diethyl N-<4--6-quinazolinyl>methyl>-N-prop-2-ynylamino>-2-fluorobenzoyl>-L-glutamate

Base Information

• Chemical Name: diethyl N-<4--6-quinazolinyl>methyl>-N-prop-2-ynylamino>-2-fluorobenzoyl>-L-glutamate
• CAS No.: 106585-58-4
• Molecular Formula: C₃₄H₃₉FN₄O₈
• Molecular Weight: 650.704
• Mol file: 106585-58-4.mol

Synonyms:diethyl N-<4--6-quinazolinyl>methyl>-N-prop-2-ynylamino>-2-fluorobenzoyl>-L-glutamate

Chemical Property of diethyl N-<4--6-quinazolinyl>methyl>-N-prop-2-ynylamino>-2-fluorobenzoyl>-L-glutamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of diethyl N-<4--6-quinazolinyl>methyl>-N-prop-2-ynylamino>-2-fluorobenzoyl>-L-glutamate

There total 7 articles about diethyl N-<4--6-quinazolinyl>methyl>-N-prop-2-ynylamino>-2-fluorobenzoyl>-L-glutamate 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: 90.0%

<6-(bromomethyl)-4-oxo-3(4H)-quinazolinyl>methyl 2,2-dimethylpropanoate (106585-53-9) + diethyl N-(2-fluoro-4-(N-prop-2-ynylamino)benzoyl)-L-glutamate (106585-57-3) → diethyl N-<4--6-quinazolinyl>methyl>-N-prop-2-ynylamino>-2-fluorobenzoyl>-L-glutamate (106585-58-4)

Guidance literature:

With calcium carbonate; In N,N-dimethyl acetamide; at 60 ℃; for 18h;

DOI:10.1021/jm00173a025

Reference yield:

2-fluoro-4-nitrotoluene (1427-07-2) → diethyl N-<4--6-quinazolinyl>methyl>-N-prop-2-ynylamino>-2-fluorobenzoyl>-L-glutamate (106585-58-4)

Guidance literature:

Multi-step reaction with 6 steps

1: 57 percent / Na₂Cr₂O₇, cocnd. H₂SO₄ / acetic acid / 1 h / 90 °C

2: SOCl₂ / toluene / 1.5 h / Heating

3: Et₃N / CH₂Cl₂ / 2 h / 25 °C

4: 95 percent / iron powder, HOAc / 2 h / 50 °C

5: 60 percent / K₂CO₃ / toluene; dimethylformamide / 3 h / 110 - 120 °C

6: 90 percent / CaCO₃ / N,N-dimethyl-acetamide / 18 h / 60 °C

With thionyl chloride; sodium dichromate; sulfuric acid; iron; potassium carbonate; acetic acid; triethylamine; calcium carbonate; In dichloromethane; N,N-dimethyl acetamide; acetic acid; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jm00173a025

Reference yield:

2-fluoro-4-nitrobenzoic acid (403-24-7) → diethyl N-<4--6-quinazolinyl>methyl>-N-prop-2-ynylamino>-2-fluorobenzoyl>-L-glutamate (106585-58-4)

Guidance literature:

Multi-step reaction with 5 steps

1: SOCl₂ / toluene / 1.5 h / Heating

2: Et₃N / CH₂Cl₂ / 2 h / 25 °C

3: 95 percent / iron powder, HOAc / 2 h / 50 °C

4: 60 percent / K₂CO₃ / toluene; dimethylformamide / 3 h / 110 - 120 °C

5: 90 percent / CaCO₃ / N,N-dimethyl-acetamide / 18 h / 60 °C

With thionyl chloride; iron; potassium carbonate; acetic acid; triethylamine; calcium carbonate; In dichloromethane; N,N-dimethyl acetamide; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jm00173a025

upstream raw materials:

<6-(bromomethyl)-4-oxo-3(4H)-quinazolinyl>methyl 2,2-dimethylpropanoate

diethyl N-(2-fluoro-4-(N-prop-2-ynylamino)benzoyl)-L-glutamate

2-fluoro-4-nitrotoluene

2-fluoro-4-nitrobenzoic acid

Downstream raw materials:

N-<4--N-prop-2-ynylamino>-2-fluorobenzoyl>-L-glutamic acid