Methyl 4-oxo-5-(triphenyl-lambda5-phosphanylidene)pentanoate

Base Information

• Chemical Name: Methyl 4-oxo-5-(triphenyl-lambda5-phosphanylidene)pentanoate
• CAS No.: 84028-77-3
• Molecular Formula: C24H23O3P
• Molecular Weight: 390.419
• DSSTox Substance ID: DTXSID80405635
• Nikkaji Number: J2.459.220K
• Mol file: 84028-77-3.mol

Synonyms:84028-77-3;ST003250;SCHEMBL10694300;DTXSID80405635;AKOS024274154

Chemical Property of Methyl 4-oxo-5-(triphenyl-lambda5-phosphanylidene)pentanoate

Chemical Property:

• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 8
• Exact Mass: 390.13848159
• Heavy Atom Count: 28
• Complexity: 512

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)CCC(=O)C=P(C1=CC=CC=C1)(C2=CC=CC=C2)C3=CC=CC=C3

Technology Process of Methyl 4-oxo-5-(triphenyl-lambda5-phosphanylidene)pentanoate

There total 7 articles about Methyl 4-oxo-5-(triphenyl-lambda5-phosphanylidene)pentanoate 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: 61.0%

5-(Methoxycarbonyl)-3-oxo-2-(triphenylphosphoranyliden)pentananilid (98749-50-9,98749-51-0) → (3-methoxycarbonylpropionyl)methylenetriphenylphosphorane (84028-77-3)

Guidance literature:

With ethanol; In toluene; for 12h; Heating;

Reference yield: 59.0%

methyl 5-bromo-4-oxopentanoate (53856-93-2) + triphenylphosphine (603-35-0) → (3-methoxycarbonylpropionyl)methylenetriphenylphosphorane (84028-77-3)

Guidance literature:

methyl 5-bromo-4-oxopentanoate; triphenylphosphine; With benzene; Heating;

With sodium carbonate; In water; Further stages.;

DOI:10.1016/j.tet.2007.03.144

Reference yield:

methyl 5-bromo-4-oxopentanoate (53856-93-2) → (3-methoxycarbonylpropionyl)methylenetriphenylphosphorane (84028-77-3)

Guidance literature:

Multi-step reaction with 2 steps

1: benzene / Heating

2: Na₂CO₃ / H₂O

With sodium carbonate; In water; benzene;

DOI:10.1021/jo00149a033

upstream raw materials:

5-(Methoxycarbonyl)-3-oxo-2-(triphenylphosphoranyliden)pentananilid

Methylenetriphenylphosphorane

succinic acid monomethylester chloride

methyl 5-bromo-4-oxopentanoate

Downstream raw materials:

(E)-4-Oxo-7-phenyl-oct-5-enoic acid methyl ester

(E)-methyl 4-oxo-6-phenylhex-5-enoate

(E)-6-(2-Hydroxy-phenyl)-4-oxo-hex-5-enoic acid methyl ester

Biphenyl-4-carboxylic acid (3aR,4R,5R,6aS)-4-((E)-5-methoxycarbonyl-3-oxo-pent-1-enyl)-2-oxo-hexahydro-cyclopenta[b]furan-5-yl ester