1-tert-Butoxycarbonyl-2,2-dimethyl-4-piperidone

Name: 1-tert-Butoxycarbonyl-2,2-dimethyl-4-piperidone
Brand: ChemScene
Availability: InStock
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CAS No. 346593-03-1
Cat. No. CS-D1739
Purity≥97%
MDL No.MFCD18914358

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
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1-tert-Butoxycarbonyl-2,2-dimethyl-4-piperidone|CS-D1739

Structure of 346593-03-1

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General Information

CAS No. 346593-03-1
Cat. No. CS-D1739
Purity ≥97%
MDL No. MFCD18914358
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₂₁NO₃
Molecular Weight 227.30
Synonym(s) 2,2-Dimethyl-4-oxopiperidine-1-carboxylic acid tert-butyl ester; tert-Butyl 2,2-dimethyl-4-oxopiperidine-1-carboxylate; tert-butyl 2,2-dimethyl-4-oxo-1-piperidinecarboxylate
SMILES O=C(N1C(C)(C)CC(CC1)=O)OC(C)(C)C

Description

1-tert-Butoxycarbonyl-2,2-dimethyl-4-piperidone serves as a protected piperidine scaffold for synthesizing bioactive molecules. The tert-butoxycarbonyl group enables stable incorporation into peptide and heterocyclic frameworks, while the 2,2-dimethyl substitution provides steric shielding and enhanced stability under standard conditions. This derivative streamlines access to functionalized piperidines in medicinal chemistry workflows.

Application

1-tert-Butoxycarbonyl-2,2-dimethyl-4-piperidone serves as a stable, bench-ready building block for the synthesis of substituted piperidines. The Boc-protected amine enables straightforward deprotection under mild acidic conditions, while the gem-dimethyl substitution enhances stereochemical stability and reduces epimerization risk. It functions effectively in reductive amination, nucleophilic displacement, and transition-metal-catalyzed coupling reactions, facilitating access to diverse heterocyclic scaffolds used in medicinal chemistry and process development.

Synthesis

Route1
- 79099-07-3
- 74-88-4
- ~32%
- In-stock
  
  346593-03-1
References
- Millennium Pharmaceuticals, Inc. Patent: US2005/239781 A1, 2005 ; Location in patent: Page/Page column 110 ; US 20050239781 A1

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319
Precautionary Statements : P264-P270-P280-P301+P310-P302+P352-P305+P351+P338-P330-P332+P313-P337+P313-P362+P364-P501

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Computational Chemistry Data

TPSA 46.61
LogP 2.365
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aliphatic heterocycle compounds Piperidine compounds

Key Words

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1-tert-Butoxycarbonyl-2,2-dimethyl-4-piperidone

CAS No. 346593-03-1

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