(1S,2S)-1α,2β-Dibenzoylcyclopropane

Base Information

• Chemical Name: (1S,2S)-1α,2β-Dibenzoylcyclopropane
• CAS No.: 21019-55-6
• Molecular Formula: C₁₇H₁₄O₂
• Molecular Weight: 250.297
• Mol file: 21019-55-6.mol

Synonyms:

Chemical Property of (1S,2S)-1α,2β-Dibenzoylcyclopropane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,2S)-1α,2β-Dibenzoylcyclopropane

There total 17 articles about (1S,2S)-1α,2β-Dibenzoylcyclopropane 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: 93.0%

2-bromo-1,5-diphenylpentane-1,5-dione → (2-benzoylcyclopropyl)(phenyl)methanone (3238-03-7,20030-69-7,21019-55-6,38400-84-9)

Guidance literature:

With ammonium hydroxide; In ethanol; water; at 0 - 20 ℃; for 24h; Inert atmosphere;

DOI:10.1016/j.tet.2018.02.053

Reference yield: 85.0%

1,4-diphenyl-but-2-ene-1,4-dione (4070-75-1) + trimethylsulfoxonium iodide (1774-47-6) → (2-benzoylcyclopropyl)(phenyl)methanone (3238-03-7,20030-69-7,21019-55-6,38400-84-9)

Guidance literature:

With [PAIM][NTf₂]; 3-butyl-1-methyl-1H-imidazol-3-ium hexafluorophosphate; at 20 ℃; for 1.66667h; Inert atmosphere;

DOI:10.1016/j.tetlet.2021.153339

Reference yield: 85.0%

1,5-diphenyl-1,5-pentanedione (6263-83-8) → (2-benzoylcyclopropyl)(phenyl)methanone (3238-03-7,20030-69-7,21019-55-6,38400-84-9)

Guidance literature:

With sodium methylate; potassium iodide; In methanol; at 15 ℃; Further Variations:; Reagents; Product distribution; Electrochemical reaction;

DOI:10.1246/bcsj.76.207

upstream raw materials:

1,4-diphenylbut-2-ene-1,4-dione

(1S,2S)-Cyclopropane-1,2-dicarbonyl dichloride

phenol

(1S,2S)-cyclopropane-1,2-dicarboxylic acid

Downstream raw materials:

1,1-Bis(2'-hydroyx-2'-phenylcyclopropyl)methane

1,2,5,5-tetraphenyl-pent-4-en-1-one

(+/-)-trans-1,2-bis-(α-hydroxy-benzhydryl)-cyclopropane

Phenyl(5-phenyl-furan-2-yl)methanone

Refernces

• 1、 Malunavar, Shruti S.,Sutar, Suraj M.,Prabhala, Pavankumar,Savanur, Hemantkumar M.,Kalkhambkar, Rajesh G.,Aridoss, Gopalakrishnan,Laali, Kenneth K.. "Facile synthesis of libraries of functionalized cyclopropanes and oxiranes using ionic liquids – A new approach to the classical Corey-Chaykovsky reaction". supporting information. . Retrieved 2021/09/13.
• 2、 Piou, Tiffany,Romanov-Michailidis, Fedor,Ashley, Melissa A.,Romanova-Michaelides, Maria,Rovis, Tomislav. "Stereodivergent Rhodium(III)-Catalyzed cis-Cyclopropanation Enabled by Multivariate Optimization". supporting information. p. 9587 - 9593. Retrieved 2018/08/07.