ethyl 2’-{(2-(1-benzyl-1H-1,2,3-triazol-4-yl)propan-2-yl)carbamoyl}-5’-methyl-[1,1’-biphenyl]-4-carboxylate

Base Information

• Chemical Name: ethyl 2’-{(2-(1-benzyl-1H-1,2,3-triazol-4-yl)propan-2-yl)carbamoyl}-5’-methyl-[1,1’-biphenyl]-4-carboxylate
• CAS No.: 1646184-09-9
• Molecular Formula: C₂₉H₃₀N₄O₃
• Molecular Weight: 482.582

Synonyms:ethyl 2’-{(2-(1-benzyl-1H-1,2,3-triazol-4-yl)propan-2-yl)carbamoyl}-5’-methyl-[1,1’-biphenyl]-4-carboxylate

Chemical Property of ethyl 2’-{(2-(1-benzyl-1H-1,2,3-triazol-4-yl)propan-2-yl)carbamoyl}-5’-methyl-[1,1’-biphenyl]-4-carboxylate

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Technology Process of ethyl 2’-{(2-(1-benzyl-1H-1,2,3-triazol-4-yl)propan-2-yl)carbamoyl}-5’-methyl-[1,1’-biphenyl]-4-carboxylate

There total 4 articles about ethyl 2’-{(2-(1-benzyl-1H-1,2,3-triazol-4-yl)propan-2-yl)carbamoyl}-5’-methyl-[1,1’-biphenyl]-4-carboxylate 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: 67.0%

Ethyl 4-bromobenzoate (5798-75-4) + N-{2-(1-benzyl-1H-1,2,3-triazol-4-yl)propan-2-yl}-4-methylbenzamide (1623775-07-4) → ethyl 2’-{(2-(1-benzyl-1H-1,2,3-triazol-4-yl)propan-2-yl)carbamoyl}-5’-methyl-[1,1’-biphenyl]-4-carboxylate (1646184-09-9) + diethyl 2’-{(2-(1-benzyl-1H-1,2,3-triazol-4-yl)propan-2-yl)carbamoyl}-5’-methyl-[1,1’:3‘,1“-terphenyl]-4,4”-dicarboxylate (1646184-30-6)

Guidance literature:

With tris(triphenylphosphine)ruthenium(II) chloride; sodium carbonate; In o-xylene; at 120 ℃; for 22h; chemoselective reaction; Inert atmosphere; Schlenk technique;

DOI:10.1002/chem.201403019

Reference yield:

1,1-dimethylprop-3-ynylamine (2978-58-7) → ethyl 2’-{(2-(1-benzyl-1H-1,2,3-triazol-4-yl)propan-2-yl)carbamoyl}-5’-methyl-[1,1’-biphenyl]-4-carboxylate (1646184-09-9) + diethyl 2’-{(2-(1-benzyl-1H-1,2,3-triazol-4-yl)propan-2-yl)carbamoyl}-5’-methyl-[1,1’:3‘,1“-terphenyl]-4,4”-dicarboxylate (1646184-30-6)

Guidance literature:

Multi-step reaction with 3 steps

1: copper(ll) sulfate pentahydrate; sodium L-ascorbate / tert-butyl alcohol; water / 24 h / 20 °C / Schlenk technique; Inert atmosphere

2: triethylamine / dichloromethane / 12 h / 0 - 20 °C / Inert atmosphere; Schlenk technique

3: tris(triphenylphosphine)ruthenium(II) chloride; sodium carbonate / o-xylene / 22 h / 120 °C / Inert atmosphere; Schlenk technique

With tris(triphenylphosphine)ruthenium(II) chloride; copper(ll) sulfate pentahydrate; sodium carbonate; sodium L-ascorbate; triethylamine; In dichloromethane; o-xylene; water; tert-butyl alcohol; 1: |Huisgen Cycloaddition;

DOI:10.1002/chem.201403019

Reference yield:

2-(1-benzyl-1H-1,2,3-triazol-4-yl)propan-2-amine (1310826-33-5) → ethyl 2’-{(2-(1-benzyl-1H-1,2,3-triazol-4-yl)propan-2-yl)carbamoyl}-5’-methyl-[1,1’-biphenyl]-4-carboxylate (1646184-09-9) + diethyl 2’-{(2-(1-benzyl-1H-1,2,3-triazol-4-yl)propan-2-yl)carbamoyl}-5’-methyl-[1,1’:3‘,1“-terphenyl]-4,4”-dicarboxylate (1646184-30-6)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / dichloromethane / 12 h / 0 - 20 °C / Inert atmosphere; Schlenk technique

2: tris(triphenylphosphine)ruthenium(II) chloride; sodium carbonate / o-xylene / 22 h / 120 °C / Inert atmosphere; Schlenk technique

With tris(triphenylphosphine)ruthenium(II) chloride; sodium carbonate; triethylamine; In dichloromethane; o-xylene;

DOI:10.1002/chem.201403019

upstream raw materials:

2-(1-benzyl-1H-1,2,3-triazol-4-yl)propan-2-amine

Ethyl 4-bromobenzoate

N-{2-(1-benzyl-1H-1,2,3-triazol-4-yl)propan-2-yl}-4-methylbenzamide

1,1-dimethylprop-3-ynylamine

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