(3,5-bis(prop-2-ynylcarbamoyl)phenyl)-carbamic acid tert-butyl ester

Base Information

• Chemical Name: (3,5-bis(prop-2-ynylcarbamoyl)phenyl)-carbamic acid tert-butyl ester
• CAS No.: 940005-72-1
• Molecular Formula: C₁₉H₂₁N₃O₄
• Molecular Weight: 355.393
• Mol file: 940005-72-1.mol

Synonyms:(3,5-bis(prop-2-ynylcarbamoyl)phenyl)-carbamic acid tert-butyl ester

Chemical Property of (3,5-bis(prop-2-ynylcarbamoyl)phenyl)-carbamic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3,5-bis(prop-2-ynylcarbamoyl)phenyl)-carbamic acid tert-butyl ester

There total 4 articles about (3,5-bis(prop-2-ynylcarbamoyl)phenyl)-carbamic acid tert-butyl ester 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: 95.0%

Propargylamine (2450-71-7) + 5-[(tert-butyloxycarbonyl)amino]-isophthalic acid (178446-63-4) → (3,5-bis(prop-2-ynylcarbamoyl)phenyl)-carbamic acid tert-butyl ester (940005-72-1)

Guidance literature:

With 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride; In tetrahydrofuran; for 48h;

DOI:10.1021/acs.bioconjchem.1c00115

Reference yield: 95.0%

di-tert-butyl dicarbonate (24424-99-5) + 5-aminoisophthalic acid (99-31-0) + Propargylamine (2450-71-7) → (3,5-bis(prop-2-ynylcarbamoyl)phenyl)-carbamic acid tert-butyl ester (940005-72-1)

Guidance literature:

di-tert-butyl dicarbonate; 5-aminoisophthalic acid; With sodium hydroxide; In 1,4-dioxane; at 0 - 20 ℃; for 3h;

Propargylamine; In tetrahydrofuran; for 48h;

DOI:10.1016/j.ejmech.2018.10.011

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → (3,5-bis(prop-2-ynylcarbamoyl)phenyl)-carbamic acid tert-butyl ester (940005-72-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 67 percent / NaOH / dimethylformamide; H₂O / 30 h / 0 - 20 °C

2.1: 2-chloro-4,6-dimethoxy-1,3,5-triazine; N-methylmorpholine / tetrahydrofuran / 0 °C

2.2: 85 percent / N-methylmorpholine / dimethylformamide; tetrahydrofuran / 20 h / 0 - 20 °C

With 4-methyl-morpholine; sodium hydroxide; 2-chloro-4,6-dimethoxy-1 ,3,5-triazine; In tetrahydrofuran; water; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2007.02.028

upstream raw materials:

Propargylamine

5-[(tert-butyloxycarbonyl)amino]-isophthalic acid

di-tert-butyl dicarbonate

5-aminoisophthalic acid

Downstream raw materials:

5-amino-N,N'-di(prop-2-ynyl)isophthalamide

[(3,5-bis{(3,5-bis-(prop-2-ynylcarbamoyl)phenylcarbamoyl)methylcarbamoyl}phenylcarbamoyl)methyl]-carbamic acid benzyl ester

5-(2-amino-acethylamino)-N,N'-di(prop-2-ynyl)isophthalamide

C₁₆H₁₄BrN₃O₃