di-t-butyl N-(4-(((2,4-diamino-5-fluoro-6-quinazolinyl)amino)methyl)benzoyl)-L-glutamate

Base Information

• Chemical Name: di-t-butyl N-(4-(((2,4-diamino-5-fluoro-6-quinazolinyl)amino)methyl)benzoyl)-L-glutamate
• CAS No.: 133528-60-6
• Molecular Formula: C₂₉H₃₇FN₆O₅
• Molecular Weight: 568.648
• Mol file: 133528-60-6.mol

Synonyms:di-t-butyl N-(4-(((2,4-diamino-5-fluoro-6-quinazolinyl)amino)methyl)benzoyl)-L-glutamate

Chemical Property of di-t-butyl N-(4-(((2,4-diamino-5-fluoro-6-quinazolinyl)amino)methyl)benzoyl)-L-glutamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of di-t-butyl N-(4-(((2,4-diamino-5-fluoro-6-quinazolinyl)amino)methyl)benzoyl)-L-glutamate

There total 3 articles about di-t-butyl N-(4-(((2,4-diamino-5-fluoro-6-quinazolinyl)amino)methyl)benzoyl)-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: 45.0%

di-tert-butyl N-(4-formylbenzoyl)-L-glutamate (87597-84-0) + 5-fluoro-2,4,6-triaminoquinazoline (133528-58-2) → di-t-butyl N-(4-(((2,4-diamino-5-fluoro-6-quinazolinyl)amino)methyl)benzoyl)-L-glutamate (133528-60-6)

Guidance literature:

With hydrogen; nickel; In water; acetic acid; for 15h; Ambient temperature;

DOI:10.1002/jhet.5570270742

Reference yield:

2,4-diamino-5-fluoroquinazoline (119584-70-2) → di-t-butyl N-(4-(((2,4-diamino-5-fluoro-6-quinazolinyl)amino)methyl)benzoyl)-L-glutamate (133528-60-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 40 percent / HNO₃, H₂SO₄ / 1) 0 deg C, 15 min, 2) RT, 4 h

2: 71 percent / H₂ / 10percent palladium-charcoal / 2-methoxy-ethanol / 3 h / Ambient temperature

3: 45 percent / H₂ / Raney nickel / acetic acid; H₂O / 15 h / Ambient temperature

With sulfuric acid; hydrogen; nitric acid; palladium on activated charcoal; nickel; In 2-methoxy-ethanol; water; acetic acid;

DOI:10.1002/jhet.5570270742

Reference yield:

2,4-diamino-5-fluoro-6-nitroquinazoline (133528-55-9) → di-t-butyl N-(4-(((2,4-diamino-5-fluoro-6-quinazolinyl)amino)methyl)benzoyl)-L-glutamate (133528-60-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 71 percent / H₂ / 10percent palladium-charcoal / 2-methoxy-ethanol / 3 h / Ambient temperature

2: 45 percent / H₂ / Raney nickel / acetic acid; H₂O / 15 h / Ambient temperature

With hydrogen; palladium on activated charcoal; nickel; In 2-methoxy-ethanol; water; acetic acid;

DOI:10.1002/jhet.5570270742

upstream raw materials:

di-tert-butyl N-(4-formylbenzoyl)-L-glutamate

5-fluoro-2,4,6-triaminoquinazoline

2,4-diamino-5-fluoroquinazoline

2,4-diamino-5-fluoro-6-nitroquinazoline

Downstream raw materials:

5-fluoro-5,8-dideazaisoaminopterin