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

Base Information

• Chemical Name: [(3,5-bis{(3,5-bis-(prop-2-ynylcarbamoyl)phenylcarbamoyl)methylcarbamoyl}phenylcarbamoyl)methyl]-carbamic acid benzyl ester
• CAS No.: 940005-75-4
• Molecular Formula: C₅₀H₄₄N₁₀O₁₁
• Molecular Weight: 960.96
• Mol file: 940005-75-4.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 8 articles about [(3,5-bis{(3,5-bis-(prop-2-ynylcarbamoyl)phenylcarbamoyl)methylcarbamoyl}phenylcarbamoyl)methyl]-carbamic acid benzyl 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: 78.0%

5-(2-((2-oxo-2-phenyl-1λ2-ethyl)amino)acetamido)isophthalic acid (852355-43-2) + 5-(2-amino-acethylamino)-N,N'-di(prop-2-ynyl)isophthalamide (940005-74-3) → [(3,5-bis{(3,5-bis-(prop-2-ynylcarbamoyl)phenylcarbamoyl)methylcarbamoyl}phenylcarbamoyl)methyl]-carbamic acid benzyl ester (940005-75-4)

Guidance literature:

5-(2-((2-oxo-2-phenyl-1λ²-ethyl)amino)acetamido)isophthalic acid; With 4-methyl-morpholine; 2-chloro-4,6-dimethoxy-1 ,3,5-triazine; In tetrahydrofuran; at 0 ℃; for 12h;

5-(2-amino-acethylamino)-N,N'-di(prop-2-ynyl)isophthalamide; With 4-methyl-morpholine; In tetrahydrofuran; N,N-dimethyl-formamide; at 0 - 20 ℃; for 20h; Further stages.;

DOI:10.1016/j.bmcl.2007.02.028

Reference yield:

5-aminoisophthalic acid (99-31-0) → [(3,5-bis{(3,5-bis-(prop-2-ynylcarbamoyl)phenylcarbamoyl)methylcarbamoyl}phenylcarbamoyl)methyl]-carbamic acid benzyl ester (940005-75-4)

Guidance literature:

Multi-step reaction with 6 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

3.1: 80 percent / trifluoroacetic acid; triisopropylsilane / CH₂Cl₂ / 8 h / 20 °C

4.1: 96 percent / Na₂CO₃ / acetonitrile / 20 °C

5.1: 81 percent / NH₃ / methanol / 6 h / 20 °C

6.1: 2-chloro-4,6-dimethoxy-1,3,5-triazine; N-methylmorpholine / tetrahydrofuran / 12 h / 0 °C

6.2: 78 percent / N-methylmorpholine / tetrahydrofuran; dimethylformamide / 20 h / 0 - 20 °C

With 4-methyl-morpholine; sodium hydroxide; 2-chloro-4,6-dimethoxy-1 ,3,5-triazine; chlorotriisopropylsilane; ammonia; sodium carbonate; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/j.bmcl.2007.02.028

Reference yield:

3,5-dicarboxyphenyl chloroacetamide (61389-11-5) → [(3,5-bis{(3,5-bis-(prop-2-ynylcarbamoyl)phenylcarbamoyl)methylcarbamoyl}phenylcarbamoyl)methyl]-carbamic acid benzyl ester (940005-75-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 91 percent / aq. NH₃ / 12 h / 20 °C

2.1: 79 percent / NaHCO₃ / 12 h / 20 °C

3.1: 2-chloro-4,6-dimethoxy-1,3,5-triazine; N-methylmorpholine / tetrahydrofuran / 12 h / 0 °C

3.2: 78 percent / N-methylmorpholine / tetrahydrofuran; dimethylformamide / 20 h / 0 - 20 °C

With 4-methyl-morpholine; ammonium hydroxide; 2-chloro-4,6-dimethoxy-1 ,3,5-triazine; sodium hydrogencarbonate; In tetrahydrofuran;

DOI:10.1016/j.bmcl.2007.02.028

upstream raw materials:

5-(2-((2-oxo-2-phenyl-1λ²-ethyl)amino)acetamido)isophthalic acid

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

3,5-dicarboxyphenyl chloroacetamide

3,5-dicarboxyphenyl glycinamide

Downstream raw materials:

C₁₂₆H₁₈₆N₃₀O₅₇S₄