Compound Q&A

How is (1R,4R,5R)-3-Oxo-2-oxabicyclo[2.2.1]heptane-5-carboxylic acid (CAS: 862174-60-5) typically synthesized?

Answer

(1R,4R,5R)-3-Oxo-2-oxabicyclo[2.2.1]heptane-5-carboxylic acid
This compound can be synthesized via a Wittig reaction, using triethylsilyl enolate as the starting material. The process involves the condensation of the enolate with a ketone, followed by dehydration to form the desired acid. The reaction is catalyzed by a strong base such as imidazole, with a yield of up to 85%.

About

English Name (1R,4R,5R)-3-Oxo-2-oxabicyclo[2.2.1]heptane-5-carboxylic acid
Molecular Formula C7H8O4
Molecular Weight 156.137 g/mol
SMILES C1C2CC(C1C(=O)O2)C(=O)O
InChIKey YWHQIVJPIBHBSV-UOWFLXDJSA-N
Last Updated: 2025-12-31 21:15

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