(R,E)-methyl 2-(3-(acetylthio)-3-(3-(2-(7-chloroquinolin-2-yl)vinyl)phenyl)propyl)benzoate

Base Information

• Chemical Name: (R,E)-methyl 2-(3-(acetylthio)-3-(3-(2-(7-chloroquinolin-2-yl)vinyl)phenyl)propyl)benzoate
• CAS No.: 855473-48-2
• Molecular Formula: C₃₀H₂₆ClNO₃S
• Molecular Weight: 516.06
• Mol file: 855473-48-2.mol

Synonyms:(R,E)-methyl 2-(3-(acetylthio)-3-(3-(2-(7-chloroquinolin-2-yl)vinyl)phenyl)propyl)benzoate

Chemical Property of (R,E)-methyl 2-(3-(acetylthio)-3-(3-(2-(7-chloroquinolin-2-yl)vinyl)phenyl)propyl)benzoate

Chemical Property:

Purity/Quality:

2-[(3R)-3-(Acetylthio)-3-[3-[(1E)-2-(7-chloro-2-quinolinyl)ethenyl]phenyl]propyl]-BenzoicAcidMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: 2-[(3R)-3-(Acetylthio)-3-[3-[(1E)-2-(7-chloro-2-quinolinyl)ethenyl]phenyl]propyl]-Benzoic Acid Methyl Ester is a reagent in the preparation of Montelukast Sodium Salt (M568000) which is a selective leukotriene D4-receptor antagonist. Used as an antiasthmatic.

Technology Process of (R,E)-methyl 2-(3-(acetylthio)-3-(3-(2-(7-chloroquinolin-2-yl)vinyl)phenyl)propyl)benzoate

There total 3 articles about (R,E)-methyl 2-(3-(acetylthio)-3-(3-(2-(7-chloroquinolin-2-yl)vinyl)phenyl)propyl)benzoate 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%

Methyl [S-(E)]-2-[3-[3-[2-(7-chloro-2-quinolinyl)ethenyl]phenyl]-3-methanesulfonyloxy-propyl] benzoate (906107-36-6) + tiolacetic acid (507-09-5) → (R,E)-methyl 2-(3-(acetylthio)-3-(3-(2-(7-chloroquinolin-2-yl)vinyl)phenyl)propyl)benzoate (855473-48-2)

Guidance literature:

With triethylamine; In toluene; at 20 - 45 ℃; for 3.58333h;

Reference yield: 57.0%

Methyl [S-(E)]-2-[3-[3-[2-(7-chloro-2-quinolinyl)ethenyl]phenyl]-3-methanesulfonyloxy-propyl] benzoate (906107-36-6) + potassium thioacetate (10387-40-3) → (R,E)-methyl 2-(3-(acetylthio)-3-(3-(2-(7-chloroquinolin-2-yl)vinyl)phenyl)propyl)benzoate (855473-48-2)

Guidance literature:

In DMF (N,N-dimethyl-formamide); toluene; at 20 ℃; Product distribution / selectivity;

Reference yield:

methyl-[(E)]-2-[3(S)-[3-[2-(7-chloro-2-quinolinyl)ethenyl]phenyl]-3-hydroxypropyl] benzoate (181139-72-0) + potassium thioacetate (10387-40-3) → (R,E)-methyl 2-(3-(acetylthio)-3-(3-(2-(7-chloroquinolin-2-yl)vinyl)phenyl)propyl)benzoate (855473-48-2)

Guidance literature:

methanesulfonyl chloride; methyl-[(E)]-2-[3(S)-[3-[2-(7-chloro-2-quinolinyl)ethenyl]phenyl]-3-hydroxypropyl] benzoate; With triethylamine; In water; toluene; at -30 - 0 ℃; for 1.88333h;

potassium thioacetate; In DMF (N,N-dimethyl-formamide); toluene; at 40 - 42 ℃; for 3.5h; Product distribution / selectivity;

upstream raw materials:

methyl-[(E)]-2-[3(S)-[3-[2-(7-chloro-2-quinolinyl)ethenyl]phenyl]-3-hydroxypropyl] benzoate

potassium thioacetate

Methyl [S-(E)]-2-[3-[3-[2-(7-chloro-2-quinolinyl)ethenyl]phenyl]-3-methanesulfonyloxy-propyl] benzoate

tiolacetic acid

Downstream raw materials:

C₂₉H₂₈ClNOS

1-(((1(R)-(3-(2(E)-(7-chloro-2-quinolinyl)ethenyl)phenyl)-3-(2-(1-hydroxy-1-methylethyl)phenyl)propyl)thio)methyl)cyclopropane acetic acid methyl ester

C₃₀H₂₆ClNO₃S*ClH

C₇H₈O₃S*C₃₀H₂₆ClNO₃S

Refernces

• 1、 -. "EFFICIENT SYNTHESIS FOR THE PREPARATION OF MONTELUKAST AND NOVEL CRYSTALLINE FORM OF INTERMEDIATES THEREIN". Page/Page column 30; 31. . Retrieved 2011/10/13.
• 2、 -. "Process for making montelukast and intermediates therefor". Page/Page column 12. . Retrieved 2008/06/13.