(S)-ethyl 4-[8-amino-1,2,4,5-tetrahydro-2-(2-methylpropyl)-4-(3-methylbutyl)-3-oxo-3H-1,4-benzodiazepin-7-yl]-3-[2-(benzyloxy)ethoxy]benzoate

Base Information

• Chemical Name: (S)-ethyl 4-[8-amino-1,2,4,5-tetrahydro-2-(2-methylpropyl)-4-(3-methylbutyl)-3-oxo-3H-1,4-benzodiazepin-7-yl]-3-[2-(benzyloxy)ethoxy]benzoate
• CAS No.: 1425822-37-2
• Molecular Formula: C₃₆H₄₇N₃O₅
• Molecular Weight: 601.786
• Mol file: 1425822-37-2.mol

Synonyms:(S)-ethyl 4-[8-amino-1,2,4,5-tetrahydro-2-(2-methylpropyl)-4-(3-methylbutyl)-3-oxo-3H-1,4-benzodiazepin-7-yl]-3-[2-(benzyloxy)ethoxy]benzoate

Chemical Property of (S)-ethyl 4-[8-amino-1,2,4,5-tetrahydro-2-(2-methylpropyl)-4-(3-methylbutyl)-3-oxo-3H-1,4-benzodiazepin-7-yl]-3-[2-(benzyloxy)ethoxy]benzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-ethyl 4-[8-amino-1,2,4,5-tetrahydro-2-(2-methylpropyl)-4-(3-methylbutyl)-3-oxo-3H-1,4-benzodiazepin-7-yl]-3-[2-(benzyloxy)ethoxy]benzoate

There total 13 articles about (S)-ethyl 4-[8-amino-1,2,4,5-tetrahydro-2-(2-methylpropyl)-4-(3-methylbutyl)-3-oxo-3H-1,4-benzodiazepin-7-yl]-3-[2-(benzyloxy)ethoxy]benzoate 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:

C18H28IN3O (1425822-26-9) + C24H31BO6 (1429230-67-0) → (S)-ethyl 4-[8-amino-1,2,4,5-tetrahydro-2-(2-methylpropyl)-4-(3-methylbutyl)-3-oxo-3H-1,4-benzodiazepin-7-yl]-3-[2-(benzyloxy)ethoxy]benzoate (1425822-37-2)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium phosphate; In N,N-dimethyl-formamide; at 80 ℃; Inert atmosphere;

DOI:10.1016/j.bmc.2012.11.042

Reference yield:

N-(3-bromo-4-cyanophenyl)imidodicarbonic acid bis(1,1-dimethylethyl) ester (1425822-14-5) → (S)-ethyl 4-[8-amino-1,2,4,5-tetrahydro-2-(2-methylpropyl)-4-(3-methylbutyl)-3-oxo-3H-1,4-benzodiazepin-7-yl]-3-[2-(benzyloxy)ethoxy]benzoate (1425822-37-2)

Guidance literature:

Multi-step reaction with 7 steps

1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene / toluene / 4 h / 110 °C / Inert atmosphere

2: hydrogen; triethylamine / methanol; water / 13.5 h / 20 °C / Inert atmosphere

3: tetra-(n-butyl)ammonium iodide; potassium tert-butylate / 0.08 h / -20 °C

4: hydrogen; palladium 10% on activated carbon / 1,4-dioxane / 16 h / 20 °C / Inert atmosphere

5: hydrogenchloride / water; 1,4-dioxane / 3 h / 20 °C

6: pyridine iodine monochloride / water; dichloromethane / 6.5 h / 20 °C

7: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium phosphate / N,N-dimethyl-formamide / 80 °C / Inert atmosphere

With hydrogenchloride; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium phosphate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; palladium 10% on activated carbon; potassium tert-butylate; hydrogen; pyridine iodine monochloride; tetra-(n-butyl)ammonium iodide; caesium carbonate; triethylamine; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; In 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; 7: |Suzuki Coupling;

DOI:10.1016/j.bmc.2012.11.042

Reference yield:

(S)-8-bis(tert-butoxycarbonyl)amino-1,2,4,5-tetrahydro-2-(2-methylpropyl)-3H-1,4-benzodiazepin-3-one (1425822-18-9) → (S)-ethyl 4-[8-amino-1,2,4,5-tetrahydro-2-(2-methylpropyl)-4-(3-methylbutyl)-3-oxo-3H-1,4-benzodiazepin-7-yl]-3-[2-(benzyloxy)ethoxy]benzoate (1425822-37-2)

Guidance literature:

Multi-step reaction with 5 steps

1: tetra-(n-butyl)ammonium iodide; potassium tert-butylate / 0.08 h / -20 °C

2: hydrogen; palladium 10% on activated carbon / 1,4-dioxane / 16 h / 20 °C / Inert atmosphere

3: hydrogenchloride / water; 1,4-dioxane / 3 h / 20 °C

4: pyridine iodine monochloride / water; dichloromethane / 6.5 h / 20 °C

5: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium phosphate / N,N-dimethyl-formamide / 80 °C / Inert atmosphere

With hydrogenchloride; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium phosphate; palladium 10% on activated carbon; potassium tert-butylate; hydrogen; pyridine iodine monochloride; tetra-(n-butyl)ammonium iodide; In 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide; 5: |Suzuki Coupling;

DOI:10.1016/j.bmc.2012.11.042

upstream raw materials:

N-(3-bromo-4-cyanophenyl)imidodicarbonic acid bis(1,1-dimethylethyl) ester

(S)-methyl 2-(5-(bis(tert-butoxycarbonyl)amino)-2-cyanophenylamino)-4-methylpentanoate

(S)-8-bis(tert-butoxycarbonyl)amino-1,2,4,5-tetrahydro-2-(2-methylpropyl)-3H-1,4-benzodiazepin-3-one

(S)-8-bis(tert-butoxycarbonyl)amino-1,2,4,5-tetrahydro-4-(3-methylbut-2-enyl)-2-(2-methylpropyl)-3H-1,4-benzodiazepin-3-one

Downstream raw materials:

C₂₉H₄₁N₃O₅