tert-Butyl 5,6-dihydropyridine-1(2H)-carboxylate

Name: tert-Butyl 5,6-dihydropyridine-1(2H)-carboxylate
Brand: ChemScene
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CAS No. 85838-94-4
Cat. No. CS-W001658
Purity≥96%
MDL No.MFCD04972245

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tert-Butyl 5,6-dihydropyridine-1(2H)-carboxylate|CS-W001658

Structure of 85838-94-4

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Description

tert-Butyl 5,6-dihydropyridine-1(2H)-carboxylate serves as a stable, bench-ready precursor for functionalized pyridine derivatives. This saturated heterocyclic scaffold integrates readily into synthetic sequences requiring controlled nitrogen functionality. The tert-butyl ester group enables straightforward deprotection under mild acidic conditions, facilitating access to the corresponding carboxylic acid. Its reduced ring system supports selective transformations at the 5- and 6-positions without over-reduction risks.

Application

tert-Butyl 5,6-dihydropyridine-1(2H)-carboxylate serves as a versatile scaffold for the synthesis of functionalized pyridine derivatives, enabling efficient access to medicinally relevant heterocycles. Its dihydropyridine core facilitates selective hydrogenation, electrophilic substitution, and transition-metal-catalyzed coupling reactions. The tert-butyl carbamate group provides excellent stability and ease of removal under mild acidic conditions, simplifying purification and downstream derivatization in multi-step syntheses.

General Information

CAS No. 85838-94-4
Cat. No. CS-W001658
Purity ≥96%
MDL No. MFCD04972245
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₇NO₂
Molecular Weight 183.25
Synonym(s) tert-butyl 3,6-dihydropyridine-1(2H)-carboxylate
SMILES O=C(N1CCC=CC1)OC(C)(C)C

Computational Chemistry Data

TPSA 29.54
LogP 2.1834
H_Acceptors 2
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 : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Other Classifications

Building Blocks Skeleton Aliphatic heterocycle compounds Piperidine compounds

Key Words

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tert-Butyl 5,6-dihydropyridine-1(2H)-carboxylate

CAS No. 85838-94-4

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