2-[2-[(3S)-3-[3-[(1E)-2-(7-Chloroquinolin-2-YL)ethenyl]phenyl]-3-chloropropyl]phenyl]-2-propanol

Base Information

• Chemical Name: 2-[2-[(3S)-3-[3-[(1E)-2-(7-Chloroquinolin-2-YL)ethenyl]phenyl]-3-chloropropyl]phenyl]-2-propanol
• CAS No.: 880769-28-8
• Molecular Formula: C29H27Cl2NO
• Molecular Weight: 476.445
• UNII: ZKV33TYL3Z
• Mol file: 880769-28-8.mol

Synonyms:880769-28-8;2-[2-[(3S)-3-[3-[(1E)-2-(7-CHLOROQUINOLIN-2-YL)ETHENYL]PHENYL]-3-CHLOROPROPYL]PHENYL]-2-PROPANOL;ZKV33TYL3Z;Montelukast Chloro Alcohol Impurity;UNII-ZKV33TYL3Z;2-[2-[(3S)-3-chloro-3-[3-[(E)-2-(7-chloroquinolin-2-yl)ethenyl]phenyl]propyl]phenyl]propan-2-ol;2-(2-((3S)-3-(3-((1E)-2-(7-Chloroquinolin-2-yl)ethenyl)phenyl)-3-chloropropyl)phenyl)-2-propanol;Benzenemethanol, 2-((3S)-3-chloro-3-(3-((1E)-2-(7-chloro-2-quinolinyl)ethenyl)phenyl)propyl)-alpha,alpha-dimethyl-;(S)-2-(2-(3-Chloro-3-(3-(2-(7-chloroquinolin-2-yl)vinyl)phenyl)propyl)phenyl)propan-2-ol;BENZENEMETHANOL, 2-((3S)-3-CHLORO-3-(3-((1E)-2-(7-CHLORO-2-QUINOLINYL)ETHENYL)PHENYL)PROPYL)-.ALPHA.,.ALPHA.-DIMETHYL-

Chemical Property of 2-[2-[(3S)-3-[3-[(1E)-2-(7-Chloroquinolin-2-YL)ethenyl]phenyl]-3-chloropropyl]phenyl]-2-propanol

Chemical Property:

• PSA: 33.12000
• LogP: 8.19870
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly, Heated, Son
• XLogP3: 7.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 7
• Exact Mass: 475.1469699
• Heavy Atom Count: 33
• Complexity: 637

Purity/Quality:

97% ^*data from raw suppliers

2-[2-[(3S)-3-[3-[(1E)-2-(7-Chloroquinolin-2-yl)ethenyl]phenyl]-3-chloropropyl]phenyl]-2-propanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C1=CC=CC=C1CCC(C2=CC=CC(=C2)C=CC3=NC4=C(C=CC(=C4)Cl)C=C3)Cl)O
• Isomeric SMILES: CC(C)(C1=CC=CC=C1CC[C@@H](C2=CC=CC(=C2)/C=C/C3=NC4=C(C=CC(=C4)Cl)C=C3)Cl)O
• Uses: An intermediate of Montelukast (M568000) as leukotriene antagonist An intermediate of Montelukast (M568000) as leukotriene antagonist.

Technology Process of 2-[2-[(3S)-3-[3-[(1E)-2-(7-Chloroquinolin-2-YL)ethenyl]phenyl]-3-chloropropyl]phenyl]-2-propanol

There total 1 articles about 2-[2-[(3S)-3-[3-[(1E)-2-(7-Chloroquinolin-2-YL)ethenyl]phenyl]-3-chloropropyl]phenyl]-2-propanol 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: 65.0%

methyl 2-[(3S)-[3-[(2E)-(7-chloro quinolin-2-yl)ethenyl]phenyl]-3-chloropropyl]benzoate (880769-25-5) + methylmagnesium chloride (676-58-4) → 2-(2-(3(S)-chloro-3-(3-(2-(7-chloro-2-quinolinyl)-(E)ethenyl)phenyl)propyl)phenyl)-2-propanol (880769-28-8)

Guidance literature:

methylmagnesium chloride; With cerium(III) chloride; In tetrahydrofuran; at -5 - 0 ℃; for 2.7h;

methyl 2-[(3S)-[3-[(2E)-(7-chloro quinolin-2-yl)ethenyl]phenyl]-3-chloropropyl]benzoate; In tetrahydrofuran; toluene; at 0 - 5 ℃; for 2h;

Reference yield: 98.5%

2-[1-(mercaptomethyl)cyclopropyl]acetic acid methyl ester (152922-73-1) + 2-(2-(3(S)-chloro-3-(3-(2-(7-chloro-2-quinolinyl)-(E)ethenyl)phenyl)propyl)phenyl)-2-propanol (880769-28-8) → 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 (855473-51-7)

Guidance literature:

With dmap; In N,N-dimethyl-formamide; at 10 - 20 ℃; for 2h; Inert atmosphere;

Reference yield: 40.5%

2-(2-(3(S)-chloro-3-(3-(2-(7-chloro-2-quinolinyl)-(E)ethenyl)phenyl)propyl)phenyl)-2-propanol (880769-28-8) + N-cyclohexyl-cyclohexanamine (101-83-7) + 1-(sulfanylmethyl)cyclopropaneacetic acid (162515-68-6) → 1-(((1(R)-(3-(2-(7-chloro-2-quinolinil)ethenyl)phenyl)-3-(2-(1-hydroxy-1-methylethyl)phenyl)propyl)thio)methyl)cyclopropane acetic acid dicyclohexylamine salt (577953-88-9)

Guidance literature:

1-(sulfanylmethyl)cyclopropaneacetic acid; With sodium hydride; In N,N-dimethyl-formamide; at -5 ℃; for 1h;

2-(2-(3(S)-chloro-3-(3-(2-(7-chloro-2-quinolinyl)-(E)ethenyl)phenyl)propyl)phenyl)-2-propanol; In N,N-dimethyl-formamide; at -5 - 0 ℃; for 13h;

N-cyclohexyl-cyclohexanamine; In ethyl acetate; at 20 - 22 ℃; for 1.75h;

upstream raw materials:

methyl 2-[(3S)-[3-[(2E)-(7-chloro quinolin-2-yl)ethenyl]phenyl]-3-chloropropyl]benzoate

methylmagnesium chloride

Downstream raw materials:

montelukast isopropylamine salt

1-(((1(R)-(3-(2-(7-chloro-2-quinolinil)ethenyl)phenyl)-3-(2-(1-hydroxy-1-methylethyl)phenyl)propyl)thio)methyl)cyclopropane acetic acid dicyclohexylamine salt

montelukast

1-[[[(1R)-1-[3-[(1E)-2-(7-chloro-2-quinolinyl)ethenyl]phenyl]-3-[2-(1-hydroxy-1-methylethyl)phenyl]propyl]sulfanyl]methyl]cyclopropaneacetic acid cyclohexylamine salt

Refernces

• 1、 -. "Process for the Preparation of Montelukast and its Salts". Page/Page column 8. . Retrieved 2009/06/27.