(E)-2-(3-(1,1-dimethyl-1,3,4,5-tetrahydrobenzo[c]oxepin-3-yl)styryl)-7-chloroquinoline

Base Information

• Chemical Name: (E)-2-(3-(1,1-dimethyl-1,3,4,5-tetrahydrobenzo[c]oxepin-3-yl)styryl)-7-chloroquinoline
• CAS No.: 168214-67-3
• Molecular Formula: C₂₉H₂₆ClNO
• Molecular Weight: 439.985
• European Community (EC) Number: 691-151-7
• UNII: 3ZZT672H7X
• DSSTox Substance ID: DTXSID50657927
• Mol file: 168214-67-3.mol

Synonyms:168214-67-3;1040351-42-5;Montelukast Cyclized Ether impurity;(E)-2-(3-(1,1-dimethyl-1,3,4,5-tetrahydrobenzo[c]oxepin-3-yl)styryl)-7-chloroquinoline;3ZZT672H7X;1,1-dimethyl-2-benzoxepin-3-yl)phenyl]ethenyl]-;(E)-2-(3-(1,1-Dimethyl-1,3,4,5-tetrahydrobenzo-[c]oxepin-3-yl)styryl)-7-chloroquinoline;7-chloro-2-[(E)-2-[3-(1,1-dimethyl-4,5-dihydro-3H-2-benzoxepin-3-yl)phenyl]ethenyl]quinoline;(E)-2-(3-(1,1-Dimethyl-1,3,4,5-tetrahydrobenzo(C)oxepin-3-yl)styryl)-7-chloroquinoline;(E)-7-Chloro-2-(3-(1,1-dimethyl-1,3,4,5-tetrahydrobenzo[c]oxepin-3-yl)styryl)quinoline;Quinoline, 7-chloro-2-((1E)-2-(3-(1,3,4,5-tetrahydro-1,1-dimethyl-2-benzoxepin-3-yl)phenyl)ethenyl)-;Montelukast Cyclizate Ether impurity;UNII-3ZZT672H7X;SCHEMBL1204314;DTXSID50657927;LOMMSDDMLICVMB-XNTDXEJSSA-N;7-Chloro-2-{(E)-2-[3-(1,1-dimethyl-1,3,4,5-tetrahydro-2-benzoxepin-3-yl)phenyl]ethenyl}quinoline

Chemical Property of (E)-2-(3-(1,1-dimethyl-1,3,4,5-tetrahydrobenzo[c]oxepin-3-yl)styryl)-7-chloroquinoline

Chemical Property:

• PSA: 22.12000
• LogP: 7.99780
• Storage Temp.: Amber Vial, Refrigerator, Under inert atmosphere
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
• XLogP3: 7.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 439.1702921
• Heavy Atom Count: 32
• Complexity: 647

Purity/Quality:

98%min ^*data from raw suppliers

MontelukastCyclizedEtherimpurity ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C2=CC=CC=C2CCC(O1)C3=CC=CC(=C3)C=CC4=NC5=C(C=CC(=C5)Cl)C=C4)C
• Isomeric SMILES: CC1(C2=CC=CC=C2CCC(O1)C3=CC=CC(=C3)/C=C/C4=NC5=C(C=CC(=C5)Cl)C=C4)C
• Uses: A cyclic ether impurity of antiasthmatic Montelukast (M568000).

Technology Process of (E)-2-(3-(1,1-dimethyl-1,3,4,5-tetrahydrobenzo[c]oxepin-3-yl)styryl)-7-chloroquinoline

There total 2 articles about (E)-2-(3-(1,1-dimethyl-1,3,4,5-tetrahydrobenzo[c]oxepin-3-yl)styryl)-7-chloroquinoline 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:

2-[2-[3(S)-[3-[(1E)-2-(7-chloroquinoline-2-yl)ethenyl]phenyl]-3-methanesulfonyloxypropyl]phenyl]-2-propanol (807638-71-7) + 1-(sulfanylmethyl)cyclopropaneacetic acid (162515-68-6) → C29H26ClNO (168214-67-3) + 2-[2-((E)-3-{3-[(E)-2-(7-Chloro-quinolin-2-yl)-vinyl]-phenyl}-allyl)-phenyl]-propan-2-ol (168214-68-4) + Montelukast sodium (151767-02-1)

Guidance literature:

With sodium t-butanolate; In tetrahydrofuran; toluene; at -10 - 20 ℃; Inert atmosphere; Large scale reaction;

DOI:10.1021/op900311z

Reference yield:

(S,E)-1-(3-(2-(7-chloroquinolin-2-yl)vinyl)phenyl)-3-(2-(2-hydroxypropan-2-yl)phenyl)propan-1-ol (287930-77-2) → C29H26ClNO (168214-67-3)

Guidance literature:

Multi-step reaction with 2 steps

1: N-ethyl-N,N-diisopropylamine / toluene; acetonitrile / 3.83 h / -15 - -13 °C / Inert atmosphere; Large scale reaction

2: sodium t-butanolate / tetrahydrofuran; toluene / -10 - 20 °C / Inert atmosphere; Large scale reaction

With N-ethyl-N,N-diisopropylamine; sodium t-butanolate; In tetrahydrofuran; toluene; acetonitrile;

DOI:10.1021/op900311z

upstream raw materials:

(S,E)-1-(3-(2-(7-chloroquinolin-2-yl)vinyl)phenyl)-3-(2-(2-hydroxypropan-2-yl)phenyl)propan-1-ol

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

1-(sulfanylmethyl)cyclopropaneacetic acid