1-(4-Methoxybenzyl)-2,6-dioxopiperidin-3-yl trifluoromethanesulfonate

Name: 1-(4-Methoxybenzyl)-2,6-dioxopiperidin-3-yl trifluoromethanesulfonate
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CAS No. 2304754-47-8
Cat. No. CS-0636291
Purity≥96%
MDL No.None

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1-(4-Methoxybenzyl)-2,6-dioxopiperidin-3-yl trifluoromethanesulfonate|CS-0636291

Structure of 2304754-47-8

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General Information

CAS No. 2304754-47-8
Cat. No. CS-0636291
Purity ≥96%
MDL No. None
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₁₄F₃NO₆S
Molecular Weight 381.32
Synonym(s) None
SMILES O=C1N(C(=O)C(OS(=O)(=O)C(F)(F)F)CC1)CC2=CC=C(OC)C=C2

Description

This triflate ester enables efficient C–C bond formation via palladium-catalyzed coupling, featuring a methoxy-substituted benzyl group that enhances solubility and stability. The piperidinone scaffold provides a rigid, electron-deficient platform for selective functionalization in complex molecule synthesis.

Application

1-(4-Methoxybenzyl)-2,6-dioxopiperidin-3-yl trifluoromethanesulfonate serves as a versatile acylating agent in peptide and heterocycle synthesis, enabling efficient C–H functionalization and amide bond formation. Its triflate leaving group facilitates nucleophilic substitution under mild conditions, while the 4-methoxybenzyl protecting group ensures stability and ease of removal. Ideal for bench-scale applications requiring high reactivity and predictable transformation pathways.

Safety Information

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GHS Pictogram : N/A	GHS No : N/A
Signal Word : N/A	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : N/A
Precautionary Statements : N/A

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Computational Chemistry Data

TPSA 89.98
LogP 1.579
H_Acceptors 6
H_Donors 0
Rotatable_Bonds 5

Other Classifications

Building Blocks Functional Group Fluoride

Building Blocks Functional Group Sulfonate

Building Blocks Functional Group Ether

Building Blocks Skeleton Aliphatic heterocycle compounds Piperidine compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Chemical Biology Pharmaceutical Development and Drug Discovery Research Reagents Proteolysis Targeting Chimera Research Reagents

Biochemistry Pharmaceutical Development and Drug Discovery Research Proteolysis Targeting Chimera Research Reagents

Drug Discovery Cancer CDK

Key Words

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1-(4-Methoxybenzyl)-2,6-dioxopiperidin-3-yl trifluoromethanesulfonate

CAS No. 2304754-47-8

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