Ethyl (triphenylphosphoranylidene)pyruvate
Ethyl (triphenylphosphoranylidene)pyruvate (CAS: 13321-61-4) is a key synthetic reagent, specifically a Wittig reagent, used in organic chemistry. With a molecular weight of 376.38 g/mol, it facilitates C-C bond formation through olefination reactions. Its primary applications include the synthesis of various organic compounds, particularly those with complex structures like amino acid derivatives and nucleoside analogs with potential antiviral properties. Supplied by TSS as a high-purity chemical for research and synthesis.
- IUPAC
- 2-Ethoxycarbonyl-2-oxoethylidenetriphenylphosphorane,NSC 647346,[(Carboxycarbonyl)methylene]triphenylphosphorane ethyl ester
- Synonyms
- 2-Ethoxycarbonyl-2-oxoethylidenetriphenylphosphoraneNSC 647346[(Carboxycarbonyl)methylene]triphenylphosphorane ethyl ester
Wittig Condensation Reactions
This compound serves as a valuable Wittig reagent, enabling the condensation reaction with carbonyl compounds to form carbon-carbon double bonds. It is particularly useful for introducing pyruvate ester functionalities into organic molecules.
Synthesis of Amino Acid Derivatives
Ethyl (triphenylphosphoranylidene)pyruvate is employed in the chemoenzymic preparation and synthesis of ahiral and chiral cyclic dehydro-α-amino acid derivatives. These are important building blocks in medicinal chemistry and peptide research.
Preparation of Enzyme Inhibitors
It is used in the synthesis of peptidyl α-keto-based inhibitors, such as those targeting cruzain. This application highlights its role in the development of potential therapeutic agents.
Antiviral Nucleoside Analogs
The reagent is instrumental in the synthesis of deoxyfluoro-L-arabinofuranosyl triazole nucleoside derivatives. Some of these compounds have demonstrated antiviral activity, contributing to the development of new treatments.
| Molecular weight | 376.38 |
|---|---|
| Linear formula | (C6H5)3P=CHCOCO2C2H5 |
| Assay | 95% |
| Application | Reactant for: • Wittig condensation1• Chemoenzymic preparation of hexafluoroleucine and tetrafluoroleucine2Reactant for synthesis of:• Ahiral and chiral cyclic dehydro-α-amino acid derivatives through nucleophilic addition3• Peptidyl α-keto-based inhibitors of cruzain4• Deoxyfluoro-L-arabinofuranosyl triazole nucleoside derivatives with antiviral activity5• Anti-human immunodificiency virus analogs6 |
| Melting point | 175 °C (dec.)(lit.) |
| Protective equipment | Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter |
|---|---|
| Water hazard class (WGK, DE) | 3 |
Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.
Documentation
Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.
Supply & logistics
Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.
What is Ethyl (triphenylphosphoranylidene)pyruvate primarily used for?
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Ethyl (triphenylphosphoranylidene)pyruvate is primarily used as a Wittig reagent for C-C bond formation, olefination reactions, and the synthesis of various organic compounds including amino acid derivatives, enzyme inhibitors, and antiviral nucleoside analogs.
What is the CAS number and chemical formula for Ethyl (triphenylphosphoranylidene)pyruvate?
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The CAS number is 13321-61-4. The linear formula is (C₆H₅)₃P=CHCOCO₂C₂H₅.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies Ethyl (triphenylphosphoranylidene)pyruvate with an assay of 95%. TSS does not represent this product as USP, BP, EP, or other pharmacopoeia grades; it is intended for research and technical use.
How should Ethyl (triphenylphosphoranylidene)pyruvate be handled safely?
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Handle with appropriate personal protective equipment, including eyeshields and gloves. A type N95 (US) or type P1 (EN143) respirator filter is recommended. Consult the Safety Data Sheet for comprehensive handling information.
Is this chemical a controlled substance?
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The provided data does not indicate that Ethyl (triphenylphosphoranylidene)pyruvate is a controlled substance.
How is this product packed and shipped by TSS?
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Tech Serve Solutions packs and ships fine chemicals, pharmaceutical intermediates, and laboratory reagents globally, adhering to all relevant transport regulations. Specific packaging details depend on order quantity and destination.
How can I request a sample or a quote for Ethyl (triphenylphosphoranylidene)pyruvate?
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To request a sample or a quote, please contact our sales team through the TSS website or by phone. Provide the product name and CAS number (13321-61-4) for prompt service.
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