N,N-bis(2,4-dimethoxybenzyl)-1-trityl-1H-imidazole-4-sulfonamide

Base Information

• Chemical Name: N,N-bis(2,4-dimethoxybenzyl)-1-trityl-1H-imidazole-4-sulfonamide
• CAS No.: 1360157-20-5
• Molecular Formula: C₄₀H₃₉N₃O₆S
• Molecular Weight: 689.832
• Mol file: 1360157-20-5.mol

Synonyms:N,N-bis(2,4-dimethoxybenzyl)-1-trityl-1H-imidazole-4-sulfonamide

Chemical Property of N,N-bis(2,4-dimethoxybenzyl)-1-trityl-1H-imidazole-4-sulfonamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N,N-bis(2,4-dimethoxybenzyl)-1-trityl-1H-imidazole-4-sulfonamide

There total 1 articles about N,N-bis(2,4-dimethoxybenzyl)-1-trityl-1H-imidazole-4-sulfonamide 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: 83.0%

N,N-bis(2,4-dimethoxybenzyl)-1H-imidazole-4-sulfonamide (1360157-19-2) + trityl chloride (76-83-5) → N,N-bis(2,4-dimethoxybenzyl)-1-trityl-1H-imidazole-4-sulfonamide (1360157-20-5)

Guidance literature:

N,N-bis(2,4-dimethoxybenzyl)-1H-imidazole-4-sulfonamide; With potassium tert-butylate; In N,N-dimethyl-formamide; for 0.333333h;

trityl chloride; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 18h;

DOI:10.1021/jo2025702

Reference yield: 85.0%

N,N-bis(2,4-dimethoxybenzyl)-1-trityl-1H-imidazole-4-sulfonamide (1360157-20-5) → N,N-bis(2,4-dimethoxybenzyl)-2-iodo-1-trityl-1H-imidazole-4-sulfonamide (1360157-21-6)

Guidance literature:

N,N-bis(2,4-dimethoxybenzyl)-1-trityl-1H-imidazole-4-sulfonamide; With n-butyllithium; In tetrahydrofuran; hexane; at -30 ℃; for 0.333333h; Inert atmosphere;

With iodine; In tetrahydrofuran; hexane; at -30 - -5 ℃; for 0.333333h; regioselective reaction; Inert atmosphere;

DOI:10.1021/jo2025702

Reference yield:

N,N-bis(2,4-dimethoxybenzyl)-1-trityl-1H-imidazole-4-sulfonamide (1360157-20-5) → (S)-methyl-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(4-(N,N-bis(2,4-dimethoxybenzyl)sulfamoyl)-1-trityl-1H-imidazol-2-yl)propanoate (1360157-23-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.33 h / -30 °C / Inert atmosphere

1.2: 0.33 h / -30 - -5 °C / Inert atmosphere

2.1: iodine; zinc / N,N-dimethyl-formamide

2.2: 2 h / 40 °C

With n-butyllithium; iodine; zinc; In tetrahydrofuran; hexane; N,N-dimethyl-formamide; 2.1: Negishi coupling reaction / 2.2: Negishi coupling reaction;

DOI:10.1021/jo2025702

upstream raw materials:

N,N-bis(2,4-dimethoxybenzyl)-1H-imidazole-4-sulfonamide

trityl chloride

Downstream raw materials:

(S)-methyl-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(4-(N,N-bis(2,4-dimethoxybenzyl)sulfamoyl)-1-trityl-1H-imidazol-2-yl)propanoate

(S)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(4-(N,Nbis(2,4-dimethoxybenzyl)sulfamoyl)-1-trityl-1H-imidazol-2-yl)-propanoic acid

N,N-bis(2,4-dimethoxybenzyl)-2-iodo-1-trityl-1H-imidazole-4-sulfonamide