(1s,2s)-2-Phenylcyclopropanecarboxylic acid

Base Information

• Chemical Name: (1s,2s)-2-Phenylcyclopropanecarboxylic acid
• CAS No.: 23020-15-7
• Molecular Formula: C10H10O2
• Molecular Weight: 162.188
• European Community (EC) Number: 821-598-7
• UNII: 89U9JC5NLS
• Nikkaji Number: J83.244H
• ChEMBL ID: CHEMBL3786890
• Mol file: 23020-15-7.mol

Synonyms:(1s,2s)-2-phenylcyclopropanecarboxylic acid;23020-15-7;(1S,2S)-2-phenylcyclopropane-1-carboxylic acid;89U9JC5NLS;Cyclopropanecarboxylic acid, 2-phenyl-, (1S,2S)-;(1S-trans)-2-Phenylcyclopropanecarboxylic acid;(+)-trans-2-Phenyl-1-cyclopropanecarboxylic acid;2-Phenyl-1-cyclopropanecarboxylic acid, trans-(+)-;2-Phenyl-1-cyclopropanecarboxylic acid, (1S-trans)-;MFCD12195831;UNII-89U9JC5NLS;SCHEMBL1172743;CHEMBL3786890;AKOS015892731;2-Phenylcyclopropanecarboxylic acid, trans;AS-47260;(1s,2s)-2-phenylcyclopropanecarboxylicacid;CS-0053575;(1S,2S)-2-phenyl-cyclopropanecarboxylic acid;Cyclopropanecarboxylic acid, 2-phenyl-, trans-;EN300-136518;F12973;P18274;Z1235967724

Chemical Property of (1s,2s)-2-Phenylcyclopropanecarboxylic acid

Chemical Property:

• PSA: 37.30000
• LogP: 1.87470
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 162.068079557
• Heavy Atom Count: 12
• Complexity: 182

Purity/Quality:

98% ^*data from raw suppliers

(1S,2S)-2-Phenylcyclopropanecarboxylicacid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(C1C(=O)O)C2=CC=CC=C2
• Isomeric SMILES: C1[C@@H]([C@H]1C(=O)O)C2=CC=CC=C2

Technology Process of (1s,2s)-2-Phenylcyclopropanecarboxylic acid

There total 63 articles about (1s,2s)-2-Phenylcyclopropanecarboxylic acid 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%

(+)-trans-2-phenylcyclopropanecarboxylic acid (2-hydroxy-1-phenylethyl)amide (928055-00-9) → (1S,2S)-2-phenylcyclopropane-1-carboxylic acid (23020-15-7)

Guidance literature:

With sulfuric acid; water; In 1,4-dioxane; at 100 ℃; for 18h;

DOI:10.1002/cmdc.201600180

Reference yield: 95.0%

(4S)-4-benzyl-3-{[(1S,2S)-2-phenylcyclopropyl]carbonyl}-1,3-oxazolidin-2-one (1557242-91-7) → (1S,2S)-2-phenylcyclopropane-1-carboxylic acid (23020-15-7)

Guidance literature:

With dihydrogen peroxide; lithium hydroxide; In tetrahydrofuran; water; at 0 - 20 ℃; for 2h;

Reference yield: 91.0%

cis-1-ethoxycarbonyl-2-phenylcyclopropane (946-38-3) → (1S*,2R*)-2-phenylcyclopropane-1-carboxylic acid (939-89-9,939-90-2,3471-10-1,5685-38-1,23020-15-7,23020-18-0,42916-14-3,48126-51-8,67528-68-1,111956-00-4,111956-01-5)

Guidance literature:

With ethanol; potassium hydroxide; at 20 ℃;

DOI:10.1021/ja101557k

upstream raw materials:

ethyl (S,S)-2-phenylcyclopropane-1-carboxylate

trans-2-phenylcyclopropane-1-carboxylic acid

(2R,4S)-(+)-5,5-dimethyl-4-phenyl-2-(trans-2-phenylcyclopropyl)-1,3-dioxane

ethyl rac-(1S,2S)-2-phenylcycloproanecarboxylate

Downstream raw materials:

(+)-trans-2-Phenylcyclopropylchlorid

(+)-trans-2-Phenylcyclopropyliodid

(1S,2S)-trans-1-(hydroxymethyl)-2-phenylcyclopropane

(+)-(1S,2S)-1-methyl-2-phenylcyclopropane

Refernces

• 1、 Vianello, Paola,Botrugno, Oronza A.,Cappa, Anna,Dal Zuffo, Roberto,Dessanti, Paola,Mai, Antonello,Marrocco, Biagina,Mattevi, Andrea,Meroni, Giuseppe,Minucci, Saverio,Stazi, Giulia,Thaler, Florian,Trifiró, Paolo,Valente, Sergio,Villa, Manuela,Varasi, Mario,Mercurio, Ciro. "Discovery of a Novel Inhibitor of Histone Lysine-Specific Demethylase 1A (KDM1A/LSD1) as Orally Active Antitumor Agent". . p. 1501 - 1517. Retrieved 2016/03/08.
• 2、 Annunziato, Giannamaria,Angeli, Andrea,D'Alba, Francesca,Bruno, Agostino,Pieroni, Marco,Vullo, Daniela,De Luca, Viviana,Capasso, Clemente,Supuran, Claudiu T.,Costantino, Gabriele. "Discovery of New Potential Anti-Infective Compounds Based on Carbonic Anhydrase Inhibitors by Rational Target-Focused Repurposing Approaches". . p. 1904 - 1914. Retrieved 2016/10/12.