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Methyl 2-oxocyclopentane carboxylate: Everything You Need to Know

2024-09-04

What is Methyl 2-oxocyclopentane carboxylate?

Methyl 2-oxocyclopentane carboxylate is a colorless to yellow liquid that belongs to the family of carboxylic acid esters. It is commonly used as an intermediate in drug synthesis due to its unique chemical properties.

Synthesis of Methyl 2-oxocyclopentane carboxylate

Methyl 2-oxocyclopentane carboxylate can be synthesized through a reaction between 2-cyclopentenone and methyl formate in the presence of a basic catalyst. The reaction yields a mixture of diastereomers which can be separated through chromatography.

Properties of Methyl 2-oxocyclopentane carboxylate

Methyl 2-oxocyclopentane carboxylate has a boiling point of 187°C and a melting point of -71°C. It is insoluble in water but soluble in most organic solvents such as ethanol and chloroform. Its chemical formula is C7H10O3 and its molar mass is 142.15 g/mol.

Applications of Methyl 2-oxocyclopentane carboxylate

Methyl 2-oxocyclopentane carboxylate is used as an intermediate in the synthesis of various drugs such as antiviral, anticancer, and antitumor compounds. It is also used as a starting material for the preparation of chiral organocatalysts.

Methyl 2-oxocyclopentane carboxylate in Drug Synthesis

Methyl 2-oxocyclopentane carboxylate plays a crucial role in the synthesis of various drugs such as Pseudoephedrine, Levomethamphetamine, and Nortryptiline. It is used as a building block to form key intermediate compounds which are further modified to produce the desired final product.

Chiral Organocatalysts

Methyl 2-oxocyclopentane carboxylate is used as a starting material for the preparation of chiral organocatalysts. These catalysts are used to promote enantioselective reactions, which are valuable in various fields such as drug synthesis, agrochemicals, and biotechnology.

Methyl 2-oxocyclopentane carboxylate in Antiviral Drug Synthesis

Several antiviral drugs such as Acyclovir and Ganciclovir are synthesized using Methyl 2-oxocyclopentane carboxylate as a crucial intermediate. The unique chemical properties of the compound make it an ideal building block for the synthesis of antiviral drugs.

Methyl 2-oxocyclopentane carboxylate in Anticancer Drug Synthesis

Methyl 2-oxocyclopentane carboxylate is also used as an intermediate in the synthesis of various anticancer drugs such as Tamoxifen, Etoposide, and Mitomycin. The compound is used to form key intermediates which are further modified to produce the desired final product.

Methyl 2-oxocyclopentane carboxylate in Antitumor Drug Synthesis

Several antitumor drugs such as Carboplatin and Cisplatin are synthesized using Methyl 2-oxocyclopentane carboxylate as an intermediate. The unique chemical structure of the compound makes it an ideal building block for the synthesis of antitumor drugs.

Safety Precautions

Methyl 2-oxocyclopentane carboxylate is a hazardous chemical and should be handled with care. It is highly flammable and can cause skin and eye irritation upon contact. It should be stored in a cool, dry place away from heat sources.

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