[2-(ETHOXYCARBONYL)-2-OXOETHYLIDENE]TRIPHENYLPHOSPHORANE

Base Information

• Chemical Name: [2-(ETHOXYCARBONYL)-2-OXOETHYLIDENE]TRIPHENYLPHOSPHORANE
• CAS No.: 13321-61-4
• Molecular Formula: C23H21O3P
• Molecular Weight: 376.392
• Hs Code.: 29310099
• Mol file: 13321-61-4.mol

Synonyms:Ethyl triphenylphosphoranylidenepyruvate;

Chemical Property of [2-(ETHOXYCARBONYL)-2-OXOETHYLIDENE]TRIPHENYLPHOSPHORANE

Chemical Property:

• Vapor Pressure: 4.23E-11mmHg at 25°C
• Melting Point: 175 °C (dec.)(lit.)
• Refractive Index: 1.602
• Boiling Point: 524.6 °C at 760 mmHg
• Flash Point: 284.1 °C
• PSA: 53.18000
• Density: 1.2 g/cm³
• LogP: 2.91490

Purity/Quality:

98%,99%, ^*data from raw suppliers

Ethyl (triphenylphosphoranylidene)pyruvate 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Reactant for: Wittig condensationChemoenzymic preparation of hexafluoroleucine and tetrafluoroleucineReactant for synthesis of:Ahiral and chiral cyclic dehydro-α-amino acid derivatives through nucleophilic additionPeptidyl α-keto-based inhibitors of cruzainDeoxyfluoro-L-arabinofuranosyl triazole nucleoside derivatives with antiviral activityAnti-human immunodificiency virus analogs

Technology Process of [2-(ETHOXYCARBONYL)-2-OXOETHYLIDENE]TRIPHENYLPHOSPHORANE

There total 6 articles about [2-(ETHOXYCARBONYL)-2-OXOETHYLIDENE]TRIPHENYLPHOSPHORANE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

ethyl Bromopyruvate (70-23-5) + triphenylphosphine (603-35-0) → ethyl 2-oxo-3-(triphenylphosphoranylidene)propanoate (13321-61-4)

Guidance literature:

In benzene; for 5h; Ambient temperature;

DOI:10.1002/hlca.19810640722

Reference yield:

(2-Ethoxycarbonyl-2-oxo-ethyl)-triphenyl-phosphonium; bromide → ethyl 2-oxo-3-(triphenylphosphoranylidene)propanoate (13321-61-4)

Guidance literature:

With sodium carbonate; In methanol; at 0 ℃; for 1h; Yield given;

DOI:10.1016/S0040-4039(00)91608-3

Reference yield:

ethyl Bromopyruvate (70-23-5) → ethyl 2-oxo-3-(triphenylphosphoranylidene)propanoate (13321-61-4)

Guidance literature:

Multi-step reaction with 2 steps

1: CCl₄ / 36 h / 20 °C

2: 131 g / sodium carbonate / methanol; H₂O / 1 h / 0 °C / pH 10

With sodium carbonate; In methanol; tetrachloromethane; water;

DOI:10.1016/j.bmc.2004.12.053

upstream raw materials:

Methyltriphenylphosphonium bromide

oxalic acid diethyl ester

ethyl Bromopyruvate

triphenylphosphine

Downstream raw materials:

ethyl 2-oxo-4-(p-nitrophenyl)but-3-enoate

oxalic acid hydrazide

2-Oxo-3-(triphenyl-λ⁵-phosphanylidene)-propionic acid hydrazide

(E)-ethyl-2-oxo-4-phenylbut-3-enoate