518093

Ethyl (triphenylphosphoranylidene)pyruvate

95%

• Synonym(s): 2-Ethoxycarbonyl-2-oxoethylidenetriphenylphosphorane, NSC 647346, [(Carboxycarbonyl)methylene]triphenylphosphorane ethyl ester
• Linear Formula: (C₆H₅)₃P=CHCOCO₂C₂H₅
• CAS Number: 13321-61-4
• Molecular Weight: 376.38
• MDL number: MFCD00208428
• UNSPSC Code: 12352108
• PubChem Substance ID: 24873999
• NACRES: NA.22

Properties

• Assay: 95%
• reaction suitability: reaction type: C-C Bond Formation
• mp: 175 °C (dec.) (lit.)
• functional group: ester; ketone; phosphine
• SMILES string: CCOC(=O)C(=O)C=P(c1ccccc1)(c2ccccc2)c3ccccc3
• InChI: 1S/C23H21O3P/c1-2-26-23(25)22(24)18-27(19-12-6-3-7-13-19,20-14-8-4-9-15-20)21-16-10-5-11-17-21/h3-18H,2H2,1H3
• InChI key: OQLOPRPWPANPIE-UHFFFAOYSA-N

Description

Application

Reactant for:

• Wittig condensation
• Chemoenzymic preparation of hexafluoroleucine and tetrafluoroleucine

Reactant for synthesis of:

• Ahiral and chiral cyclic dehydro-α-amino acid derivatives through nucleophilic addition
• Peptidyl α-keto-based inhibitors of cruzain
• Deoxyfluoro-L-arabinofuranosyl triazole nucleoside derivatives with antiviral activity
• Anti-human immunodificiency virus analogs

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves