2-[3-(R)-[3-(2-(7-Chloro-2-quinolinyl)ethenyl)phenyl]-3-hydroxypropyl]benzoic Acid Methyl Ester

Base Information

• Chemical Name: 2-[3-(R)-[3-(2-(7-Chloro-2-quinolinyl)ethenyl)phenyl]-3-hydroxypropyl]benzoic Acid Methyl Ester
• CAS No.: 150026-72-5
• Molecular Formula: C28H24ClNO3
• Molecular Weight: 457.956
• European Community (EC) Number: 604-719-6
• UNII: 2S99NX2CCM
• DSSTox Substance ID: DTXSID00471276
• Nikkaji Number: J2.462.261D
• Wikidata: Q72459366
• Mol file: 150026-72-5.mol

Synonyms:150026-72-5;2-[3-(R)-[3-(2-(7-Chloro-2-quinolinyl)ethenyl)phenyl]-3-hydroxypropyl]benzoic Acid Methyl Ester;methyl 2-[(3R)-3-[3-[(E)-2-(7-chloroquinolin-2-yl)ethenyl]phenyl]-3-hydroxypropyl]benzoate;(R)-2-[3-[3-[2-(7-CHLORO-2-QUINOLINYL)ETHENYL]PHENYL]-3-HYDROXYPROPYL]BENZOIC ACID METHYL ESTER;2-[(3R)-3-[3-[(1E)-2-(7-Chloro-2-quinolinyl)ethenyl]phenyl]-3-hydroxypropyl]benzoic Acid Methyl Ester;(R)-Methyl 2-(3-(3-(2-(7-chloroquinolin-2-yl)vinyl)phenyl)-3-hydroxypropyl)benzoate;2S99NX2CCM;SCHEMBL457832;DTXSID00471276;Benzoic acid, 2-[(3R)-3-[3-[(1E)-2-(7-chloro-2-quinolinyl)ethenyl]phenyl]-3-hydroxypropyl]-, methyl ester;Benzoic acid, 2-[3-[3-[2-(7-chloro-2-quinolinyl)ethenyl]phenyl]-3-hydroxypropyl]-, methyl ester, (R)-;Benzoic acid, 2-[3-[3-[2-(7-chloro-2-quinolinyl)ethenyl]phenyl]-3-hydroxypropyl]-, methyl ester, [R-(E)]-;Methyl 2-[(3R)-3-[3-[(1E)-2-(7-chloro-2-quinolinyl)ethenyl]phenyl]-3-hydroxypropyl]benzoate

Chemical Property of 2-[3-(R)-[3-(2-(7-Chloro-2-quinolinyl)ethenyl)phenyl]-3-hydroxypropyl]benzoic Acid Methyl Ester

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 643.972oC at 760 mmHg
• PKA: 14.06±0.20(Predicted)
• Flash Point: 343.262oC
• PSA: 59.42000
• Density: 1.279g/cm3
• LogP: 6.51140
• Solubility.: Chloroform, Dichloromethane, Ethyl Acetate, Methanol
• XLogP3: 6.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 8
• Exact Mass: 457.1444713
• Heavy Atom Count: 33
• Complexity: 655

Purity/Quality:

99% ^*data from raw suppliers

2-[3-(R)-[3-(2-(7-Chloro-2-quinolinyl)ethenyl)phenyl]-3-hydroxypropyl]benzoicAcidMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC=CC=C1CCC(C2=CC=CC(=C2)C=CC3=NC4=C(C=CC(=C4)Cl)C=C3)O
• Isomeric SMILES: COC(=O)C1=CC=CC=C1CC[C@H](C2=CC=CC(=C2)/C=C/C3=NC4=C(C=CC(=C4)Cl)C=C3)O
• Uses: An intermediate in the synthesis of (S)-Montelukast.

Technology Process of 2-[3-(R)-[3-(2-(7-Chloro-2-quinolinyl)ethenyl)phenyl]-3-hydroxypropyl]benzoic Acid Methyl Ester

There total 7 articles about 2-[3-(R)-[3-(2-(7-Chloro-2-quinolinyl)ethenyl)phenyl]-3-hydroxypropyl]benzoic Acid Methyl Ester 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: 92.0%

methyl 2-(3-(3-(2-(7-chloro-2-quinolinyl)ethenyl)phenyl)-3-oxopropyl)benzoate (149968-11-6) → -2-<3-<3-<2-(7-chloro-2-quinolinyl)ethenyl>phenyl>-3-hydroxypropyl>benzoic acid methyl ester (150026-72-5)

Guidance literature:

methyl 2-(3-(3-(2-(7-chloro-2-quinolinyl)ethenyl)phenyl)-3-oxopropyl)benzoate; With N-ethyl-N,N-diisopropylamine; B-chlorodiisopinocampheylborane; In dichloromethane; at -5 - 0 ℃; for 3.75 - 4.75h;

With triethanolamine; In dichloromethane; at 20 - 30 ℃; for 2h;

Reference yield: 89.0%

2-(3-{3-[2-(7-chloroquinolin-2-yl)ethenyl]phenyl}-3-oxopropyl)benzoic acid methyl ester (133791-17-0) → -2-<3-<3-<2-(7-chloro-2-quinolinyl)ethenyl>phenyl>-3-hydroxypropyl>benzoic acid methyl ester (150026-72-5)

Guidance literature:

With sodium formate; [N-[(1R,2R)-2-(amino-κN)-1,2-diphenylethyl]-4-methylbenzenesulfonamidato-κN]chloro[(1,2, 3,4,5,6-η)-1-methyl-4-(1-methylethyl)benzene]-ruthenium; Aliquat 336; In dichloromethane; water; at 40 ℃; for 60h; Product distribution / selectivity; Inert atmosphere;

Reference yield:

BH3.THF + methyl 2-(3-(3-(2-(7-chloro-2-quinolinyl)ethenyl)phenyl)-3-oxopropyl)benzoate (149968-11-6) → -2-<3-<3-<2-(7-chloro-2-quinolinyl)ethenyl>phenyl>-3-hydroxypropyl>benzoic acid methyl ester (150026-72-5)

Guidance literature:

With hydrogenchloride; sodium chloride; In tetrahydrofuran;

upstream raw materials:

methyl 2-(3-(3-(2-(7-chloro-2-quinolinyl)ethenyl)phenyl)-3-oxopropyl)benzoate

o-iodo-methyl-benzoic acid

(E)-3-[2-(7-chloro-2-quinolinyl)ethenyl]benzaldehyde

(E)-3-<2-(7-chloro-2-quinolinyl)ethenyl>-α-ethenylphenylmethanol

Downstream raw materials:

(2-(2-(3-(3(R)-(2-(7-chloro-2-quinolinyl)ethenyl)phenyl)-3-hydroxypropyl)phenyl)-2-propanol)

2-(3(R)-(3-(2-(7-chloro-2-quinolinyl)ethenyl)phenyl)-3-((3-hydroxy-3-methylbutyl)thio)propyl)benzoic acid

montelukast

[R,E]-1-[[[1-[3-[2-(7-chloro-2-quinolinyl)ethenyl]phenyl]-3-[2-(methoxycarbonyl)phenyl]propyl]thio]methyl]-cyclopropane acetic acid

Refernces

• 1、 -. "PROCESS FOR THE PREPARATION OF MONTELUKAST, AND INTERMEDIATES THEREFOR". Page/Page column 21-22. . Retrieved 2008/06/13.
• 2、 -. "Process for the preparation of optically active ethenylphenyl-alcohols". Page/Page column 9-10. . Retrieved 2008/12/08.