tert-Butyl 3,5-dioxopiperidine-1-carboxylate

Name: tert-Butyl 3,5-dioxopiperidine-1-carboxylate
Brand: ChemScene
Availability: InStock
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CAS No. 396731-40-1
Cat. No. CS-W007112
Molecule weight213.23
Purity≥96%
MDL No.MFCD14706038

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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tert-Butyl 3,5-dioxopiperidine-1-carboxylate|CS-W007112

Structure of 396731-40-1

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General Information

CAS No. 396731-40-1
Cat. No. CS-W007112
Purity ≥96%
MDL No. MFCD14706038
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₅NO₄
Molecular Weight 213.23
Synonym(s) 3,5-Dioxo-piperidine-1-carboxylicacidtert-butylester
SMILES CC(C)(C)OC(=O)N1CC(=O)CC(=O)C1

Description

tert-Butyl 3,5-dioxopiperidine-1-carboxylate features a rigid piperidine core with two ketone functionalities at the 3 and 5 positions, enabling efficient cyclization and functionalization. This bench-stable, moisture-tolerant reagent integrates readily into synthetic sequences requiring cyclic amine intermediates.

Application

tert-Butyl 3,5-dioxopiperidine-1-carboxylate serves as a versatile scaffold for the synthesis of piperidine-based heterocycles, enabling efficient access to medicinally relevant frameworks. Its diketone functionality facilitates selective functionalization at C3 and C5, while the tert-butoxycarbonyl group provides stability and ease of removal under mild acidic conditions. The compound exhibits excellent bench stability and compatibility with standard coupling reactions, making it a practical choice for iterative synthesis in medicinal chemistry and process development workflows.

Synthesis

Route1
- 873190-14-8
- ~52%
- In-stock
  
  396731-40-1
References
- NOVO NORDISK A/S Patent: WO2006/3096 A1, 2006 ; Location in patent: Page/Page column 80 ; WO 2006/003096 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-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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Computational Chemistry Data

TPSA 63.68
LogP 0.7654
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aliphatic heterocycle compounds Piperidine compounds

Key Words

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tert-Butyl 3,5-dioxopiperidine-1-carboxylate

CAS No. 396731-40-1

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