The molecule exhibits bench stability, tolerates diverse functional groups, and facilitates straightforward purification—ideal for iterative synthesis of complex targets in drug discovery workflows.

Synthesis

Route1
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References
- Brown, Dean G.; Bernstein, Peter R.; Griffin, Andrew; Wesolowski, Steve; Labrecque, Denis; Tremblay, Maxime C.; Sylvester, Mark; Mauger, Russell; Edwards, Phillip D.; Throner, Scott R.; Folmer, James J.; Cacciola, Joseph; Scott, Clay; Lazor, Lois A.; Pourashraf, Mehrnaz; Santhakumar, Vijayaratnam; Potts, William M.; Sydserff, Simon; Giguere, Pascall; Levesque, Carine; Dasser, Mohammed; Groblewski, Thierry Journal of Medicinal Chemistry, 2014 , vol. 57, # 3 p. 733 - 758

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319
Precautionary Statements : P264-P270-P280-P302+P352-P330-P362+P364-P501

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Computational Chemistry Data

TPSA 46.61
LogP 2.7683
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aliphatic heterocycle compounds Piperidine compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Building Blocks Skeleton Fatty ring compounds Cyclobutane compounds

Key Words

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Benzyl 2-oxo-7-azaspiro[3.5]nonane-7-carboxylate

CAS No. 147610-98-8

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