N-benzoyl-N'-[3-(4-phenyl-furazan-3-yloxy)-propyl]-N''-[3-(1-trityl-1H-imidazol-4-yl)-propyl]-guanidine

Base Information

• Chemical Name: N-benzoyl-N'-[3-(4-phenyl-furazan-3-yloxy)-propyl]-N''-[3-(1-trityl-1H-imidazol-4-yl)-propyl]-guanidine
• CAS No.: 565446-64-2
• Molecular Formula: C₄₄H₄₁N₇O₃
• Molecular Weight: 715.855
• Mol file: 565446-64-2.mol

Synonyms:N-benzoyl-N'-[3-(4-phenyl-furazan-3-yloxy)-propyl]-N''-[3-(1-trityl-1H-imidazol-4-yl)-propyl]-guanidine

Chemical Property of N-benzoyl-N'-[3-(4-phenyl-furazan-3-yloxy)-propyl]-N''-[3-(1-trityl-1H-imidazol-4-yl)-propyl]-guanidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-benzoyl-N'-[3-(4-phenyl-furazan-3-yloxy)-propyl]-N''-[3-(1-trityl-1H-imidazol-4-yl)-propyl]-guanidine

There total 19 articles about N-benzoyl-N'-[3-(4-phenyl-furazan-3-yloxy)-propyl]-N''-[3-(1-trityl-1H-imidazol-4-yl)-propyl]-guanidine 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: 74.0%

3-Phenylsulfonyl-4-phenylfurazan (76016-70-1) + N-benzoyl-N'-(3-hydroxypropyl)-N-{3-[(1-triphenylmethyl)-imidazol-4-yl]propyl}guanidine (565446-54-0) → N-benzoyl-N'-[3-(4-phenyl-furazan-3-yloxy)-propyl]-N''-[3-(1-trityl-1H-imidazol-4-yl)-propyl]-guanidine (565446-64-2)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; at 20 - 25 ℃; for 6h;

DOI:10.1016/S0968-0896(02)00651-X

Reference yield:

N-trityl-4(5)-iodoimidazole (96797-15-8) → N-benzoyl-N'-[3-(4-phenyl-furazan-3-yloxy)-propyl]-N''-[3-(1-trityl-1H-imidazol-4-yl)-propyl]-guanidine (565446-64-2)

Guidance literature:

Multi-step reaction with 7 steps

1.1: EtMgBr / CH₂Cl₂; diethyl ether / 0.5 h / 20 °C

1.2: 82 percent / CH₂Cl₂; diethyl ether / 0.5 h / 20 °C

2.1: NaNH₂ / tetrahydrofuran / Heating

3.1: H₂ / Pd/C / tetrahydrofuran

4.1: LiAlH₄; AlCl₃ / diethyl ether; tetrahydrofuran / 1 h / 20 °C

5.1: 86 percent / CH₂Cl₂ / 0.5 h / 20 °C

6.1: 61 percent / tetrahydrofuran / 0.67 h / Heating

7.1: 74 percent / aq. NaOH / tetrahydrofuran / 6 h / 20 - 25 °C

With sodium hydroxide; lithium aluminium tetrahydride; aluminium trichloride; ethylmagnesium bromide; hydrogen; sodium amide; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; dichloromethane;

DOI:10.1016/S0968-0896(02)00651-X

Reference yield:

1-trityl-4-(2-cyanoethyl)imidazole (154312-79-5) → N-benzoyl-N'-[3-(4-phenyl-furazan-3-yloxy)-propyl]-N''-[3-(1-trityl-1H-imidazol-4-yl)-propyl]-guanidine (565446-64-2)

Guidance literature:

Multi-step reaction with 5 steps

1: H₂ / Pd/C / tetrahydrofuran

2: LiAlH₄; AlCl₃ / diethyl ether; tetrahydrofuran / 1 h / 20 °C

3: 86 percent / CH₂Cl₂ / 0.5 h / 20 °C

4: 61 percent / tetrahydrofuran / 0.67 h / Heating

5: 74 percent / aq. NaOH / tetrahydrofuran / 6 h / 20 - 25 °C

With sodium hydroxide; lithium aluminium tetrahydride; aluminium trichloride; hydrogen; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; dichloromethane;

DOI:10.1016/S0968-0896(02)00651-X

upstream raw materials:

3-Phenylsulfonyl-4-phenylfurazan

N-benzoyl-N'-(3-hydroxypropyl)-N-{3-[(1-triphenylmethyl)-imidazol-4-yl]propyl}guanidine

N-diphenoxymethylene benzamide

N-trityl-4⁽⁵⁾-iodoimidazole

Refernces

• 1、 Bertinaria, Massimo. "H3 receptor ligands: New imidazole H3-antagonists endowed with NO-donor properties". . p. 279 - 283. Retrieved 2007/10/03.