(S)-5-Cyclohexyl-4-fluoro-3-oxo-2-(triphenyl-λ⁵-phosphanylidene)-pentanoic acid tert-butyl ester

Base Information

• Chemical Name: (S)-5-Cyclohexyl-4-fluoro-3-oxo-2-(triphenyl-λ⁵-phosphanylidene)-pentanoic acid tert-butyl ester
• CAS No.: 87428-87-3
• Molecular Formula: C₃₃H₃₈FO₃P
• Molecular Weight: 532.635

Synonyms:(S)-5-Cyclohexyl-4-fluoro-3-oxo-2-(triphenyl-λ⁵-phosphanylidene)-pentanoic acid tert-butyl ester

Chemical Property of (S)-5-Cyclohexyl-4-fluoro-3-oxo-2-(triphenyl-λ⁵-phosphanylidene)-pentanoic acid tert-butyl ester

Chemical Property:

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Technology Process of (S)-5-Cyclohexyl-4-fluoro-3-oxo-2-(triphenyl-λ⁵-phosphanylidene)-pentanoic acid tert-butyl ester

There total 1 articles about (S)-5-Cyclohexyl-4-fluoro-3-oxo-2-(triphenyl-λ⁵-phosphanylidene)-pentanoic acid tert-butyl 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: 80.0%

(tert-Butoxycarbonylmethylene)triphenylphosphorane (86302-43-4,35000-38-5) + (S)-4-Cyclohexyl-3-fluoro-butyryl chloride → (S)-5-Cyclohexyl-4-fluoro-3-oxo-2-(triphenyl-λ5-phosphanylidene)-pentanoic acid tert-butyl ester (87428-87-3)

Guidance literature:

In benzene; for 3h; Ambient temperature;

DOI:10.1016/S0040-4039(00)81967-X

Reference yield: 80.0%

(S)-5-Cyclohexyl-4-fluoro-3-oxo-2-(triphenyl-λ5-phosphanylidene)-pentanoic acid tert-butyl ester (87428-87-3) → (S)-4-Cyclohexyl-3-fluoro-1-(triphenyl-λ5-phosphanylidene)-butan-2-one (87428-91-9)

Guidance literature:

With toluene-4-sulfonic acid; In benzene; for 3h; Heating;

DOI:10.1016/S0040-4039(00)81967-X

Reference yield:

(S)-5-Cyclohexyl-4-fluoro-3-oxo-2-(triphenyl-λ5-phosphanylidene)-pentanoic acid tert-butyl ester (87428-87-3) → Benzoic acid (3aR,4R,6S,6aR)-4-((E)-(S)-5-cyclohexyl-4-fluoro-3-oxo-pent-1-enyl)-2-oxo-hexahydro-cyclopenta[b]furan-6-yl ester (87428-93-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / p-toluenesulfonic acid / benzene / 3 h / Heating

2: 90 percent

With toluene-4-sulfonic acid; In benzene;

DOI:10.1016/S0040-4039(00)81967-X

upstream raw materials:

(tert-Butoxycarbonylmethylene)triphenylphosphorane

Downstream raw materials:

(S)-4-Cyclohexyl-3-fluoro-1-(triphenyl-λ⁵-phosphanylidene)-butan-2-one

Benzoic acid (3aR,4R,6S,6aR)-4-((E)-(S)-5-cyclohexyl-4-fluoro-3-oxo-pent-1-enyl)-2-oxo-hexahydro-cyclopenta[b]furan-6-yl ester

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