(4-benzyloxy)-N-ethyl-N,1,2-trimethyl-5-[3-(2-methylphenyl)-3-oxopropyl]-1H-benzimidazole-6-carboxamide

Base Information

• Chemical Name: (4-benzyloxy)-N-ethyl-N,1,2-trimethyl-5-[3-(2-methylphenyl)-3-oxopropyl]-1H-benzimidazole-6-carboxamide
• CAS No.: 1034771-35-1
• Molecular Formula: C₂₉H₃₁N₃O₄
• Molecular Weight: 485.583
• Mol file: 1034771-35-1.mol

Synonyms:(4-benzyloxy)-N-ethyl-N,1,2-trimethyl-5-[3-(2-methylphenyl)-3-oxopropyl]-1H-benzimidazole-6-carboxamide

Chemical Property of (4-benzyloxy)-N-ethyl-N,1,2-trimethyl-5-[3-(2-methylphenyl)-3-oxopropyl]-1H-benzimidazole-6-carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4-benzyloxy)-N-ethyl-N,1,2-trimethyl-5-[3-(2-methylphenyl)-3-oxopropyl]-1H-benzimidazole-6-carboxamide

There total 1 articles about (4-benzyloxy)-N-ethyl-N,1,2-trimethyl-5-[3-(2-methylphenyl)-3-oxopropyl]-1H-benzimidazole-6-carboxamide 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: 90.0%

4-hydroxy-N-methoxy-N,1,2-trimethyl-5-(3-(2-methylphenyl)-3-oxopropyl)-1H-benzimidazole-6-carboxamide (1034771-52-2) + benzyl bromide (100-39-0) → (4-benzyloxy)-N-ethyl-N,1,2-trimethyl-5-[3-(2-methylphenyl)-3-oxopropyl]-1H-benzimidazole-6-carboxamide (1034771-35-1)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 65 ℃; for 4h;

Reference yield: 49.0%

(4-benzyloxy)-N-ethyl-N,1,2-trimethyl-5-[3-(2-methylphenyl)-3-oxopropyl]-1H-benzimidazole-6-carboxamide (1034771-35-1) → 4-(benzyloxy)-5-[(3R)-3-hydroxy-3-(2-methylphenyl)propyl]-N-methoxy-N,1,2-trimethyl-1H-benzimidazole-6-carboxamide (1034771-36-2)

Guidance literature:

With potassium tert-butylate; hydrogen; (S)-Xyl-PPhosRuCl₂(S)-DAIPEN; In isopropyl alcohol; tert-butyl alcohol; at 70 ℃; for 17h; under 60006 Torr;

Reference yield:

(4-benzyloxy)-N-ethyl-N,1,2-trimethyl-5-[3-(2-methylphenyl)-3-oxopropyl]-1H-benzimidazole-6-carboxamide (1034771-35-1) → 4-hydroxy-5-[(3R)-3-hydroxy-3-(2-methylphenyl)propyl]-N-methoxy-N,1,2-trimethyl-1H-benzimidazole-6-carboxamide (1034771-41-9)

Guidance literature:

Multi-step reaction with 2 steps

1: RuCl₂[(S)-Xyl-P-Phos][(S)-DAIPEN]; potassium tert-butylate; hydrogen / isopropyl alcohol; tert-butyl alcohol / 17 h / 70 °C / 60006 Torr / Autoclave; Inert atmosphere

2: hydrogen; 10% Pd/C / 17 h / 20 °C / 750.08 Torr

With 10% Pd/C; RuCl₂[(S)-Xyl-P-Phos][(S)-DAIPEN]; potassium tert-butylate; hydrogen; In isopropyl alcohol; tert-butyl alcohol;

DOI:10.1021/op800177x

upstream raw materials:

4-hydroxy-N-methoxy-N,1,2-trimethyl-5-(3-(2-methylphenyl)-3-oxopropyl)-1H-benzimidazole-6-carboxamide

benzyl bromide

Downstream raw materials:

4-(benzyloxy)-5-[(3R)-3-hydroxy-3-(2-methylphenyl)propyl]-N-methoxy-N,1,2-trimethyl-1H-benzimidazole-6-carboxamide

4-hydroxy-5-[(3R)-3-hydroxy-3-(2-methylphenyl)propyl]-N-methoxy-N,1,2-trimethyl-1H-benzimidazole-6-carboxamide

(8S)-N-methoxy-N,2,3-trimethyl-8-(2-methylphenyl)-3,6,7,8-tetrahydrochromeno[7,8-d]imidazole-5-carboxamide