N,N-diisopropyl-6-[1-hydroxy-1-(1-trityl-1H-imidazol-4-yl)methyl]-2-naphthamide

Base Information

• Chemical Name: N,N-diisopropyl-6-[1-hydroxy-1-(1-trityl-1H-imidazol-4-yl)methyl]-2-naphthamide
• CAS No.: 1346155-54-1
• Molecular Formula: C₄₀H₃₉N₃O₂
• Molecular Weight: 593.769
• Mol file: 1346155-54-1.mol

Synonyms:N,N-diisopropyl-6-[1-hydroxy-1-(1-trityl-1H-imidazol-4-yl)methyl]-2-naphthamide

Chemical Property of N,N-diisopropyl-6-[1-hydroxy-1-(1-trityl-1H-imidazol-4-yl)methyl]-2-naphthamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N,N-diisopropyl-6-[1-hydroxy-1-(1-trityl-1H-imidazol-4-yl)methyl]-2-naphthamide

There total 2 articles about N,N-diisopropyl-6-[1-hydroxy-1-(1-trityl-1H-imidazol-4-yl)methyl]-2-naphthamide 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-bromonaphthalene-2-carbonyl chloride (87700-60-5) → N,N-diisopropyl-6-[1-hydroxy-1-(1-trityl-1H-imidazol-4-yl)methyl]-2-naphthamide (1346155-54-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: triethylamine / tetrahydrofuran / 1 h / 0 - 20 °C

2.1: n-butyllithium / tetrahydrofuran; hexane; toluene / 0.83 h / -70 - -60 °C / Inert atmosphere

2.2: 0.67 h / -70 °C / Inert atmosphere

2.3: Inert atmosphere

With n-butyllithium; triethylamine; In tetrahydrofuran; hexane; toluene;

DOI:10.1016/j.bmc.2011.08.068

Reference yield:

6-bromo-2-naphthoic acid (5773-80-8) → N,N-diisopropyl-6-[1-hydroxy-1-(1-trityl-1H-imidazol-4-yl)methyl]-2-naphthamide (1346155-54-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: thionyl chloride; N,N-dimethyl-formamide / tetrahydrofuran / 1.5 h / 60 °C

2.1: triethylamine / tetrahydrofuran / 1 h / 0 - 20 °C

3.1: n-butyllithium / tetrahydrofuran; hexane; toluene / 0.83 h / -70 - -60 °C / Inert atmosphere

3.2: 0.67 h / -70 °C / Inert atmosphere

3.3: Inert atmosphere

With n-butyllithium; thionyl chloride; triethylamine; N,N-dimethyl-formamide; In tetrahydrofuran; hexane; toluene;

DOI:10.1016/j.bmc.2011.08.068

Reference yield:

N,N-diisopropyl-6-[1-hydroxy-1-(1-trityl-1H-imidazol-4-yl)methyl]-2-naphthamide (1346155-54-1) → N,N-diisopropyl-6-[(1-trityl-1H-imidazol-4-yl)carbonyl]-2-naphthamide (426219-47-8)

Guidance literature:

With manganese(IV) oxide; In dichloromethane; at 20 ℃; for 1.5h;

DOI:10.1016/j.bmc.2011.08.068

upstream raw materials:

6-bromo-2-naphthoic acid

6-bromonaphthalene-2-carbonyl chloride

Downstream raw materials:

orteronel

N,N-diisopropyl-6-[(1-trityl-1H-imidazol-4-yl)carbonyl]-2-naphthamide

Orteronel

6-(7-hydroxy-6,7-dihydro-5H-pyrrolo[1,2-c]imidazol-7-yl)-N-methylnaphthalene-2-carboxamide