tert-Butyl 2-ethynyl-7-azaspiro[3.5]nonane-7-carboxylate

Name: tert-Butyl 2-ethynyl-7-azaspiro[3.5]nonane-7-carboxylate
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CAS No. 2566693-20-5
Cat. No. CS-0781863
Purity≥98%
MDL No.None

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tert-Butyl 2-ethynyl-7-azaspiro[3.5]nonane-7-carboxylate|CS-0781863

Structure of 2566693-20-5

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General Information

CAS No. 2566693-20-5
Cat. No. CS-0781863
Purity ≥98%
MDL No. None
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₅H₂₃NO₂
Molecular Weight 249.35
Synonym(s) None
SMILES O=C(N(CC1)CCC21CC(C#C)C2)OC(C)(C)C

Description

tert-Butyl 2-ethynyl-7-azaspiro[3.5]nonane-7-carboxylate features a rigid spirocyclic scaffold with a terminal alkyne group, enabling efficient coupling in click chemistry applications. The tert-butyl ester offers enhanced stability and ease of handling, while the azaspiro framework provides defined stereochemistry and spatial control for targeted molecular assembly.

Application

tert-Butyl 2-ethynyl-7-azaspiro[3.5]nonane-7-carboxylate serves as a versatile spirocyclic building block for the construction of nitrogen-containing heterocycles, particularly in medicinal chemistry and natural product synthesis. The terminal alkyne functionality enables efficient copper-catalyzed azide-alkyne cycloaddition (CuAAC), facilitating rapid access to triazole-linked scaffolds. The tert-butyl ester group offers stability during storage and can be readily cleaved under mild acidic conditions. This compound exhibits excellent bench stability and functional group tolerance, enabling straightforward integration into multi-step synthetic sequences.

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-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 29.54
LogP 3.0469
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Alkyne

Building Blocks Functional Group Amide

Building Blocks Skeleton Aliphatic heterocycle compounds Piperidine compounds

Building Blocks Skeleton Fatty ring compounds Cyclobutane compounds

Building Blocks Skeleton Spirol Rings compounds

Life Science Click Chemistry Reagents Alkyne

Chemical Biology Pharmaceutical Development and Drug Discovery Research Conjugation Chemistry/Click Chemistry Terminal Alkynes

Chemical Biology Conjugation Chemistry/Click Chemistry Terminal Alkynes

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tert-Butyl 2-ethynyl-7-azaspiro[3.5]nonane-7-carboxylate

CAS No. 2566693-20-5

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