MONTELUKAST

Base Information

• Chemical Name: MONTELUKAST
• CAS No.: 142522-28-9
• Molecular Formula: C35H36ClNO3S
• Molecular Weight: 586.195
• Mol file: 142522-28-9.mol

Synonyms:cyclopentyl 3-{2-methoxy-4-[(o-tolylsulfonyl)carbamoyl]benzyl}-1-methyl-1H-indol-5-ylcarbamate;1-(((1-(R)-(3-(2-(7-chloro-2-quinolidyl)ethenyl)phenyl)-3-(2-(1-hydroxy-1-methyl-ethyl)phenyl)propyl)thio)methyl)cyclopropane acetic acid;Montelukast acid;montelucast;

Chemical Property of MONTELUKAST

Chemical Property:

• PSA: 95.72000
• LogP: 8.94800

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of MONTELUKAST

There total 5 articles about MONTELUKAST 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: 98.8%

2-(2-(3-(S)-(3-(2-(7-chloro-2-quinolinyl)-ethenyl)phenyl)-3-diphenylphosphatoxypropyl)phenyl)-2-propanol + 1-(sulfanylmethyl)cyclopropaneacetic acid (162515-68-6) → cyclopentyl 3-{2-methoxy-4-[(o-tolylsulfonyl)carbamoyl]benzyl}-1-methyl-1H-indol-5-ylcarbamate (142522-28-9)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 0 - 20 ℃; Reagent/catalyst; Solvent;

Reference yield: 83.1%

1-(((1-(R)-(3-(2-(7-chloro-2-quinolidyl)ethenyl)phenyl)-3-(2-(1-hydroxy-1-methyl-ethyl)phenyl)-propyl)-thio)-methyl)cyclopropanyl acetic acid methyl ester → cyclopentyl 3-{2-methoxy-4-[(o-tolylsulfonyl)carbamoyl]benzyl}-1-methyl-1H-indol-5-ylcarbamate (142522-28-9)

Guidance literature:

1-(((1-(R)-(3-(2-(7-chloro-2-quinolidyl)ethenyl)phenyl)-3-(2-(1-hydroxy-1-methyl-ethyl)phenyl)-propyl)-thio)-methyl)cyclopropanyl acetic acid methyl ester; With sodium hydroxide; water; In tetrahydrofuran; methanol; at 20 ℃;

With tartaric acid; In tetrahydrofuran; methanol; toluene; pH=4; Product distribution / selectivity; Acidic aqueous solution;

Reference yield:

C5H6O2S(2-)*2K(1+) + 2-(2-(3-(S)-(3-(2-(7-chloro-2-quinolinyl)-ethenyl)phenyl)-3-diphenylphosphatoxypropyl)phenyl)-2-propanol → cyclopentyl 3-{2-methoxy-4-[(o-tolylsulfonyl)carbamoyl]benzyl}-1-methyl-1H-indol-5-ylcarbamate (142522-28-9)

Guidance literature:

C₅H₆O₂S^(2-)*2K⁽¹⁺⁾; 2-(2-(3-(S)-(3-(2-(7-chloro-2-quinolinyl)-ethenyl)phenyl)-3-diphenylphosphatoxypropyl)phenyl)-2-propanol; In 3-ethyl-1-methyl-1H-imidazol-3-ium bromide; dimethyl sulfoxide; at 15 - 17 ℃; for 1h; Ionic liquid;

With ammonium chloride; In tetrahydrofuran; n-heptane; water; ethyl acetate; Product distribution / selectivity;

upstream raw materials:

2-(2-(3(S)-(3-(2-(7-chloroquinolin-2-yl)ethyl)phenyl)-3-(methanesulfonyl-1-oxy)methylethyl)phenyl)-2-propanol

1-(sulfanylmethyl)cyclopropaneacetic acid

Downstream raw materials:

dicyclohexylamine 1-(((1-(R)-(3-(2-(7-chloro-2-quinolidyl)ethenyl)phenyl)-3-(2-(1-hydroxy-1-methyl-ethyl)phenyl)propyl)thio)methyl)cyclopropanyl acetate

Montelukast sodium

Refernces

• 1、 -. "METHOD FOR THE PREPARATION OF MONTELUKAST ACID IN IONIC LIQUID MEDIUM". Page/Page column 17-18. . Retrieved 2009/05/28.