tert-Butyl 2,4-dioxopiperidine-1-carboxylate

Name: tert-Butyl 2,4-dioxopiperidine-1-carboxylate
Brand: ChemScene
Availability: InStock
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CAS No. 845267-78-9
Cat. No. CS-W004740
Purity≥95%
MDL No.MFCD10566071

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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+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
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tert-Butyl 2,4-dioxopiperidine-1-carboxylate|CS-W004740

Structure of 845267-78-9

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Description

tert-Butyl 2,4-dioxopiperidine-1-carboxylate features a strained piperidinone core with dual carbonyl groups at C2 and C4, enabling selective reactivity in synthetic transformations. The tert-butyl ester moiety provides stability under basic conditions while facilitating mild deprotection. This compound serves as a key intermediate in the construction of complex nitrogen-containing scaffolds, particularly in medicinal chemistry applications involving heterocyclic ring systems.

Application

tert-Butyl 2,4-dioxopiperidine-1-carboxylate serves as a versatile building block in medicinal chemistry, enabling efficient access to piperidine-based scaffolds. Its 2,4-dioxo functionality facilitates nucleophilic addition and reductive amination, while the tert-butoxycarbonyl group provides stable protection under standard reaction conditions. The compound exhibits excellent bench stability and compatibility with diverse transformations, including hydrogenation and coupling reactions, making it ideal for iterative synthesis of complex heterocycles and API intermediates.

General Information

CAS No. 845267-78-9
Cat. No. CS-W004740
Purity ≥95%
MDL No. MFCD10566071
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₅NO₄
Molecular Weight 213.23
Synonym(s) 1-Boc-Piperidine-2,4-dione
SMILES C(=O)(OC(C)(C)C)N1CCC(CC1=O)=O

Computational Chemistry Data

TPSA 63.68
LogP 1.113
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 0

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 : 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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Other Classifications

Building Blocks Functional Group Ketone

Building Blocks Skeleton Aliphatic heterocycle compounds Piperidine compounds

Key Words

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tert-Butyl 2,4-dioxopiperidine-1-carboxylate

CAS No. 845267-78-9

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