2-aza-2-desamino-5,8-dideazafolic acid

Base Information

• Chemical Name: 2-aza-2-desamino-5,8-dideazafolic acid
• CAS No.: 140410-01-1
• Molecular Formula: C20H19 N5 O6
• Molecular Weight: 425.401
• Mol file: 140410-01-1.mol

Synonyms:1,2,3-Benzotriazine,L-glutamic acid deriv.

Chemical Property of 2-aza-2-desamino-5,8-dideazafolic acid

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 174.63000
• Density: 1.54g/cm³
• LogP: 1.85420

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-aza-2-desamino-5,8-dideazafolic acid

There total 6 articles about 2-aza-2-desamino-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: 81.0%

dimethyl N-<4-<<(3,4-dihydro-4-oxo-1,2,3-benzotriazin-6-yl)methyl>amino>benzoyl>-L-glutamate (140410-03-3) → N-<4-<<(3,4-dihydro-4-oxo-1,2,3-benzotriazin-6-yl)methyl>amino>benzoyl>-L-glutamic acid (140410-01-1)

Guidance literature:

With sodium hydroxide; In methanol; for 0.0833333h;

DOI:10.1021/jm00092a013

Reference yield:

dimethyl (2S)-2-benzoylaminopentanedioate (86555-46-6,1346808-85-2,1346773-61-2) → N-<4-<<(3,4-dihydro-4-oxo-1,2,3-benzotriazin-6-yl)methyl>amino>benzoyl>-L-glutamic acid (140410-01-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) N-bromosuccinimide, glacial acetic acid, 2.) NaHCO₃ / 1.) 70 deg C, 2 h, irrad, 2.) DMF, 65 deg C, 3 days

2: 81 percent / NaOH / methanol / 0.08 h

With sodium hydroxide; N-Bromosuccinimide; sodium hydrogencarbonate; acetic acid; In methanol;

DOI:10.1021/jm00092a013

Reference yield:

5-methyl-2-nitrobenzoic acid (3113-72-2) → N-<4-<<(3,4-dihydro-4-oxo-1,2,3-benzotriazin-6-yl)methyl>amino>benzoyl>-L-glutamic acid (140410-01-1)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) SOCl₂, 2.) NaOH, NH₄OH / 1.) reflux, 20 min, 2.) THF

2: 96 percent / H₂ / 5percent Pd/C / methanol / 24 h / 2280 Torr

3: 97 percent / 3.6 N aq. HCl, NaNO₂ / H₂O / 0.33 h / 5 °C

4: 1.) N-bromosuccinimide, glacial acetic acid, 2.) NaHCO₃ / 1.) 70 deg C, 2 h, irrad, 2.) DMF, 65 deg C, 3 days

5: 81 percent / NaOH / methanol / 0.08 h

With hydrogenchloride; ammonium hydroxide; sodium hydroxide; N-Bromosuccinimide; thionyl chloride; hydrogen; sodium hydrogencarbonate; acetic acid; sodium nitrite; palladium on activated charcoal; In methanol; water;

DOI:10.1021/jm00092a013

upstream raw materials:

dimethyl N-<4-<<(3,4-dihydro-4-oxo-1,2,3-benzotriazin-6-yl)methyl>amino>benzoyl>-L-glutamate

methyl-6-3H-benzotriazine-1,2,3 one-4

5-methyl-2-nitrobenzoic acid

5-methyl-2-nitrobenzamide

Refernces