5-trifluoromethyl-5,8-dideazafolic acid

Base Information

• Chemical Name: 5-trifluoromethyl-5,8-dideazafolic acid
• CAS No.: 133116-91-3
• Molecular Formula: C₂₂H₂₀F₃N₅O₆
• Molecular Weight: 507.426
• Mol file: 133116-91-3.mol

Synonyms:

Chemical Property of 5-trifluoromethyl-5,8-dideazafolic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-trifluoromethyl-5,8-dideazafolic acid

There total 9 articles about 5-trifluoromethyl-5,8-dideazafolic 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: 72.0%

di-t-butyl 5-trifluoromethyl-5,8-dideazafolate (133116-89-9) → 5-trifluoromethyl-5,8-dideazafolic acid (133116-91-3)

Guidance literature:

With trifluoroacetic acid; for 3h; Ambient temperature;

DOI:10.1002/jhet.5570270746

Reference yield:

5-trifluoromethylisatoic anhydride (387-18-8) → 5-trifluoromethyl-5,8-dideazafolic acid (133116-91-3)

Guidance literature:

Multi-step reaction with 6 steps

1: 34 percent / dimethylformamide / 35 h / Heating

2: 61 percent / 98 percent sulfuric acid, 90 percent nitric acid / 1) 0 deg C, 30 min; 2) RT, 24 h

3: 69 percent / H₂ / 10 percent palladium charcoal / dimethylformamide; 2-methoxy-ethanol / 0.5 h / 2327.2 Torr

4: 1) 2N aq. hydrochloric acid, sodium nitrite; 2) CuCl / 1) 2 deg C, 20 min; 2) H₂O, 2 deg C, 30 min, then 35 deg C, 30 min, then RT, 1 h

5: 70 percent acetic acid, H₂ / Raney nickel / Ambient temperature

6: 72 percent / trifluoroacetic acid / 3 h / Ambient temperature

With hydrogenchloride; sulfuric acid; hydrogen; nitric acid; acetic acid; N,N-dimethyl-formamide; trifluoroacetic acid; copper(l) chloride; sodium nitrite; palladium on activated charcoal; nickel; In 2-methoxy-ethanol; N,N-dimethyl-formamide;

DOI:10.1002/jhet.5570270746

Reference yield:

4-trifluoromethyl-1H-indole-2,3-dione (386-73-2) → 5-trifluoromethyl-5,8-dideazafolic acid (133116-91-3)

Guidance literature:

Multi-step reaction with 7 steps

1: 48 percent / monoperphthalic acid / diethyl ether; tetrahydrofuran / 5 h / 0 °C

2: 34 percent / dimethylformamide / 35 h / Heating

3: 61 percent / 98 percent sulfuric acid, 90 percent nitric acid / 1) 0 deg C, 30 min; 2) RT, 24 h

4: 69 percent / H₂ / 10 percent palladium charcoal / dimethylformamide; 2-methoxy-ethanol / 0.5 h / 2327.2 Torr

5: 1) 2N aq. hydrochloric acid, sodium nitrite; 2) CuCl / 1) 2 deg C, 20 min; 2) H₂O, 2 deg C, 30 min, then 35 deg C, 30 min, then RT, 1 h

6: 70 percent acetic acid, H₂ / Raney nickel / Ambient temperature

7: 72 percent / trifluoroacetic acid / 3 h / Ambient temperature

With hydrogenchloride; monoperoxyphthalic acid; sulfuric acid; hydrogen; nitric acid; acetic acid; N,N-dimethyl-formamide; trifluoroacetic acid; copper(l) chloride; sodium nitrite; palladium on activated charcoal; nickel; In tetrahydrofuran; diethyl ether; 2-methoxy-ethanol; N,N-dimethyl-formamide;

DOI:10.1002/jhet.5570270746

upstream raw materials:

di-t-butyl 5-trifluoromethyl-5,8-dideazafolate

4-trifluoromethyl-1H-indole-2,3-dione

5-trifluoromethylisatoic anhydride

2-fluoro-6-(trifluoromethyl)benzonitrile

Refernces