tert-Butyl (3S)-3-fluoro-4-oxopiperidine-1-carboxylate

Name: tert-Butyl (3S)-3-fluoro-4-oxopiperidine-1-carboxylate
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CAS No. 1450879-67-0
Cat. No. CS-0048542
Purity≥95%
MDL No.None

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tert-Butyl (3S)-3-fluoro-4-oxopiperidine-1-carboxylate|CS-0048542

Structure of 1450879-67-0

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General Information

CAS No. 1450879-67-0
Cat. No. CS-0048542
Purity ≥95%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₆FNO₃
Molecular Weight 217.24
Synonym(s) tert-butyl (S)-3-fluoro-4-oxopiperidine-1-carboxylate
SMILES CC(C)(C)OC(=O)N1CCC(=O)[C@@H](F)C1

Description

tert-Butyl (3S)-3-fluoro-4-oxopiperidine-1-carboxylate is a stereochemically defined, bench-stable building block featuring a fluorinated piperidinone core. This chiral intermediate integrates seamlessly into complex molecule synthesis, where the fluorine atom enhances metabolic stability and modulates electronic properties. The tert-butyl carbamate group enables straightforward protection and deprotection under standard conditions.

Application

tert-Butyl (3S)-3-fluoro-4-oxopiperidine-1-carboxylate serves as a key chiral building block for fluorinated piperidine scaffolds, enabling efficient access to bioactive molecules in medicinal chemistry. The 3-fluoro stereocenter and 4-oxo functionality provide orthogonal reactivity for nucleophilic addition, reductive amination, and amine alkylation. Bench-stable and readily purified by flash chromatography, it functions effectively in multistep syntheses of kinase inhibitors and CNS-targeted compounds.

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-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362-P501

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Computational Chemistry Data

TPSA 46.61
LogP 1.5344
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Fluoride

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aliphatic heterocycle compounds Piperidine compounds

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tert-Butyl (3S)-3-fluoro-4-oxopiperidine-1-carboxylate

CAS No. 1450879-67-0

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