5,8-dideazaisofolic acid

Base Information

• Chemical Name: 5,8-dideazaisofolic acid
• CAS No.: 56239-21-5
• Molecular Formula: C21H21 N5 O6
• Molecular Weight: 439.42
• Mol file: 56239-21-5.mol

Synonyms:L-Glutamicacid, N-[4-[[(2-amino-1,4-dihydro-4-oxo-6-quinazolinyl)amino]methyl]benzoyl]-(9CI); 5,8-Deazaisofolic acid; 5,8-Dideazaisofolate;5,8-Dideazaisopteroylglutamate; IAHQ 2a; NCS 289517; NSC 289517

Chemical Property of 5,8-dideazaisofolic acid

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 187.76000
• Density: 1.54g/cm³
• LogP: 2.62260

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5,8-dideazaisofolic acid

There total 8 articles about 5,8-dideazaisofolic acid 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: 81.5%

di-tert-butyl 5,8-dideazaisofolate (87597-85-1) → 5,8-dideazaisofolic acid (56239-21-5)

Guidance literature:

With trifluoroacetic acid; for 1h; Ambient temperature;

DOI:10.1021/jm00368a023

Reference yield:

6-nitroisatoic anhydride (4693-02-1) → 5,8-dideazaisofolic acid (56239-21-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 75 percent / dimethylformamide / 48 h / Heating

2: 54 percent / H₂, glacial AcOH / 10percent Pd/C / dimethylformamide

3: 52 percent / H₂ / Raney Ni / acetic acid

4: 81.5 percent / CF₃COOH / 1 h / Ambient temperature

With hydrogen; acetic acid; trifluoroacetic acid; palladium on activated charcoal; nickel; In acetic acid; N,N-dimethyl-formamide;

DOI:10.1021/jm00368a023

Reference yield:

di-tert-butyl L-glutamate (16874-06-9) → 5,8-dideazaisofolic acid (56239-21-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 4-methylmorpholine / dimethylformamide / 1.) -15 deg C, 45 min, 2.) 20 deg C, 18 h

2: 52 percent / H₂ / Raney Ni / acetic acid

3: 81.5 percent / CF₃COOH / 1 h / Ambient temperature

With 4-methyl-morpholine; hydrogen; trifluoroacetic acid; nickel; In acetic acid; N,N-dimethyl-formamide;

DOI:10.1021/jm00368a023

upstream raw materials:

di-tert-butyl 5,8-dideazaisofolate

6-nitroisatoic anhydride

di-tert-butyl L-glutamate

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

Downstream raw materials:

9-methyl-5,8-dideazaisofolic acid

9-formyl-5,8-dideazaisofolic acid

Refernces