1-[2-[(3S)-3-[3-[(1E)-2-(7-Chloro-2-quinolinyl)ethenyl]phenyl]-3-hydroxypropyl]phenyl]acetate

Base Information

• Chemical Name: 1-[2-[(3S)-3-[3-[(1E)-2-(7-Chloro-2-quinolinyl)ethenyl]phenyl]-3-hydroxypropyl]phenyl]acetate
• CAS No.: 184764-13-4
• Molecular Formula: C28H24ClNO2
• Molecular Weight: 441.957
• UNII: 2W3L4Y54XU
• Nikkaji Number: J2.100.386G
• Mol file: 184764-13-4.mol

Synonyms:184764-13-4;1-[2-[(3S)-3-[3-[(1E)-2-(7-Chloro-2-quinolinyl)ethenyl]phenyl]-3-hydroxypropyl]phenyl]acetate;1-{2-[(3S)-3-{3-[(E)-2-(7-Chloro-2-quinolinyl)vinyl]phenyl}-3-hydroxypropyl]phenyl}ethanone;144551-23-5;SCHEMBL626096;2W3L4Y54XU;Montelukast 3S hydroxy methyl ketone;[S-(E)]-1-[2-[3-[3-[2-(7-Chloro-2-quinolinyl)ethenyl]phenyl]-3-hydroxypropyl]phenyl]ethanone;J-011841;1-[2-[(3S)-3-[3-[(1E)-2-(7-Chloro-2-quinolinyl)ethenyl]phenyl]-3-hydroxypropyl]phenyl]ethanone;Ethanone, 1-[2-[(3S)-3-[3-[(1E)-2-(7-chloro-2-quinolinyl)ethenyl]phenyl]-3-hydroxypropyl]phenyl]-;Ethanone, 1-[2-[3-[3-[2-(7-chloro-2-quinolinyl)ethenyl]phenyl]-3-hydroxypropyl]phenyl]-, (S)-;Ethanone, 1-[2-[3-[3-[2-(7-chloro-2-quinolinyl)ethenyl]phenyl]-3-hydroxypropyl]phenyl]-, [S-(E)]-;Ethanone,1-[2-[3-[3-[2-(7-chloro-2-quinolinyl)ethenyl]phenyl]-3-hydroxypropyl]phenyl]-,(S)-(9ci)

Chemical Property of 1-[2-[(3S)-3-[3-[(1E)-2-(7-Chloro-2-quinolinyl)ethenyl]phenyl]-3-hydroxypropyl]phenyl]acetate

Chemical Property:

• Appearance/Colour: Yellow Solid
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.692
• Boiling Point: 637.553 °C at 760 mmHg
• PKA: 14.07±0.20(Predicted)
• Flash Point: 339.38 °C
• PSA: 50.19000
• Density: 1.256 g/cm³
• LogP: 6.92740
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 6.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 7
• Exact Mass: 441.1495567
• Heavy Atom Count: 32
• Complexity: 637

Purity/Quality:

98%Min ^*data from raw suppliers

1-[2-[(3S)-3-[3-[(1E)-2-(7-Chloro-2-quinolinyl)ethenyl]phenyl]-3-hydroxypropyl]phenyl]acetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=CC=CC=C1CCC(C2=CC=CC(=C2)C=CC3=NC4=C(C=CC(=C4)Cl)C=C3)O
• Isomeric SMILES: CC(=O)C1=CC=CC=C1CC[C@@H](C2=CC=CC(=C2)/C=C/C3=NC4=C(C=CC(=C4)Cl)C=C3)O
• Uses: Intermediate in the production of Montelukast metabolites

Technology Process of 1-[2-[(3S)-3-[3-[(1E)-2-(7-Chloro-2-quinolinyl)ethenyl]phenyl]-3-hydroxypropyl]phenyl]acetate

There total 3 articles about 1-[2-[(3S)-3-[3-[(1E)-2-(7-Chloro-2-quinolinyl)ethenyl]phenyl]-3-hydroxypropyl]phenyl]acetate 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: 99.2%

methylmagnesium chloride (676-58-4) + methyl-[(E)]-2-[3(S)-[3-[2-(7-chloro-2-quinolinyl)ethenyl]phenyl]-3-hydroxypropyl] benzoate (181139-72-0) → (S,E)-1-(3-(2-(7-chloroquinolin-2-yl)vinyl)phenyl)-3-(2-(2-hydroxypropan-2-yl)phenyl)propan-1-ol (287930-77-2) + [S-(E)]-1-[2-[3-[3-[2-(7-chloro-2-quinolinyl)ethenyl]-phenyl]-3-hydroxypropyl]phenyl]ethanone (184764-13-4)

Guidance literature:

cerium(III) chloride; In tetrahydrofuran; toluene; at 0 ℃; for 2h; Further Variations:; Reaction partners; catalyst crystal habit; Product distribution;

DOI:10.1002/adsc.200404075

Reference yield: 80.0%

methyl-[(E)]-2-[3(S)-[3-[2-(7-chloro-2-quinolinyl)ethenyl]phenyl]-3-hydroxypropyl] benzoate (181139-72-0) → [S-(E)]-1-[2-[3-[3-[2-(7-chloro-2-quinolinyl)ethenyl]-phenyl]-3-hydroxypropyl]phenyl]ethanone (184764-13-4)

Guidance literature:

methylmagnesium chloride; With lithium hexamethyldisilazane; In hexane; at -5 - 0 ℃; for 0.75h;

methyl-[(E)]-2-[3(S)-[3-[2-(7-chloro-2-quinolinyl)ethenyl]phenyl]-3-hydroxypropyl] benzoate; In tetrahydrofuran; hexane; at -5 - 0 ℃; for 5.5h;

Reference yield:

methyl 2-(3-(3-(2-(7-chloro-2-quinolinyl)ethenyl)phenyl)-3-oxopropyl)benzoate (149968-11-6) → [S-(E)]-1-[2-[3-[3-[2-(7-chloro-2-quinolinyl)ethenyl]-phenyl]-3-hydroxypropyl]phenyl]ethanone (184764-13-4)

Guidance literature:

Multi-step reaction with 2 steps

1: (-)-diisopinocamphenylborane chloride / dichloromethane / -5 - 0 °C

2: cerium(III) chloride / tetrahydrofuran / 0 - 5 °C

With cerium(III) chloride; (-)-diisopinocamphenylborane chloride; In tetrahydrofuran; dichloromethane; 2: Grignard reaction;

upstream raw materials:

methylmagnesium chloride

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

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

Downstream raw materials:

Montelukast sodium

montelukast

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

(S)-(E)-1-(2-(1-(3-(2-(7-chloro-2-quinolinyl)ethenyl)phenyl)-1-(methanesulfonyl-oxy)propyl)phenyl)ethanone