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518093 Sigma-Aldrich

Ethyl (triphenylphosphoranylidene)pyruvate

95%

Synonym: 2-Ethoxycarbonyl-2-oxoethylidenetriphenylphosphorane, NSC 647346, [(Carboxycarbonyl)methylene]triphenylphosphorane ethyl ester

  • CAS Number 13321-61-4

  • Linear Formula (C6H5)3P=CHCOCO2C2H5

  • Molecular Weight 376.38

  •  MDL number MFCD00208428

  •  PubChem Substance ID 24873999

  •  NACRES NA.22

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Properties

Related Categories C-C Bond Formation, Chemical Synthesis, Olefination, Synthetic Reagents, Wittig Reagents More...
assay   95%
reaction suitability   reaction type: C-C Bond Formation
mp   175 °C (dec.) (lit.)
storage temp.   room temp
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

Packaging

25 g in glass bottle

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles
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