tert-Butyl 7-oxo-2-azaspiro[4.4]nonane-2-carboxylate

CAS No. 1319716-42-1
Cat. No. CS-0048133
Purity≥97%
MDL No.None

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tert-Butyl 7-oxo-2-azaspiro[4.4]nonane-2-carboxylate|CS-0048133

Structure of 1319716-42-1

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Description

tert-Butyl 7-oxo-2-azaspiro[4.4]nonane-2-carboxylate features a rigid spirocyclic core with a ketone at C7 and a protected carboxylic acid at C2, enabling direct functionalization at the azaspiro scaffold. This bench-stable, moisture-tolerant reagent integrates seamlessly into complex heterocycle synthesis, offering precise control over stereochemistry in medicinal chemistry campaigns.

Application

tert-Butyl 7-oxo-2-azaspiro[4.4]nonane-2-carboxylate serves as a versatile spirocyclic building block for the synthesis of nitrogen-containing heterocycles, particularly in medicinal chemistry and natural product synthesis. The molecule features a stable tert-butyl ester, a ketone at C7, and a secondary amine at C2, enabling selective functionalization via reductive amination, nucleophilic addition, or enolate chemistry. Its rigid spiro structure provides defined stereochemistry and enhances metabolic stability in downstream scaffolds. The compound exhibits excellent bench stability and is readily purified by flash chromatography, facilitating integration into multi-step synthetic sequences.

General Information

CAS No. 1319716-42-1
Cat. No. CS-0048133
Purity ≥97%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₂₁NO₃
Molecular Weight 239.31
Synonym(s) tert-butyl 7-oxo-2-azaspiro[4.4]nonane-2-carboxylate(WX101862)
SMILES CC(C)(C)OC(=O)N1CCC2(CCC(=O)C2)C1

Computational Chemistry Data

TPSA 46.61
LogP 2.3666
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 0

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Other Classifications

Building Blocks Skeleton Aliphatic heterocycle compounds Pyrrolidine compounds

Building Blocks Skeleton Spirol Rings compounds

Key Words

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tert-Butyl 7-oxo-2-azaspiro[4.4]nonane-2-carboxylate

CAS No. 1319716-42-1

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