tert-Butyl 4-(2-ethoxy-2-oxoethylidene)piperidine-1-carboxylate

CAS No. 135716-08-4
Cat. No. CS-M1536
Purity≥97%
MDL No.MFCD12912655

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tert-Butyl 4-(2-ethoxy-2-oxoethylidene)piperidine-1-carboxylate|CS-M1536

Structure of 135716-08-4

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Description

tert-Butyl 4-(2-ethoxy-2-oxoethylidene)piperidine-1-carboxylate features a sterically shielded piperidine core with a conjugated ethoxy-enone moiety, enabling selective Michael additions and efficient downstream functionalization under mild conditions. This bench-stable reagent integrates readily into complex molecular architectures.

Application

tert-Butyl 4-(2-ethoxy-2-oxoethylidene)piperidine-1-carboxylate serves as a versatile building block in synthetic organic chemistry, enabling efficient access to piperidine-based scaffolds through selective reduction or nucleophilic addition. The enone functionality facilitates conjugate additions and Michael-type reactions, while the tert-butoxycarbonyl (Boc) group provides orthogonal protection for nitrogen-centered transformations. Its bench-stable nature and compatibility with standard purification methods support reliable use in medicinal chemistry campaigns and process-scale synthesis.

General Information

CAS No. 135716-08-4
Cat. No. CS-M1536
Purity ≥97%
MDL No. MFCD12912655
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₂₃NO₄
Molecular Weight 269.34
Synonym(s) Ethyl [1-(tert-Butoxycarbonyl)piperidin-4-ylidene]acetate
SMILES O=C(OCC)/C=C1CCN(C(OC(C)(C)C)=O)CC\1

Computational Chemistry Data

TPSA 55.84
LogP 2.5068
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 2

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 Ester

Building Blocks Skeleton Aliphatic heterocycle compounds Piperidine compounds

Key Words

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tert-Butyl 4-(2-ethoxy-2-oxoethylidene)piperidine-1-carboxylate

CAS No. 135716-08-4

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