Bedaquiline (Mixture of DiastereoMers)

Base Information

• Chemical Name: Bedaquiline (Mixture of DiastereoMers)
• CAS No.: 654655-80-8
• Molecular Formula: C32H31BrN2O2
• Molecular Weight: 555.514
• Mol file: 654655-80-8.mol

Synonyms:Bedaquiline (Mixture of DiastereoMers)

Chemical Property of Bedaquiline (Mixture of DiastereoMers)

Chemical Property:

• Boiling Point: 702.7±60.0 °C(Predicted)
• PKA: 13.05±0.29(Predicted)
• PSA: 45.59000
• Density: 1.322±0.06 g/cm3(Predicted)
• LogP: 7.13050
• Storage Temp.: -20°C Freezer, Under Inert Atmosphere
• Solubility.: Acetonitrile (Slightly, Heated) Chloroform (Slightly, Heated), DMSO (Slightly)

Purity/Quality:

98% Min ^*data from raw suppliers

Bedaquiline(MixtureofDiastereomers) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Bedaquiline is a diarylquinoline derivative that acts as a mycobacterial inhibitor. Bedaquiline shows promise as potential drug in the treatment of tuberculosis.

Technology Process of Bedaquiline (Mixture of DiastereoMers)

There total 19 articles about Bedaquiline (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: 88.0%

1-(6-bromo-2-methoxyquinolin-3-yl)-4-(dimethylamino)-2-(naphthalen-1-yl)-1-phenylbut-3-ene-2-ol → 1-(6-bromo-2-methoxyquinolin-3-yl)-4-(dimethylamino)-2-(naphthalen-1-yl)-1-phenylbutan-2-ol (654655-80-8,654653-93-7,857086-92-1)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In tetrahydrofuran; at 20 ℃; for 12h; Solvent; Reagent/catalyst; Temperature;

Reference yield: 88.0%

2-(6-bromo-2-methoxyquinolin-3-yl)-1-(naphthalen-1-yl)-2-phenylethanone + C4H10BrMgN → 1-(6-bromo-2-methoxyquinolin-3-yl)-4-(dimethylamino)-2-(naphthalen-1-yl)-1-phenylbutan-2-ol (654655-80-8,654653-93-7,857086-92-1)

Guidance literature:

C₄H₁₀BrMgN; In tetrahydrofuran; for 0.5h; Reflux;

2-(6-bromo-2-methoxyquinolin-3-yl)-1-(naphthalen-1-yl)-2-phenylethanone; In tetrahydrofuran; at 0 ℃; for 1h;

Reference yield: 73.0%

1-(6-amino-2-methoxyquinolin-3-yl)-4-dimethylamino-2-(1-naphthyl)-1-phenyl-2-butanol → 1-(6-bromo-2-methoxyquinolin-3-yl)-4-(dimethylamino)-2-(naphthalen-1-yl)-1-phenylbutan-2-ol (654655-80-8,654653-93-7,857086-92-1)

Guidance literature:

With tert.-butylnitrite; copper(I) bromide; In acetonitrile; at 0 - 20 ℃; for 3h;

upstream raw materials:

3-(dimethylamino)-1-(1-naphthalenyl)-1-propanone

3-benzyl-6-bromo-2-methoxyquinoline

1'-naphthacetophenone

rac-(1R,2S)-1-(6-bromo-2-methoxyquinolin-3-yl)-4-dimethylamino-2-(1-naphthyl)-1-phenylbutan-2-ol

Downstream raw materials:

3-benzyl-6-bromo-2-methoxyquinoline

3-(dimethylamino)-1-(1-naphthalenyl)-1-propanone

bedaquiline

[4-(6-bromo-2-methoxyquinolin-3-yl)-3-hydroxy-3-(naphthalen-1-yl)-4-phenylbutyl]dimethylazanium 3-carboxyprop-2-enoate