5-Hydroxy-3-oxo-5-phenyl-2-(triphenyl-λ⁵-phosphanylidene)-pentanoic acid methyl ester

Base Information

• Chemical Name: 5-Hydroxy-3-oxo-5-phenyl-2-(triphenyl-λ⁵-phosphanylidene)-pentanoic acid methyl ester
• CAS No.: 161199-07-1
• Molecular Formula: C₃₀H₂₇O₄P
• Molecular Weight: 482.516

Synonyms:5-Hydroxy-3-oxo-5-phenyl-2-(triphenyl-λ⁵-phosphanylidene)-pentanoic acid methyl ester

Chemical Property of 5-Hydroxy-3-oxo-5-phenyl-2-(triphenyl-λ⁵-phosphanylidene)-pentanoic acid methyl ester

Chemical Property:

Purity/Quality:

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Technology Process of 5-Hydroxy-3-oxo-5-phenyl-2-(triphenyl-λ⁵-phosphanylidene)-pentanoic acid methyl ester

There total 2 articles about 5-Hydroxy-3-oxo-5-phenyl-2-(triphenyl-λ⁵-phosphanylidene)-pentanoic acid methyl ester 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:

methyl (triphenylphosphoranylidene)acetate (21204-67-1,2605-67-6) → 5-Hydroxy-3-oxo-5-phenyl-2-(triphenyl-λ5-phosphanylidene)-pentanoic acid methyl ester (161199-07-1)

Guidance literature:

Multi-step reaction with 2 steps

1: benzene / 5 °C

2: 1) LDA / 1) THF, -5 deg C, 2) THF, -78 to -20 deg C

With lithium diisopropyl amide; In benzene;

DOI:10.1016/0040-4039(94)88385-8

Reference yield:

benzaldehyde (100-52-7) + [acetyl(methoxycarbonyl)methylene]triphenylphosphorane (1743-62-0) → 5-Hydroxy-3-oxo-5-phenyl-2-(triphenyl-λ5-phosphanylidene)-pentanoic acid methyl ester (161199-07-1)

Guidance literature:

With lithium diisopropyl amide; Yield given. Multistep reaction; 1) THF, -5 deg C, 2) THF, -78 to -20 deg C;

DOI:10.1016/0040-4039(94)88385-8

Reference yield: 95.0%

5-Hydroxy-3-oxo-5-phenyl-2-(triphenyl-λ5-phosphanylidene)-pentanoic acid methyl ester (161199-07-1) → 2-Hydroxy-3-oxo-5-phenyl-tetrahydro-furan-2-carboxylic acid methyl ester

Guidance literature:

With ozone; at -78 ℃;

DOI:10.1016/0040-4039(94)88385-8

upstream raw materials:

benzaldehyde

[acetyl(methoxycarbonyl)methylene]triphenylphosphorane

methyl (triphenylphosphoranylidene)acetate

Downstream raw materials:

3-Hydroxy-5-phenyl-furan-2-carboxylic acid methyl ester

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