Ethyl 3-oxotetrahydro-2H-pyran-4-carboxylate

Name: Ethyl 3-oxotetrahydro-2H-pyran-4-carboxylate
Brand: ChemScene
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CAS No. 388109-26-0
Cat. No. CS-0055050
Purity≥95%
MDL No.None

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Excepted Quantity	$0.00
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Ethyl 3-oxotetrahydro-2H-pyran-4-carboxylate|CS-0055050

Structure of 388109-26-0

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General Information

CAS No. 388109-26-0
Cat. No. CS-0055050
Purity ≥95%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₁₂O₄
Molecular Weight 172.18
Synonym(s) Tetrahydro-3-oxo-2H-pyran-4-carboxylic acid ethyl ester
SMILES O=C(C1C(COCC1)=O)OCC

Description

Ethyl 3-oxotetrahydro-2H-pyran-4-carboxylate features a reactive β-keto ester moiety flanked by a tetrahydropyran ring, enabling seamless integration into complex heterocyclic syntheses. This bench-stable, moisture-tolerant building block supports efficient access to oxygenated scaffolds through aldol and Michael addition cascades.

Application

Ethyl 3-oxotetrahydro-2H-pyran-4-carboxylate serves as a versatile building block in synthetic organic chemistry, enabling efficient access to oxygenated heterocyclic scaffolds. Its α,β-unsaturated carbonyl system facilitates Michael additions, aldol condensations, and reductive transformations under mild conditions. The molecule exhibits excellent bench stability, ease of purification, and compatibility with diverse functional groups, making it well-suited for iterative synthesis workflows in medicinal chemistry and natural product derivatization.

Synthesis

Route1
- 388109-23-7
- ~48%
- In-stock
  
  388109-26-0
References
- Ko, Soo S.; Pruitt, James R.; Wacker, Dean A.; Batt, Douglas G. Patent: US2003/32654 A1, 2003 ; US 20030032654 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 52.6
LogP 0.1551
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Skeleton Aliphatic heterocycle compounds Tetrahydropyran compounds

Key Words

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Ethyl 3-oxotetrahydro-2H-pyran-4-carboxylate

CAS No. 388109-26-0

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