2-amino-4-hydroxy-6-(p-carboxyphenyl)-7,8-dihydro-8-oxapteridine

Base Information

• Chemical Name: 2-amino-4-hydroxy-6-(p-carboxyphenyl)-7,8-dihydro-8-oxapteridine
• CAS No.: 85828-46-2
• Molecular Formula: C₁₃H₁₀N₄O₄
• Molecular Weight: 286.247
• Mol file: 85828-46-2.mol

Synonyms:2-amino-4-hydroxy-6-(p-carboxyphenyl)-7,8-dihydro-8-oxapteridine

Chemical Property of 2-amino-4-hydroxy-6-(p-carboxyphenyl)-7,8-dihydro-8-oxapteridine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-amino-4-hydroxy-6-(p-carboxyphenyl)-7,8-dihydro-8-oxapteridine

There total 4 articles about 2-amino-4-hydroxy-6-(p-carboxyphenyl)-7,8-dihydro-8-oxapteridine 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: 76.0%

4-(2-Amino-4-oxo-3,7-dihydro-4H-pyrimido[4,5-b][1,4]oxazin-6-yl)-benzoic acid methyl ester (85828-45-1) → 2-amino-4-hydroxy-6-(p-carboxyphenyl)-7,8-dihydro-8-oxapteridine (85828-46-2)

Guidance literature:

With sodium hydroxide; for 18h;

DOI:10.1021/jm00362a015

Reference yield:

Monomethyl terephthalate (1679-64-7) → 2-amino-4-hydroxy-6-(p-carboxyphenyl)-7,8-dihydro-8-oxapteridine (85828-46-2)

Guidance literature:

Multi-step reaction with 4 steps

1: SOCl₂ / CHCl₃ / 1 h / Heating

2: 2.) HBr / 1.) CHCl₃, 25 deg C, 25 h, 2.) CHCl₃

3: 94 percent / NaHCO₃ / methanol / 2 h / Heating

4: 76 percent / 0.1N aq. NaOH / 18 h

With sodium hydroxide; thionyl chloride; hydrogen bromide; sodium hydrogencarbonate; In methanol; chloroform;

DOI:10.1021/jm00362a015

Reference yield:

4-Methoxycarbonylbenzoyl chloride (7377-26-6) → 2-amino-4-hydroxy-6-(p-carboxyphenyl)-7,8-dihydro-8-oxapteridine (85828-46-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 2.) HBr / 1.) CHCl₃, 25 deg C, 25 h, 2.) CHCl₃

2: 94 percent / NaHCO₃ / methanol / 2 h / Heating

3: 76 percent / 0.1N aq. NaOH / 18 h

With sodium hydroxide; hydrogen bromide; sodium hydrogencarbonate; In methanol;

DOI:10.1021/jm00362a015

upstream raw materials:

4-(2-Amino-4-oxo-3,7-dihydro-4H-pyrimido[4,5-b][1,4]oxazin-6-yl)-benzoic acid methyl ester

Monomethyl terephthalate

4-Methoxycarbonylbenzoyl chloride

methyl 4-(2-bromoacetyl)benzoate

Downstream raw materials:

N-<(2-amino-4-hydroxy-7,8-dihydro-8-oxa-6-pteridinyl)benzoyl>-L-glutamic acid