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

CAS No. 1160247-29-9
Cat. No. CS-0036789
Purity≥97%
MDL No.None

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tert-Butyl 6-bromo-2-oxo-1,2-dihydrospiro[indole-3,4'-piperidine]-1'-carboxylate|CS-0036789

Structure of 1160247-29-9

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Description

tert-Butyl 6-bromo-2-oxo-1,2-dihydrospiro[indole-3,4'-piperidine]-1'-carboxylate features a spirocyclic scaffold integrating an indole and piperidine ring system, with a brominated C6 position enabling downstream functionalization. The tert-butyl ester group provides stability and ease of manipulation under standard conditions. This compound serves as a key intermediate in the synthesis of complex alkaloid architectures and bioactive molecules.

Application

tert-Butyl 6-bromo-2-oxo-1,2-dihydrospiro[indole-3,4'-piperidine]-1'-carboxylate serves as a versatile spirocyclic scaffold for medicinal chemistry campaigns, enabling efficient access to indole-piperidine hybrids. The bromine atom facilitates late-stage functionalization via palladium-catalyzed cross-coupling, while the protected piperidine nitrogen and oxo group offer orthogonal reactivity. Bench-stable and amenable to purification by flash chromatography, it functions as a key building block in the synthesis of bioactive heterocycles and targeted API candidates.

General Information

CAS No. 1160247-29-9
Cat. No. CS-0036789
Purity ≥97%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₇H₂₁BrN₂O₃
Molecular Weight 381.26
Synonym(s) tert-Butyl 6-broMo-2-oxospiro[indoline-3,4'-piperidine]-1'-carboxylate
SMILES CC(C)(C)OC(=O)N1CCC2(CC1)C3=CC=C(C=C3NC2=O)Br

Computational Chemistry Data

TPSA 58.64
LogP 3.6699
H_Acceptors 3
H_Donors 1
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 Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Indolin compounds

Building Blocks Skeleton Aliphatic heterocycle compounds Piperidine compounds

Building Blocks Skeleton Spirol Rings compounds

Key Words

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

CAS No. 1160247-29-9

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