tert-butyl 3,3-difluoro-4-oxopiperidine-1-carboxylate

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Cat Number

INT1215071172

CAS Number

1215071-17-2

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Product Detail Description Customer Q&A

CAS Number

1215071-17-2

Storage

2-8℃

Molecular Formula

C10H15F2NO3

Molecular Weight

235.23

Smiles

N1(C(OC(C)(C)C)=O)CCC(=O)C(F)(F)C1

Appearance

White to off-white solid

Boiling Point

274.7℃

Relative Density

1.21

General Description

tert-butyl 3,3-difluoro-4-oxopiperidine-1-carboxylate is a fluorinated piperidine building block characterized by the presence of a gem-difluoro moiety adjacent to a C4 ketone functional group. The nitrogen is protected by a tert-butoxycarbonyl (Boc) group, which provides stability and allows for selective deprotection during the synthesis of more complex piperidine-based structures.

Mechanism of Action

It operates as a highly reactive electrophilic intermediate. The two fluorine atoms at the 3-position significantly enhance the electrophilicity of the neighboring C4 ketone through inductive electron-withdrawing effects, thereby facilitating efficient nucleophilic additions, reductive aminations, or the formation of specialized heterocyclic ring systems.

Application

This compound is a vital component in medicinal chemistry for constructing fluorine-rich drug molecules, particularly those targeting metabolic diseases and enzyme inhibition where metabolic stability is required.