Cyclopropanecarboxylic acid, 2,2-diphenyl-, ethyl ester, (1S)-

Base Information

• Chemical Name: Cyclopropanecarboxylic acid, 2,2-diphenyl-, ethyl ester, (1S)-
• CAS No.: 67428-04-0
• Molecular Formula: C18H18O2
• Molecular Weight: 266.34
• DSSTox Substance ID: DTXSID50448938
• Nikkaji Number: J862.735E
• Wikidata: Q82268163
• Mol file: 67428-04-0.mol

Synonyms:Cyclopropanecarboxylic acid, 2,2-diphenyl-, ethyl ester, (1S)-;67428-04-0;DTXSID50448938;(S)-2,2-Diphenylcyclopropanecarboxylic acid ethyl ester

Chemical Property of Cyclopropanecarboxylic acid, 2,2-diphenyl-, ethyl ester, (1S)-

Chemical Property:

• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 266.130679813
• Heavy Atom Count: 20
• Complexity: 319

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1CC1(C2=CC=CC=C2)C3=CC=CC=C3
• Isomeric SMILES: CCOC(=O)[C@H]1CC1(C2=CC=CC=C2)C3=CC=CC=C3

Technology Process of Cyclopropanecarboxylic acid, 2,2-diphenyl-, ethyl ester, (1S)-

There total 16 articles about Cyclopropanecarboxylic acid, 2,2-diphenyl-, ethyl ester, (1S)- 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: 100.0%

diazoacetic acid ethyl ester (623-73-4) + 1,1-Diphenylethylene (530-48-3) → ethyl 2,2-diphenylcyclopropane-1-carboxylate (67428-04-0,105561-41-9,37555-46-7)

Guidance literature:

With μ-carbido-bis[2,3,9,10,16,17,23,24-octa-n-butoxyphthalocyaninatoruthenium(IV)]; In dichloromethane; toluene; at 90 ℃; for 6h; Inert atmosphere;

DOI:10.1039/c7dt03703a

Reference yield: 95.0%

diazodiphenylmethane (908093-98-1) + ethyl acrylate (140-88-5,9003-32-1) → ethyl 2,2-diphenylcyclopropane-1-carboxylate (67428-04-0,105561-41-9,37555-46-7)

Guidance literature:

In ethyl acetate; at 65 ℃; for 1.5h;

Reference yield: 89.0%

benzophenone hydrazone (5350-57-2) + ethyl acrylate (140-88-5,9003-32-1) → ethyl 2,2-diphenylcyclopropane-1-carboxylate (67428-04-0,105561-41-9,37555-46-7)

Guidance literature:

benzophenone hydrazone; With manganese(IV) oxide; magnesium sulfate; In dichloromethane; Inert atmosphere;

ethyl acrylate; In pentane;

DOI:10.1055/s-0030-1258084

upstream raw materials:

diazoacetic acid ethyl ester

1,1-Diphenylethylene

diazodiphenylmethane

ethyl acrylate

Downstream raw materials:

2,2-diphenyl-cyclopropanecarboxylic acid

(1S)-2,2-diphenylcyclopropane carboxylic acid

(E)-3-(2,2-diphenylcyclopropyl)prop-2-en-1-ol

[2-(2,2-dibromovinyl)-1-phenylcyclopropyl]benzene

Refernces

• 1、 Cailler, Lucie P.,Clémancey, Martin,Barilone, Jessica,Maldivi, Pascale,Latour, Jean-Marc,Sorokin, Alexander B.. "Comparative Study of the Electronic Structures of μ-Oxo, μ-Nitrido, and μ-Carbido Diiron Octapropylporphyrazine Complexes and Their Catalytic Activity in Cyclopropanation of Olefins". . p. 1104 - 1116. Retrieved 2020/02/04.
• 2、 Babu Dokuburra, Chanti,D'Aiuto, Leonardo,Demers, Matthew,McClain, Lora,McNulty, James,Nimgaonkar, Vishwajit L.,Piazza, Paolo,Williamson, Kelly,Zheng, Wenxiao. "Synthesis of non-nucleoside anti-viral cyclopropylcarboxacyl hydrazones and initial anti-HSV-1 structure-activity relationship studies". supporting information. . Retrieved 2020/10/02.