(R)-3-Oxo-cyclopentanecarboxylic acid methyl ester

Name: (R)-3-Oxo-cyclopentanecarboxylic acid methyl ester
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CAS No. 132076-27-8
Cat. No. CS-0049313
Purity≥95%
MDL No.MFCD01320815

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(R)-3-Oxo-cyclopentanecarboxylic acid methyl ester|CS-0049313

Structure of 132076-27-8

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General Information

CAS No. 132076-27-8
Cat. No. CS-0049313
Purity ≥95%
MDL No. MFCD01320815
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₁₀O₃
Molecular Weight 142.15
Synonym(s) None
SMILES COC([C@@H]1CCC(C1)=O)=O

Description

(R)-3-Oxo-cyclopentanecarboxylic acid methyl ester features a chiral cyclopentanone core with a strategically positioned ester group, enabling direct incorporation into asymmetric synthesis workflows. The carbonyl functionality supports enantioselective transformations, while the methyl ester enhances solubility and stability under standard bench conditions. This configuration facilitates efficient access to bioactive cyclopentane derivatives in medicinal chemistry and natural product synthesis.

Application

(R)-3-Oxo-cyclopentanecarboxylic acid methyl ester serves as a valuable chiral building block in synthetic organic chemistry, enabling stereoselective synthesis of cyclopentane-containing pharmacophores. Its enantioselectively defined stereochemistry and ketone functionality facilitate diverse transformations, including nucleophilic additions, aldol reactions, and transition-metal-catalyzed couplings. The methyl ester group provides convenient handle for further derivatization or hydrolysis, while the compound exhibits good bench stability and ease of purification—making it well-suited for iterative synthesis workflows in medicinal chemistry and process development.

Safety Information

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Computational Chemistry Data

TPSA 43.37
LogP 0.5286
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Fatty ring compounds Cyclopentane compounds

Key Words

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(R)-3-Oxo-cyclopentanecarboxylic acid methyl ester

CAS No. 132076-27-8

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