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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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.

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

Computational Chemistry Data

TPSA 46.61
LogP 4.2052
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-P280-P302+P352

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Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aliphatic heterocycle compounds Piperidine compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Building Blocks Skeleton Spirol Rings 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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