2-Methoxymethyl Montelukast 1,2-Diol (Mixture of Diastereomers)

Base Information

• Chemical Name: 2-Methoxymethyl Montelukast 1,2-Diol (Mixture of Diastereomers)
• CAS No.: 184764-27-0
• Molecular Formula: C37H40ClNO5S
• Molecular Weight: 646.2352
• Mol file: 184764-27-0.mol

Synonyms:2-Methoxymethyl Montelukast 1,2-Diol (Mixture of Diastereomers);1-[[[(1R)-1-[3-[(1E)-2-(7-Chloro-2-quinolinyl)ethenyl]phenyl]-3-[2-[1-hydroxy-2-(MethoxyMethoxy)-1-Methylethyl]phenyl]propyl]thio]Methyl]cyclopropaneacetic Acid

Chemical Property of 2-Methoxymethyl Montelukast 1,2-Diol (Mixture of Diastereomers)

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 785.049°C at 760 mmHg
• Flash Point: 428.583°C
• PSA: 114.18000
• Density: 1.276g/cm³
• LogP: 8.54860
• Solubility.: Chloroform, Dichloromethane, Ethyl Acetate, Methanol

Purity/Quality:

97% ^*data from raw suppliers

2-MethoxymethylMontelukast1,2-Diol(MixtureofDiastereomers) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Methoxymethyl Montelukast 1,2-Diol (Mixture of Diastereomers)

There total 4 articles about 2-Methoxymethyl Montelukast 1,2-Diol (Mixture of Diastereomers) 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:

methyl-[(E)]-2-[3(S)-[3-[2-(7-chloro-2-quinolinyl)ethenyl]phenyl]-3-hydroxypropyl] benzoate (181139-72-0) → (1-{(R)-1-{3-[(E)-2-(7-Chloro-quinolin-2-yl)-vinyl]-phenyl}-3-[2-(1-hydroxy-2-methoxymethoxy-1-methyl-ethyl)-phenyl]-propylsulfanylmethyl}-cyclopropyl)-acetic acid (184764-27-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) (Me₃Si)2NLi / 1.) THF, 0 deg C, 1 h, 2.) toluene, 0 deg C, 3 h

2: 32 percent / n-BuLi / tetrahydrofuran / 1 h / -78 °C

3: iPr₂EtN / toluene; acetonitrile / 1 h / -20 °C

4: 1.) n-BuLi / 1.) THF, 0 deg C, 30 min, 2.) THF, -15 deg C, overnight

With n-butyllithium; N-ethyl-N,N-diisopropylamine; lithium hexamethyldisilazane; In tetrahydrofuran; toluene; acetonitrile;

DOI:10.1021/jo9615817

Reference yield:

[S-(E)]-1-[2-[3-[3-[2-(7-chloro-2-quinolinyl)ethenyl]-phenyl]-3-hydroxypropyl]phenyl]ethanone (184764-13-4) → (1-{(R)-1-{3-[(E)-2-(7-Chloro-quinolin-2-yl)-vinyl]-phenyl}-3-[2-(1-hydroxy-2-methoxymethoxy-1-methyl-ethyl)-phenyl]-propylsulfanylmethyl}-cyclopropyl)-acetic acid (184764-27-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 32 percent / n-BuLi / tetrahydrofuran / 1 h / -78 °C

2: iPr₂EtN / toluene; acetonitrile / 1 h / -20 °C

3: 1.) n-BuLi / 1.) THF, 0 deg C, 30 min, 2.) THF, -15 deg C, overnight

With n-butyllithium; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; toluene; acetonitrile;

DOI:10.1021/jo9615817

Reference yield:

(S)-1-{3-[(E)-2-(7-Chloro-quinolin-2-yl)-vinyl]-phenyl}-3-[2-(1-hydroxy-2-methoxymethoxy-1-methyl-ethyl)-phenyl]-propan-1-ol (184764-20-3) → (1-{(R)-1-{3-[(E)-2-(7-Chloro-quinolin-2-yl)-vinyl]-phenyl}-3-[2-(1-hydroxy-2-methoxymethoxy-1-methyl-ethyl)-phenyl]-propylsulfanylmethyl}-cyclopropyl)-acetic acid (184764-27-0)

Guidance literature:

Multi-step reaction with 2 steps

1: iPr₂EtN / toluene; acetonitrile / 1 h / -20 °C

2: 1.) n-BuLi / 1.) THF, 0 deg C, 30 min, 2.) THF, -15 deg C, overnight

With n-butyllithium; N-ethyl-N,N-diisopropylamine; In toluene; acetonitrile;

DOI:10.1021/jo9615817

upstream raw materials:

1-(sulfanylmethyl)cyclopropaneacetic acid

Methanesulfonic acid (S)-1-{3-[(E)-2-(7-chloro-quinolin-2-yl)-vinyl]-phenyl}-3-[2-(1-hydroxy-2-methoxymethoxy-1-methyl-ethyl)-phenyl]-propyl ester

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

[S-(E)]-1-[2-[3-[3-[2-(7-chloro-2-quinolinyl)ethenyl]-phenyl]-3-hydroxypropyl]phenyl]ethanone

Refernces