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CS-W001157 4
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4-Oxotetrahydropyran-3-carboxylic acid methyl ester

  • CAS No. 127956-11-0

  • Cat. No. CS-D0214
  • Purity≥97%
  • MDL No.MFCD20921984

*For research and further manufacturing use only, not for direct human use.

4-Oxotetrahydropyran-3-carboxylic acid methyl ester|CS-D0214

Structure of 127956-11-0

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General Information

  • CAS No. 127956-11-0
  • Cat. No. CS-D0214
  • Purity ≥97%
  • MDL No. MFCD20921984
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₁₀O₄
  • Molecular Weight 158.15
  • Synonym(s) Methyl 4-oxotetrahydro-2H-pyran-3-carboxylate; Methyl 4-oxotetrahydropyran-3-carboxylate; 2H-Pyran-3-carboxylic acid, tetrahydro-4-oxo-, methyl ester
  • SMILES O=C1CCOCC1C(OC)=O

Description

4-Oxotetrahydropyran-3-carboxylic acid methyl ester features a bench-stable, electron-deficient carbonyl at the C4 position paired with a sterically accessible ester group at C3. This functionalized scaffold integrates readily into complex heterocyclic systems and serves as a key intermediate in the synthesis of bioactive natural product analogs and cyclic lactones.

Application

4-Oxotetrahydropyran-3-carboxylic acid methyl ester serves as a versatile building block in synthetic organic chemistry, enabling efficient access to oxygenated heterocyclic scaffolds. The molecule combines a ketone and ester functionality in a stable tetrahydropyran framework, facilitating selective transformations such as nucleophilic additions, reductions, and coupling reactions. Its bench-stable nature and compatibility with common protecting group strategies make it well-suited for iterative synthesis workflows in medicinal chemistry and natural product derivatization.

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   -0.235
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   1

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