Montelukast cyclopropaneacetamide

Base Information

• Chemical Name: Montelukast cyclopropaneacetamide
• CAS No.: 866923-63-9
• Molecular Formula: C₃₅H₃₇ClN₂O₂S
• Molecular Weight: 585.21
• UNII: K63LDH5T7D
• Mol file: 866923-63-9.mol

Synonyms:866923-63-9;Montelukast cyclopropaneacetamide;UNII-K63LDH5T7D;K63LDH5T7D;Montelukast cyclopropaneacetamide (Impurity);1-((((1R)-1-(3-((1E)-2-(7-Chloro-2-quinolinyl)ethenyl)phenyl)-3-(2-(1-hydroxy-1-methylethyl)phenyl)propyl)thio)methyl)cyclopropaneacetamide absolute stereochemistry.,double bond geometry as shown.;2-[1-[[(1R)-1-[3-[(E)-2-(7-Chloroquinolin-2-yl)ethenyl]phenyl]-3-[2-(2-hydroxypropan-2-yl)phenyl]propyl]sulfanylmethyl]cyclopropyl]acetamide;Cyclopropaneacetamide, 1-((((1R)-1-(3-((1E)-2-(7-chloro-2-quinolinyl)ethenyl)phenyl)-3-(2-(1-hydroxy-1-methylethyl)phenyl)propyl)thio)methyl)-;SCHEMBL8796252

Chemical Property of Montelukast cyclopropaneacetamide

Chemical Property:

• Boiling Point: 770.7±60.0 °C(Predicted)
• PKA: 14.48±0.29(Predicted)
• PSA: 101.51000
• Density: 1.253±0.06 g/cm3(Predicted)
• LogP: 9.04900
• XLogP3: 7.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 12
• Exact Mass: 584.2264273
• Heavy Atom Count: 41
• Complexity: 891

Purity/Quality:

99%, ^*data from raw suppliers

MontelukastCyclopropaneacetamide(Impurity) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C1=CC=CC=C1CCC(C2=CC=CC(=C2)C=CC3=NC4=C(C=CC(=C4)Cl)C=C3)SCC5(CC5)CC(=O)N)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)SCC5(CC5)CC(=O)N)O
• Uses: Montelukast cyclopropaneacetamide is an impurity formed in the synthesis of Montelukast Sodium Salt (M568000).

Technology Process of Montelukast cyclopropaneacetamide

There total 3 articles about Montelukast cyclopropaneacetamide 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: 6.0%

2-(1-((((R)-1-(3-((E)-2-(7-chloroquinolin-2-yl)vinyl)phenyl)-3-(2-(2-hydroxypropan-2-yl)phenyl)propyl)sulfanyl)methyl)cyclopropyl)acetonitrile (866923-62-8) → (R,E)-2-((1-((1-(3-(2-(7-chloroquinolin-2-yl)vinyl)phenyl)-3-(2-(2-hydroxypropan-2-yl)phenyl)propyl)sulfanyl)methyl)cyclopropyl)acetamide (866923-63-9)

Guidance literature:

With sodium hydroxide; water; tetrabutylammomium bromide; In toluene; at 120 ℃; for 30h;

Reference yield:

2-(1-((((R)-1-(3-((E)-2-(7-chloroquinolin-2-yl)vinyl)phenyl)-3-(2-(2-hydroxypropan-2-yl)phenyl)propyl)sulfanyl)methyl)cyclopropyl)acetonitrile (866923-62-8) → (R,E)-2-((1-((1-(3-(2-(7-chloroquinolin-2-yl)vinyl)phenyl)-3-(2-(2-hydroxypropan-2-yl)phenyl)propyl)sulfanyl)methyl)cyclopropyl)acetamide (866923-63-9) + 2-(2-((R)-3-(3-((E)-2-(7-chloroquinolin-2-yl)vinyl)phenyl)-3-(((1-(hydroxymethyl)cyclopropyl)methyl)sulfanyl)propyl) phenyl)propan-2-ol (936359-29-4) + (S,E)-1-(3-(2-(7-chloroquinolin-2-yl)vinyl)phenyl)-3-(2-(2-hydroxypropan-2-yl)phenyl)propan-1-ol (287930-77-2) + montelukast (158966-92-8)

Guidance literature:

2-(1-((((R)-1-(3-((E)-2-(7-chloroquinolin-2-yl)vinyl)phenyl)-3-(2-(2-hydroxypropan-2-yl)phenyl)propyl)sulfanyl)methyl)cyclopropyl)acetonitrile; With sodium hydroxide; ethanol; water; for 30h; Heating / reflux;

With hydrogenchloride; water; In toluene; for 0.5h; pH=5.6; Product distribution / selectivity;

Reference yield:

[1-(Mercaptomethyl)cyclopropyl]acetamide + 1-(mercaptomethyl)cyclopropane acetonitrile (866923-64-0) + 2-[2-[3(S)-[3-[(1E)-2-(7-chloroquinoline-2-yl)ethenyl]phenyl]-3-methanesulfonyloxypropyl]phenyl]-2-propanol (807638-71-7) → 2-(1-((((R)-1-(3-((E)-2-(7-chloroquinolin-2-yl)vinyl)phenyl)-3-(2-(2-hydroxypropan-2-yl)phenyl)propyl)sulfanyl)methyl)cyclopropyl)acetonitrile (866923-62-8) + (R,E)-2-((1-((1-(3-(2-(7-chloroquinolin-2-yl)vinyl)phenyl)-3-(2-(2-hydroxypropan-2-yl)phenyl)propyl)sulfanyl)methyl)cyclopropyl)acetamide (866923-63-9)

Guidance literature:

[1-(Mercaptomethyl)cyclopropyl]acetamide; 1-(mercaptomethyl)cyclopropane acetonitrile; With n-butyllithium; In hexanes; DMF (N,N-dimethyl-formamide); at 0 ℃; for 0.333333h;

2-[2-[3(S)-[3-[(1E)-2-(7-chloroquinoline-2-yl)ethenyl]phenyl]-3-methanesulfonyloxypropyl]phenyl]-2-propanol; In hexanes; DMF (N,N-dimethyl-formamide); at 0 ℃; for 5h;

upstream raw materials:

2-(1-((((R)-1-(3-((E)-2-(7-chloroquinolin-2-yl)vinyl)phenyl)-3-(2-(2-hydroxypropan-2-yl)phenyl)propyl)sulfanyl)methyl)cyclopropyl)acetonitrile

1-(mercaptomethyl)cyclopropane acetonitrile

2-[2-[3(S)-[3-[(1E)-2-(7-chloroquinoline-2-yl)ethenyl]phenyl]-3-methanesulfonyloxypropyl]phenyl]-2-propanol