1-(1H-benzo[d]imidazol-1-yl)-N-((S)-2-hydroxy-1-phenylethyl)-2-naphthamide

Base Information

• Chemical Name: 1-(1H-benzo[d]imidazol-1-yl)-N-((S)-2-hydroxy-1-phenylethyl)-2-naphthamide
• CAS No.: 1312425-00-5
• Molecular Formula: C₂₆H₂₁N₃O₂
• Molecular Weight: 407.472
• Mol file: 1312425-00-5.mol

Synonyms:1-(1H-benzo[d]imidazol-1-yl)-N-((S)-2-hydroxy-1-phenylethyl)-2-naphthamide

Chemical Property of 1-(1H-benzo[d]imidazol-1-yl)-N-((S)-2-hydroxy-1-phenylethyl)-2-naphthamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(1H-benzo[d]imidazol-1-yl)-N-((S)-2-hydroxy-1-phenylethyl)-2-naphthamide

There total 5 articles about 1-(1H-benzo[d]imidazol-1-yl)-N-((S)-2-hydroxy-1-phenylethyl)-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: 91.0%

methyl 1-(1H-benzo[d]imidazol-1-yl)-2-naphthoate (1312424-99-9) + (2S)-2-phenylglycinol (20989-17-7) → 1-(1H-benzo[d]imidazol-1-yl)-N-((S)-2-hydroxy-1-phenylethyl)-2-naphthamide (1312425-00-5)

Guidance literature:

With caesium carbonate; In toluene; at 85 ℃;

DOI:10.1039/c1cc15543a

Reference yield:

methyl 1-(2-aminophenylamino)-2-naphthoate (1312424-98-8) → 1-(1H-benzo[d]imidazol-1-yl)-N-((S)-2-hydroxy-1-phenylethyl)-2-naphthamide (1312425-00-5)

Guidance literature:

Multi-step reaction with 2 steps

1: toluene-4-sulfonic acid / 80 °C

2: caesium carbonate / toluene / 85 °C

With caesium carbonate; toluene-4-sulfonic acid; In toluene;

DOI:10.1039/c1cc15543a

Reference yield:

methyl 1-(2-nitrophenylamino)-2-naphthoate (1312424-97-7) → 1-(1H-benzo[d]imidazol-1-yl)-N-((S)-2-hydroxy-1-phenylethyl)-2-naphthamide (1312425-00-5)

Guidance literature:

Multi-step reaction with 3 steps

1: palladium 10% on activated carbon; hydrogen / methanol / 1 h / 760.05 Torr / Reflux

2: toluene-4-sulfonic acid / 80 °C

3: caesium carbonate / toluene / 85 °C

With palladium 10% on activated carbon; hydrogen; caesium carbonate; toluene-4-sulfonic acid; In methanol; toluene;

DOI:10.1039/c1cc15543a

upstream raw materials:

methyl 1-(2-aminophenylamino)-2-naphthoate

methyl 1-(1H-benzo[d]imidazol-1-yl)-2-naphthoate

(2S)-2-phenylglycinol

methyl 1-(2-nitrophenylamino)-2-naphthoate