5-(((phenylmethoxy)carbonyl)aminomethylcarbonylamino)-2-octyloxy-N-hexylbenzamide

Base Information

• Chemical Name: 5-(((phenylmethoxy)carbonyl)aminomethylcarbonylamino)-2-octyloxy-N-hexylbenzamide
• CAS No.: 416899-32-6
• Molecular Formula: C₃₁H₄₅N₃O₅
• Molecular Weight: 539.715
• Mol file: 416899-32-6.mol

Synonyms:5-(((phenylmethoxy)carbonyl)aminomethylcarbonylamino)-2-octyloxy-N-hexylbenzamide

Chemical Property of 5-(((phenylmethoxy)carbonyl)aminomethylcarbonylamino)-2-octyloxy-N-hexylbenzamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-(((phenylmethoxy)carbonyl)aminomethylcarbonylamino)-2-octyloxy-N-hexylbenzamide

There total 5 articles about 5-(((phenylmethoxy)carbonyl)aminomethylcarbonylamino)-2-octyloxy-N-hexylbenzamide 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: 85.0%

N-(Benzyloxycarbonyl)glycine (1138-80-3) + N-hexyl-5-amino-2-(octyloxy)benzamide (267897-53-0) → 5-(((phenylmethoxy)carbonyl)aminomethylcarbonylamino)-2-octyloxy-N-hexylbenzamide (416899-32-6)

Guidance literature:

N-(Benzyloxycarbonyl)glycine; With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; for 0.166667h; Inert atmosphere;

N-hexyl-5-amino-2-(octyloxy)benzamide; In N,N-dimethyl-formamide; for 4h; Inert atmosphere;

DOI:10.1002/anie.201504838

Reference yield:

methyl salicylate (119-36-8,8024-54-2) → 5-(((phenylmethoxy)carbonyl)aminomethylcarbonylamino)-2-octyloxy-N-hexylbenzamide (416899-32-6)

Guidance literature:

Multi-step reaction with 6 steps

1.1: potassium carbonate / N,N-dimethyl-formamide; methanol / 72 h / 100 °C

2.1: sodium hydroxide / methanol / 24 h / Reflux

3.1: sulfuric acid; ammonium nitrate / 0.5 h / 0 °C

4.1: thionyl chloride / 2 h / 80 °C

4.2: 16 h / 20 °C / Cooling with ice

5.1: hydrogen; 5%-palladium/activated carbon / ethanol; ethyl acetate / 16 h / 20 °C / 760.05 Torr

6.1: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.17 h / Inert atmosphere

6.2: 4 h / Inert atmosphere

With ammonium nitrate; thionyl chloride; sulfuric acid; 5%-palladium/activated carbon; hydrogen; potassium carbonate; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In methanol; ethanol; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1002/anie.201504838

Reference yield:

2-octyloxybenzoic acid methyl ester (255062-85-2) → 5-(((phenylmethoxy)carbonyl)aminomethylcarbonylamino)-2-octyloxy-N-hexylbenzamide (416899-32-6)

Guidance literature:

Multi-step reaction with 5 steps

1.1: sodium hydroxide / methanol / 24 h / Reflux

2.1: sulfuric acid; ammonium nitrate / 0.5 h / 0 °C

3.1: thionyl chloride / 2 h / 80 °C

3.2: 16 h / 20 °C / Cooling with ice

4.1: hydrogen; 5%-palladium/activated carbon / ethanol; ethyl acetate / 16 h / 20 °C / 760.05 Torr

5.1: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.17 h / Inert atmosphere

5.2: 4 h / Inert atmosphere

With ammonium nitrate; thionyl chloride; sulfuric acid; 5%-palladium/activated carbon; hydrogen; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In methanol; ethanol; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1002/anie.201504838

upstream raw materials:

N-(Benzyloxycarbonyl)glycine

N-hexyl-5-amino-2-(octyloxy)benzamide

methyl salicylate

2-octyloxybenzoic acid methyl ester

Downstream raw materials:

5-(aminomethylcarbonylamino)-2-octyloxy-N-hexylbenzamide

5-((((5-methoxycarbonyl-2,4-dioctyloxy)phenylcarbonyl)aminomethylcarbonyl)amino)-2-octyloxy-N-hexylbenzamide

5-((((5-hydroxycarbonyl-2,4-dioctyloxy)phenylcarbonyl)aminomethylcarbonyl)ammino)-2-octyloxy-N-hexylbenzamide