tri-(tert-butyl) N,N'N''-(benzene-1,3,5-triyl)tris{(S)-[(ethyne-1,2-diyl)-(1,3-phenylene)iminocarbonyl](2-methylpropyl)methylene}tricarbamate

Base Information

• Chemical Name: tri-(tert-butyl) N,N'N''-(benzene-1,3,5-triyl)tris{(S)-[(ethyne-1,2-diyl)-(1,3-phenylene)iminocarbonyl](2-methylpropyl)methylene}tricarbamate
• CAS No.: 557078-01-0
• Molecular Formula: C₆₃H₇₈N₆O₉
• Molecular Weight: 1063.35
• Mol file: 557078-01-0.mol

Synonyms:tri-(tert-butyl) N,N'N''-(benzene-1,3,5-triyl)tris{(S)-[(ethyne-1,2-diyl)-(1,3-phenylene)iminocarbonyl](2-methylpropyl)methylene}tricarbamate

Chemical Property of tri-(tert-butyl) N,N'N''-(benzene-1,3,5-triyl)tris{(S)-[(ethyne-1,2-diyl)-(1,3-phenylene)iminocarbonyl](2-methylpropyl)methylene}tricarbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tri-(tert-butyl) N,N'N''-(benzene-1,3,5-triyl)tris{(S)-[(ethyne-1,2-diyl)-(1,3-phenylene)iminocarbonyl](2-methylpropyl)methylene}tricarbamate

There total 4 articles about tri-(tert-butyl) N,N'N''-(benzene-1,3,5-triyl)tris{(S)-[(ethyne-1,2-diyl)-(1,3-phenylene)iminocarbonyl](2-methylpropyl)methylene}tricarbamate 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: 51.0%

N-tert-butoxycarbonyl-L-leucine (13139-15-6,53296-34-7) + 3,3',3''-(benzene-1,3,5-triyl)tris(ethyne-1,2-diyl)trianiline (557078-00-9) → tri-(tert-butyl) N,N'N''-(benzene-1,3,5-triyl)tris{(S)-[(ethyne-1,2-diyl)-(1,3-phenylene)iminocarbonyl](2-methylpropyl)methylene}tricarbamate (557078-01-0)

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 0 ℃; for 72h;

DOI:10.1002/hlca.200390049

Reference yield:

1,3,5-Triethynylbenzene (7567-63-7) → tri-(tert-butyl) N,N'N''-(benzene-1,3,5-triyl)tris{(S)-[(ethyne-1,2-diyl)-(1,3-phenylene)iminocarbonyl](2-methylpropyl)methylene}tricarbamate (557078-01-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 74 percent / CuI / [PdCl₂(PPh₃)2] / diethylamine / 72 h / 20 °C

2: 98 percent / TFA / CH₂Cl₂ / 1 h / 0 °C

3: 51 percent / DMAP; EDC*HCl / dimethylformamide / 72 h / 0 °C

With dmap; copper(l) iodide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; bis-triphenylphosphine-palladium(II) chloride; In dichloromethane; diethylamine; N,N-dimethyl-formamide; 1: Sonogashira cross-coupling;

DOI:10.1002/hlca.200390049

Reference yield:

iodo-3-(tert-butyloxycarbonylamino)benzene (143390-49-2) → tri-(tert-butyl) N,N'N''-(benzene-1,3,5-triyl)tris{(S)-[(ethyne-1,2-diyl)-(1,3-phenylene)iminocarbonyl](2-methylpropyl)methylene}tricarbamate (557078-01-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 74 percent / CuI / [PdCl₂(PPh₃)2] / diethylamine / 72 h / 20 °C

2: 98 percent / TFA / CH₂Cl₂ / 1 h / 0 °C

3: 51 percent / DMAP; EDC*HCl / dimethylformamide / 72 h / 0 °C

With dmap; copper(l) iodide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; bis-triphenylphosphine-palladium(II) chloride; In dichloromethane; diethylamine; N,N-dimethyl-formamide; 1: Sonogashira cross-coupling;

DOI:10.1002/hlca.200390049

upstream raw materials:

N-tert-butoxycarbonyl-L-leucine

3,3',3''-(benzene-1,3,5-triyl)tris(ethyne-1,2-diyl)trianiline

1,3,5-Triethynylbenzene

iodo-3-(tert-butyloxycarbonylamino)benzene