6-amino-1-(2-hydroxyethyl)-5-(m-methoxycinnamoylamino)-3-propargyluracil

Base Information

• Chemical Name: 6-amino-1-(2-hydroxyethyl)-5-(m-methoxycinnamoylamino)-3-propargyluracil
• CAS No.: 261705-83-3
• Molecular Formula: C₁₉H₂₀N₄O₅
• Molecular Weight: 384.392
• Mol file: 261705-83-3.mol

Synonyms:6-amino-1-(2-hydroxyethyl)-5-(m-methoxycinnamoylamino)-3-propargyluracil

Chemical Property of 6-amino-1-(2-hydroxyethyl)-5-(m-methoxycinnamoylamino)-3-propargyluracil

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-amino-1-(2-hydroxyethyl)-5-(m-methoxycinnamoylamino)-3-propargyluracil

There total 3 articles about 6-amino-1-(2-hydroxyethyl)-5-(m-methoxycinnamoylamino)-3-propargyluracil 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: 80.0%

(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) + 2-bromoethanol (540-51-2) → 6-amino-1-(2-hydroxyethyl)-5-(m-methoxycinnamoylamino)-3-propargyluracil (261705-83-3)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 60 ℃; for 24h;

DOI:10.1021/jm9911480

Reference yield:

trans-3-methoxycinnamic acid (6099-04-3,17570-26-2) → 6-amino-1-(2-hydroxyethyl)-5-(m-methoxycinnamoylamino)-3-propargyluracil (261705-83-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / EDC / methanol / 4 h / 20 °C

2: 80 percent / K₂CO₃ / dimethylformamide / 24 h / 60 °C

With potassium carbonate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In methanol; N,N-dimethyl-formamide; 1: Acylation / 2: Alkylation;

DOI:10.1021/jm9911480

Reference yield:

5,6-diamino-3-prop-2-ynyl-1H,3H-pyrimidine-2,4-dione (146830-75-3) → 6-amino-1-(2-hydroxyethyl)-5-(m-methoxycinnamoylamino)-3-propargyluracil (261705-83-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / EDC / methanol / 4 h / 20 °C

2: 80 percent / K₂CO₃ / dimethylformamide / 24 h / 60 °C

With potassium carbonate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In methanol; N,N-dimethyl-formamide; 1: Acylation / 2: Alkylation;

DOI:10.1021/jm9911480

upstream raw materials:

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

2-bromoethanol

trans-3-methoxycinnamic acid

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

Downstream raw materials:

3-(2-hydroxyethyl)-8-(m-methoxystyryl)-1-propargylxanthine