tert-Butyl 6-bromo-1-oxo-1,3-dihydrospiro[indene-2,4'-piperidine]-1'-carboxylate

Name: tert-Butyl 6-bromo-1-oxo-1,3-dihydrospiro[indene-2,4'-piperidine]-1'-carboxylate
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CAS No. 2245084-41-5
Cat. No. CS-0312179
Purity≥98%
MDL No.MFCD33401648

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tert-Butyl 6-bromo-1-oxo-1,3-dihydrospiro[indene-2,4'-piperidine]-1'-carboxylate|CS-0312179

Structure of 2245084-41-5

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General Information

CAS No. 2245084-41-5
Cat. No. CS-0312179
Purity ≥98%
MDL No. MFCD33401648
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₈H₂₂BrNO₃
Molecular Weight 380.28
Synonym(s) None
SMILES O=C(N1CCC2(CC1)C(C3=CC(Br)=CC=C3C2)=O)OC(C)(C)C

Description

tert-Butyl 6-bromo-1-oxo-1,3-dihydrospiro[indene-2,4'-piperidine]-1'-carboxylate features a spirocyclic scaffold integrating an indene core with a piperidine ring, enabling efficient access to complex alkaloid architectures. The bromine substituent at the C6 position provides a site for palladium-catalyzed cross-coupling, while the tert-butyl ester offers stable protection under standard bench conditions. This compound serves as a key intermediate in the synthesis of bioactive spiroheterocycles.

Application

tert-Butyl 6-bromo-1-oxo-1,3-dihydrospiro[indene-2,4'-piperidine]-1'-carboxylate serves as a versatile spirocyclic building block for the synthesis of complex heterocyclic scaffolds. Its bromine handle enables palladium-catalyzed cross-coupling reactions, while the piperidine and indene moieties provide structural rigidity and functional group compatibility. The tert-butyl ester facilitates selective deprotection under mild acidic conditions, enabling straightforward access to carboxylic acid intermediates. This compound exhibits excellent bench stability and is well-suited for iterative synthetic sequences in medicinal chemistry and process development.

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-P280-P302+P352

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Computational Chemistry Data

TPSA 46.61
LogP 4.2052
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Boc

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aliphatic heterocycle compounds Piperidine compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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tert-Butyl 6-bromo-1-oxo-1,3-dihydrospiro[indene-2,4'-piperidine]-1'-carboxylate

CAS No. 2245084-41-5

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