tert-Butyl 4-bromo-3-fluoropiperidine-1-carboxylate

Name: tert-Butyl 4-bromo-3-fluoropiperidine-1-carboxylate
Brand: ChemScene
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CAS No. 1359944-91-4
Cat. No. CS-0052933
Molecule weight282.15
Purity≥96%
MDL No.None

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tert-Butyl 4-bromo-3-fluoropiperidine-1-carboxylate|CS-0052933

Structure of 1359944-91-4

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General Information

CAS No. 1359944-91-4
Cat. No. CS-0052933
Purity ≥96%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₇BrFNO₂
Molecular Weight 282.15
Synonym(s) None
SMILES CC(C)(C)OC(=O)N1CCC(Br)C(F)C1

Description

tert-Butyl 4-bromo-3-fluoropiperidine-1-carboxylate features a sterically hindered piperidine core with complementary bromo and fluorine substituents enabling selective functionalization. This bench-stable intermediate facilitates the construction of complex nitrogen heterocycles in medicinal chemistry, particularly for targeted kinase inhibitors and CNS-active compounds.

Application

tert-Butyl 4-bromo-3-fluoropiperidine-1-carboxylate serves as a versatile building block for the synthesis of fluorinated piperidine scaffolds prevalent in medicinal chemistry. The molecule combines a stable tert-butyl carbamate protecting group with strategically positioned bromo and fluoro substituents, enabling orthogonal functionalization via palladium-catalyzed cross-coupling and nucleophilic substitution reactions. Its bench-stable nature and compatibility with standard reaction conditions facilitate efficient access to complex heterocyclic architectures used in API 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 : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362+P364

Quality Control

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Computational Chemistry Data

TPSA 29.54
LogP 2.7288
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Fluoride

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aliphatic heterocycle compounds Piperidine compounds

Key Words

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tert-Butyl 4-bromo-3-fluoropiperidine-1-carboxylate

CAS No. 1359944-91-4

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