tert-Butyl 6-bromo-2-azaspiro[3.3]heptane-2-carboxylate

Name: tert-Butyl 6-bromo-2-azaspiro[3.3]heptane-2-carboxylate
Brand: ChemScene
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CAS No. 2409962-67-8
Cat. No. CS-0529531
Purity≥98%
MDL No.None

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tert-Butyl 6-bromo-2-azaspiro[3.3]heptane-2-carboxylate|CS-0529531

Structure of 2409962-67-8

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General Information

CAS No. 2409962-67-8
Cat. No. CS-0529531
Purity ≥98%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₈BrNO₂
Molecular Weight 276.17
Synonym(s) None
SMILES O=C(N1CC2(CC(Br)C2)C1)OC(C)(C)C

Description

tert-Butyl 6-bromo-2-azaspiro[3.3]heptane-2-carboxylate is a sterically hindered spirocyclic building block featuring a brominated azaspiro scaffold. This bench-stable, moisture-tolerant reagent enables direct functionalization at the C6 position via palladium-catalyzed cross-coupling reactions. The tert-butyl ester group facilitates subsequent deprotection and incorporation into complex nitrogen-containing frameworks.

Application

tert-Butyl 6-bromo-2-azaspiro[3.3]heptane-2-carboxylate serves as a versatile spirocyclic building block for medicinal chemistry and process development. The bromide moiety enables palladium-catalyzed cross-coupling reactions, while the protected tertiary amine and carboxylate functions offer orthogonal reactivity. Its rigid spirocyclic framework enhances conformational control in target molecules, and the tert-butyl group ensures bench stability and facile deprotection under mild acidic conditions.

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 29.54
LogP 2.7808
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Boc

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aliphatic heterocycle compounds Azetidine compounds

Building Blocks Skeleton Fatty ring compounds Cyclobutane compounds

Drug Discovery Cancer KRAS

Key Words

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tert-Butyl 6-bromo-2-azaspiro[3.3]heptane-2-carboxylate

CAS No. 2409962-67-8

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