(S)-3-(2-methylphenyl) cyclopentan-1-one

Base Information

• Chemical Name: (S)-3-(2-methylphenyl) cyclopentan-1-one
• CAS No.: 213964-24-0
• Molecular Formula: C₁₂H₁₄O
• Molecular Weight: 174.243
• Mol file: 213964-24-0.mol

Synonyms:(S)-3-(2-methylphenyl) cyclopentan-1-one

Chemical Property of (S)-3-(2-methylphenyl) cyclopentan-1-one

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of (S)-3-(2-methylphenyl) cyclopentan-1-one

There total 3 articles about (S)-3-(2-methylphenyl) cyclopentan-1-one 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: 98.0%

cyclopent-2-enone (930-30-3) + 2-Methylphenylboronic acid (16419-60-6) → (S)-3-(2-methylphenyl) cyclopentan-1-one (213964-24-0)

Guidance literature:

With C₄₄H₄₀Cl₂O₄Rh₂; potassium hydroxide; In 1,4-dioxane; water; at 50 ℃; for 16h; enantioselective reaction; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.orglett.1c02088

Reference yield:

cyclopent-2-enone (930-30-3) + 2-Methylphenylboronic acid (16419-60-6) → (S)-3-(2-methylphenyl) cyclopentan-1-one (213964-24-0) + (R)-3-(2-methylphenyl)cyclopentanone

Guidance literature:

With silver hexafluoroantimonate; C₂₄H₃₄Cl₂O₄P₂Pd; water; In tetrahydrofuran; at 30 ℃; for 24h; optical yield given as %ee; enantioselective reaction; Inert atmosphere;

DOI:10.1021/jo1024442

Reference yield:

cyclopent-2-enone (930-30-3) + trifluoro(2-tolyl)silane (363-86-0) → (S)-3-(2-methylphenyl) cyclopentan-1-one (213964-24-0) + (R)-3-(2-methylphenyl)cyclopentanone

Guidance literature:

trifluoro(2-tolyl)silane; With tris(dimethylamino)sulfonium trimethylsilyldifluoride; In dichloromethane; for 0.0833333h; Inert atmosphere;

cyclopent-2-enone; With C₄₁H₄₂BrCuN₂; In dichloromethane; at 60 ℃; for 20h; Inert atmosphere;

With hydrogenchloride; water; In dichloromethane; optical yield given as %ee; enantioselective reaction;

DOI:10.1021/jo900589x

upstream raw materials:

cyclopent-2-enone

trifluoro(2-tolyl)silane

2-Methylphenylboronic acid

Refernces

• 1、 Chen, Chen,Hayashi, Tamio,Meng, He,Ming, Jialin,Sun, Chao,Wei, Haili. "Asymmetric Synthesis of Chiral Bicyclo[2.2.1]hepta-2,5-diene Ligands through Rhodium-Catalyzed Asymmetric Arylative Bis-cyclization of a 1,6-Enyne". supporting information. p. 6311 - 6315. Retrieved 2021/09/02.
• 2、 Melcher, Michaela-Christina,Iv?i?, Trpimir,Olagnon, Charlotte,Tenten, Christina,Lützen, Arne,Strand, Daniel. "Control of Enantioselectivity in Rhodium(I) Catalysis by Planar Chiral Dibenzo[a,e]cyclooctatetraenes". supporting information. p. 2344 - 2348. Retrieved 2017/12/26.