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

Base Information

• Chemical Name: (E)-3-(3-hydroxypropyl)-8-[2-(3-methoxyphenyl)vinyl]-1-prop-2-ynyl-3,7-dihydropurine-2,6-dione
• CAS No.: 261705-90-2
• Molecular Formula: C₂₀H₂₀N₄O₄
• Molecular Weight: 380.403
• Mol file: 261705-90-2.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 9 articles about (E)-3-(3-hydroxypropyl)-8-[2-(3-methoxyphenyl)vinyl]-1-prop-2-ynyl-3,7-dihydropurine-2,6-dione 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: 88.0%

(E)-N-[6-amino-1-(3-hydroxypropyl)-2,4-dioxo-3-prop-2-ynyl-1,2,3,4-tetrahydropyrimidin-5-yl]-3-(3-methoxyphenyl)acrylamide (261705-85-5) → (E)-3-(3-hydroxypropyl)-8-[2-(3-methoxyphenyl)vinyl]-1-prop-2-ynyl-3,7-dihydropurine-2,6-dione (261705-90-2)

Guidance literature:

With ammonium sulfate; 1,1,1,3,3,3-hexamethyl-disilazane; at 110 - 120 ℃; for 24h;

DOI:10.1021/jm9911480

Reference yield:

(E)-N-(6-amino-2,4-dioxo-3-prop-2-ynyl-1,2,3,4-tetrahydropyrimidin-5-yl)-3-(3-methoxyphenyl)acrylamide (261705-81-1) → (E)-3-(3-hydroxypropyl)-8-[2-(3-methoxyphenyl)vinyl]-1-prop-2-ynyl-3,7-dihydropurine-2,6-dione (261705-90-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / K₂CO₃ / dimethylformamide / 16 h / 20 °C

2: (NH₂)2SO₄ / 16 h / Heating

With amino sulphate; potassium carbonate; In N,N-dimethyl-formamide;

DOI:10.1021/jo0358574

Reference yield:

6-amino-3-prop-2-ynyl-1H,3H-pyrimidine-2,4-dione (138895-22-4) → (E)-3-(3-hydroxypropyl)-8-[2-(3-methoxyphenyl)vinyl]-1-prop-2-ynyl-3,7-dihydropurine-2,6-dione (261705-90-2)

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: 90 percent / K₂CO₃ / dimethylformamide / 16 h / 20 °C

5: (NH₂)2SO₄ / 16 h / Heating

With pyridine; sodium dithionite; amino sulphate; ammonia; potassium carbonate; acetic acid; sodium nitrite; In water; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1021/jo0358574

upstream raw materials:

(E)-N-[6-amino-1-(3-hydroxypropyl)-2,4-dioxo-3-prop-2-ynyl-1,2,3,4-tetrahydropyrimidin-5-yl]-3-(3-methoxyphenyl)acrylamide

1,1,1,3,3,3-hexamethyl-disilazane

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

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

Downstream raw materials:

[3H]-MSX 2

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

di-O-tert-butyl 3-O-hydroxypropyl-8-(m-methoxystyryl)-7-methyl-1-propargylxanthine phosphate triester