R(-)-Fenoprofen

Base Information

• Chemical Name: R(-)-Fenoprofen
• CAS No.: 32953-79-0
• Molecular Formula: C₁₅H₁₄O₃
• Molecular Weight: 242.274
• Mol file: 32953-79-0.mol

Synonyms:(R)-(-)-Fenoprofen;(R)-Fenoprofen;Benzeneacetic acid, α-methyl-3-phenoxy-, (R)-;Benzeneacetic acid, α-methyl-3-phenoxy-, (αR)-;Hydratropic acid, m-phenoxy-, (-)- (8CI);R(-)-Fenoprofen;(R)-2-(3-Phenoxyphenyl)propionic acid;(R)-α-Methyl-3-phenoxybenzeneacetic acid

Chemical Property of R(-)-Fenoprofen

Chemical Property:

• PSA: 46.53000
• LogP: 3.66700

Purity/Quality:

R(-)-FENOPROFEN 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of R(-)-Fenoprofen

There total 37 articles about R(-)-Fenoprofen 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: 97.0%

α-methylthio-α-(m-phenoxyphenyl)propionic acid (64782-40-7) → Fenoprofen (29679-58-1,31879-05-7,32953-79-0)

Guidance literature:

In tetrahydrofuran; ethanol; water; tert-butyl alcohol;

Reference yield: 97.0%

2-(3-phenoxy-phenyl)-propan-1-ol (32929-75-2) → Fenoprofen (29679-58-1,31879-05-7,32953-79-0)

Guidance literature:

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; sodium chlorite; In water; acetonitrile; at 35 ℃; for 24h; aq. phosphate buffer;

DOI:10.1055/s-0030-1258580

Reference yield: 94.0%

3-bromodiphenyl ether (6876-00-2) + 1,1-bis(trimethylsilyloxy)prop-1-ene (31469-22-4) → Fenoprofen (29679-58-1,31879-05-7,32953-79-0)

Guidance literature:

3-bromodiphenyl ether; With zinc(II) fluoride; tri-tert-butyl phosphine; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In toluene; for 0.666667h; Inert atmosphere;

1,1-bis(trimethylsilyloxy)prop-1-ene; In tetrahydrofuran; N,N-dimethyl-formamide; toluene; at 80 ℃; for 12h; Sealed tube; Inert atmosphere;

DOI:10.1021/jacs.9b03291

upstream raw materials:

carbon dioxide

1-(m-phenoxyphenyl)-1-chloroethane

methyl 2-(3-phenoxybenzene)propionate

1,1-bis(trimethylsilyloxy)prop-1-ene

Downstream raw materials:

(S)-fenoprofen

(R)-fenoprofen

(S)-2-(4-Hydroxy-3-phenoxy-phenyl)-propionic acid

(R)-2-(4-Hydroxy-3-phenoxy-phenyl)-propionic acid

Refernces

• 1、 Bo, Zhi-Yu,Chen, Lin,Gao, Tian-Yu,Jing, Ke,Lan, Yu,Liu, Shi-Han,Luo, Shu-Ping,Yan, Si-Shun,Yu, Bo,Yu, Da-Gang. "Visible-light photoredox-catalyzed selective carboxylation of C(sp3)?F bonds with CO2". supporting information. p. 3099 - 3113. Retrieved 2021/11/16.
• 2、 Gevorgyan, Ashot,Hopmann, Kathrin H.,Bayer, Annette. "Exploration of New Biomass-Derived Solvents: Application to Carboxylation Reactions". . p. 2080 - 2088. Retrieved 2020/02/20.