(E)-3-[8-[2-(3-methoxyphenyl)vinyl]-2,6-dioxo-1-prop-2-ynyl-1,2,6,7-tetrahydropurin-3-yl]propyl acetate

Base Information

• Chemical Name: (E)-3-[8-[2-(3-methoxyphenyl)vinyl]-2,6-dioxo-1-prop-2-ynyl-1,2,6,7-tetrahydropurin-3-yl]propyl acetate
• CAS No.: 702697-13-0
• Molecular Formula: C₂₂H₂₂N₄O₅
• Molecular Weight: 422.44
• Mol file: 702697-13-0.mol

Synonyms:(E)-3-[8-[2-(3-methoxyphenyl)vinyl]-2,6-dioxo-1-prop-2-ynyl-1,2,6,7-tetrahydropurin-3-yl]propyl acetate

Chemical Property of (E)-3-[8-[2-(3-methoxyphenyl)vinyl]-2,6-dioxo-1-prop-2-ynyl-1,2,6,7-tetrahydropurin-3-yl]propyl acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-3-[8-[2-(3-methoxyphenyl)vinyl]-2,6-dioxo-1-prop-2-ynyl-1,2,6,7-tetrahydropurin-3-yl]propyl acetate

There total 5 articles about (E)-3-[8-[2-(3-methoxyphenyl)vinyl]-2,6-dioxo-1-prop-2-ynyl-1,2,6,7-tetrahydropurin-3-yl]propyl acetate 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: 85.0%

3-{6-amino-5-[3-(3-methoxyphenyl)acryloylamino]-2,4-dioxo-3-prop-2-ynyl-3,4-dihydro-2H-pyrimidin-1-yl}propyl acetate (702697-10-7) → (E)-3-[8-[2-(3-methoxyphenyl)vinyl]-2,6-dioxo-1-prop-2-ynyl-1,2,6,7-tetrahydropurin-3-yl]propyl acetate (702697-13-0)

Guidance literature:

With ammonium sulfate; 1,1,1,3,3,3-hexamethyl-disilazane; for 16h; Heating;

DOI:10.1021/jo0358574

Reference yield:

6-amino-3-prop-2-ynyl-1H,3H-pyrimidine-2,4-dione (138895-22-4) → (E)-3-[8-[2-(3-methoxyphenyl)vinyl]-2,6-dioxo-1-prop-2-ynyl-1,2,6,7-tetrahydropurin-3-yl]propyl acetate (702697-13-0)

Guidance literature:

Multi-step reaction with 5 steps

1: 72 percent / acetic acid; NaNO₂ / H₂O / 65 °C

2: 67 percent / NH₃; sodium dithionite / H₂O / 0.17 h / 70 °C

3: 80 percent / pyridine / ethyl acetate / 16 h / 20 °C

4: 92 percent / K₂CO₃ / dimethylformamide / 24 h / 20 °C

5: 85 percent / 1,1,1,3,3,3-hyxamethyldisilazane; (NH₄)2SO₄ / 16 h / Heating

With pyridine; ammonium sulfate; sodium dithionite; ammonia; potassium carbonate; acetic acid; 1,1,1,3,3,3-hexamethyl-disilazane; sodium nitrite; In water; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1021/jo0358574

Reference yield:

6-amino-5-nitroso-3-prop-2-ynyl-1H,3H-pyrimidine-2,4-dione (146830-70-8) → (E)-3-[8-[2-(3-methoxyphenyl)vinyl]-2,6-dioxo-1-prop-2-ynyl-1,2,6,7-tetrahydropurin-3-yl]propyl acetate (702697-13-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 67 percent / NH₃; sodium dithionite / H₂O / 0.17 h / 70 °C

2: 80 percent / pyridine / ethyl acetate / 16 h / 20 °C

3: 92 percent / K₂CO₃ / dimethylformamide / 24 h / 20 °C

4: 85 percent / 1,1,1,3,3,3-hyxamethyldisilazane; (NH₄)2SO₄ / 16 h / Heating

With pyridine; ammonium sulfate; sodium dithionite; ammonia; potassium carbonate; 1,1,1,3,3,3-hexamethyl-disilazane; In water; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1021/jo0358574

upstream raw materials:

3-{6-amino-5-[3-(3-methoxyphenyl)acryloylamino]-2,4-dioxo-3-prop-2-ynyl-3,4-dihydro-2H-pyrimidin-1-yl}propyl acetate

6-amino-3-prop-2-ynyl-1H,3H-pyrimidine-2,4-dione

5,6-diamino-3-prop-2-ynyl-1H,3H-pyrimidine-2,4-dione

6-amino-5-nitroso-3-prop-2-ynyl-1H,3H-pyrimidine-2,4-dione

Downstream raw materials:

(E)-3-(3-hydroxypropyl)-8-[2-(3-methoxyphenyl)vinyl]-1-prop-2-ynyl-3,7-dihydropurine-2,6-dione

(E)-3-[8-[2-(3-methoxyphenyl)vinyl]-7-methyl-2,6-dioxo-1-prop-2-ynyl-1,2,6,7-tetrahydropurin-3-yl]propyl acetate