2,2-Dimethyl-N-[4-oxo-6-(5-phenyl-4,5-dihydro-isoxazol-3-yl)-3,4-dihydro-pteridin-2-yl]-propionamide

Base Information

• Chemical Name: 2,2-Dimethyl-N-[4-oxo-6-(5-phenyl-4,5-dihydro-isoxazol-3-yl)-3,4-dihydro-pteridin-2-yl]-propionamide
• CAS No.: 131684-30-5
• Molecular Formula: C₂₀H₂₀N₆O₃
• Molecular Weight: 392.417

Synonyms:2,2-Dimethyl-N-[4-oxo-6-(5-phenyl-4,5-dihydro-isoxazol-3-yl)-3,4-dihydro-pteridin-2-yl]-propionamide

Chemical Property of 2,2-Dimethyl-N-[4-oxo-6-(5-phenyl-4,5-dihydro-isoxazol-3-yl)-3,4-dihydro-pteridin-2-yl]-propionamide

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Technology Process of 2,2-Dimethyl-N-[4-oxo-6-(5-phenyl-4,5-dihydro-isoxazol-3-yl)-3,4-dihydro-pteridin-2-yl]-propionamide

There total 2 articles about 2,2-Dimethyl-N-[4-oxo-6-(5-phenyl-4,5-dihydro-isoxazol-3-yl)-3,4-dihydro-pteridin-2-yl]-propionamide 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:

2-Pivaloylamino-6-formylpteridin-4-one (117267-22-8) → 2,2-Dimethyl-N-[4-oxo-6-(5-phenyl-4,5-dihydro-isoxazol-3-yl)-3,4-dihydro-pteridin-2-yl]-propionamide (131684-30-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / hydroxylamine hydrochloride, pyridine / ethanol / 18 h / Ambient temperature

2: 1) N-Chlorosuccinimide, 2) NEt₃ / 1) DMF, 60 deg C, 40 min, 2) 0.5 h at 2 deg C, then 2 h, room temperature

With pyridine; N-chloro-succinimide; hydroxylamine hydrochloride; triethylamine; In ethanol;

DOI:10.1021/jo00005a028

Reference yield:

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + 6-<(hydroxyimino)methyl>-2-pivaloylpterin (131684-29-2) → 2,2-Dimethyl-N-[4-oxo-6-(5-phenyl-4,5-dihydro-isoxazol-3-yl)-3,4-dihydro-pteridin-2-yl]-propionamide (131684-30-5)

Guidance literature:

With N-chloro-succinimide; triethylamine; Yield given. Multistep reaction; 1) DMF, 60 deg C, 40 min, 2) 0.5 h at 2 deg C, then 2 h, room temperature;

DOI:10.1021/jo00005a028

Reference yield: 73.0%

2,2-Dimethyl-N-[4-oxo-6-(5-phenyl-4,5-dihydro-isoxazol-3-yl)-3,4-dihydro-pteridin-2-yl]-propionamide (131684-30-5) → 2-Amino-6-(5-phenyl-4,5-dihydro-isoxazol-3-yl)-3H-pteridin-4-one (131684-31-6)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; at 70 - 80 ℃; for 2h;

DOI:10.1021/jo00005a028

upstream raw materials:

styrene

6-<(hydroxyimino)methyl>-2-pivaloylpterin

2-Pivaloylamino-6-formylpteridin-4-one

Downstream raw materials:

2-Amino-6-(5-phenyl-4,5-dihydro-isoxazol-3-yl)-3H-pteridin-4-one

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