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

Base Information

• Chemical Name: di-O-tert-butyl 3-O-hydroxypropyl-8-(m-methoxystyryl)-7-methyl-1-propargylxanthine phosphate triester
• CAS No.: 261705-78-6
• Molecular Formula: C₂₉H₃₉N₄O₇P
• Molecular Weight: 586.625
• Mol file: 261705-78-6.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 7 articles about di-O-tert-butyl 3-O-hydroxypropyl-8-(m-methoxystyryl)-7-methyl-1-propargylxanthine phosphate triester 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:

phosphorous acid di-tert-butyl ester 3-{8-[2-(3-methoxy-phenyl)-vinyl]-7-methyl-2,6-dioxo-1-prop-2-ynyl-1,2,6,7-tetrahydro-purin-3-yl}-propyl ester → di-O-tert-butyl 3-O-hydroxypropyl-8-(m-methoxystyryl)-7-methyl-1-propargylxanthine phosphate triester (261705-78-6)

Guidance literature:

With tert.-butylhydroperoxide; In dichloromethane; acetonitrile; at 0 ℃; for 1h;

DOI:10.1021/jm9911480

Reference yield:

trans-3-methoxycinnamic acid (6099-04-3,17570-26-2) → di-O-tert-butyl 3-O-hydroxypropyl-8-(m-methoxystyryl)-7-methyl-1-propargylxanthine phosphate triester (261705-78-6)

Guidance literature:

Multi-step reaction with 6 steps

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

2: 83 percent / K₂CO₃ / dimethylformamide / 24 h / 60 °C

3: 88 percent / (NH₄)2SO₄; hexamethyldisilazane / 24 h / 110 - 120 °C

4: 93 percent / K₂CO₃ / dimethylformamide / 20 °C

5: 1H-tetrazole / acetonitrile; CH₂Cl₂ / 2 h / 20 °C

6: aq. tert-butyl hydroperoxide / acetonitrile; CH₂Cl₂ / 1 h / 0 °C

With 1H-tetrazole; tert.-butylhydroperoxide; ammonium sulfate; potassium carbonate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; 1,1,1,3,3,3-hexamethyl-disilazane; In methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile; 1: Acylation / 2: Alkylation / 3: Cyclization / 4: Methylation / 5: Substitution / 6: Oxidation;

DOI:10.1021/jm9911480

Reference yield:

5,6-diamino-3-prop-2-ynyl-1H,3H-pyrimidine-2,4-dione (146830-75-3) → di-O-tert-butyl 3-O-hydroxypropyl-8-(m-methoxystyryl)-7-methyl-1-propargylxanthine phosphate triester (261705-78-6)

Guidance literature:

Multi-step reaction with 6 steps

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

2: 83 percent / K₂CO₃ / dimethylformamide / 24 h / 60 °C

3: 88 percent / (NH₄)2SO₄; hexamethyldisilazane / 24 h / 110 - 120 °C

4: 93 percent / K₂CO₃ / dimethylformamide / 20 °C

5: 1H-tetrazole / acetonitrile; CH₂Cl₂ / 2 h / 20 °C

6: aq. tert-butyl hydroperoxide / acetonitrile; CH₂Cl₂ / 1 h / 0 °C

With 1H-tetrazole; tert.-butylhydroperoxide; ammonium sulfate; potassium carbonate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; 1,1,1,3,3,3-hexamethyl-disilazane; In methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile; 1: Acylation / 2: Alkylation / 3: Cyclization / 4: Methylation / 5: Substitution / 6: Oxidation;

DOI:10.1021/jm9911480

upstream raw materials:

trans-3-methoxycinnamic acid

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

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

[3H]-MSX 2