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CS-W001157 4
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4-Oxo-cyclopentane-cis-1,2-dicarboxylic acid dimethyl ester

  • CAS No. 28269-02-5

  • Cat. No. CS-0050789
  • Molecule weight200.19
  • Purity≥95%
  • MDL No.None

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

4-Oxo-cyclopentane-cis-1,2-dicarboxylic acid dimethyl ester|CS-0050789

Structure of 28269-02-5

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General Information

  • CAS No. 28269-02-5
  • Cat. No. CS-0050789
  • Purity ≥95%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₂O₅
  • Molecular Weight 200.19
  • Synonym(s) Dimethyl cis-4-Oxocyclopentane-1,2-dicarboxylate
  • SMILES O=C([C@H]1[C@@H](C(OC)=O)CC(C1)=O)OC

Description

This dimethyl ester derivative of cis-cyclopentane-1,2-dicarboxylic acid features a strategically positioned oxo group at the C4 position, enhancing its reactivity in cycloaddition and conjugate addition processes. The ester functionalities provide solubility in common organic solvents and stability under standard bench conditions, enabling reliable use in synthetic transformations.

Application

4-Oxo-cyclopentane-cis-1,2-dicarboxylic acid dimethyl ester serves as a versatile building block in synthetic organic chemistry, enabling efficient access to functionalized cyclopentane scaffolds. Its cis-configured diester moiety and α-oxo functionality facilitate controlled functionalization, including asymmetric reduction and nucleophilic addition reactions. The compound exhibits good bench stability and compatibility with standard purification techniques, making it well-suited for iterative synthesis workflows in medicinal chemistry and natural product derivatization.

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   69.67
  • LogP   -0.0723
  • H_Acceptors   5
  • H_Donors   0
  • Rotatable_Bonds   2

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