[3-¹³C]-1-((2R,3S,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)-3-trideuteromethyltetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)dione

Base Information

• Chemical Name: [3-¹³C]-1-((2R,3S,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)-3-trideuteromethyltetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)dione
• CAS No.: 1256490-38-6
• Molecular Formula: C₁₀H₁₄N₂O₆
• Molecular Weight: 262.196
• Mol file: 1256490-38-6.mol

Synonyms:[3-¹³C]-1-((2R,3S,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)-3-trideuteromethyltetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)dione

Chemical Property of [3-¹³C]-1-((2R,3S,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)-3-trideuteromethyltetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)dione

Chemical Property:

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [3-¹³C]-1-((2R,3S,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)-3-trideuteromethyltetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)dione

There total 1 articles about [3-¹³C]-1-((2R,3S,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)-3-trideuteromethyltetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)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: 46.0%

[13C2H3] methyl iodide (20710-47-8,207507-22-0) + 1-((6aR,8R,9aR)-2,2,4,4-tetraisopropyl-9-oxotetrahydro-6H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-8-yl)pyrimidine-2,4(1H,3H)-dione (84828-97-7) → [3-13C]-1-((2R,3S,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)-3-trideuteromethyltetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)dione (1256490-38-6)

Guidance literature:

[13C₂H₃] methyl iodide; 1-((6aR,8R,9aR)-2,2,4,4-tetraisopropyl-9-oxotetrahydro-6H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-8-yl)pyrimidine-2,4(1H,3H)-dione; With magnesium; In tetrahydrofuran; diethyl ether; at -40 - -25 ℃; for 4h;

With ammonium fluoride; tetrabutyl ammonium fluoride; In methanol; at 90 ℃; for 7h;

Reference yield:

[3-13C]-1-((2R,3S,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)-3-trideuteromethyltetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)dione (1256490-38-6) → [4-13C]-(2S)-isopropyl 2-(((((2R,3R,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-4-fluoro-3-hydroxy-4-trideuteromethyltetrahydrofuran-2-yl)methoxy)(phenoxy)phosphoryl)amino)propanoate (1256490-44-4,2070009-25-3)

Guidance literature:

Multi-step reaction with 4 steps

1: pyridine / 15 h / 20 °C

2: dimethylaminosulphur trifluoride / dichloromethane / 0.5 h / -78 - 20 °C

3: N-butylamine / methanol / 15 h / 20 °C

4: 1-methyl-1H-imidazole / tetrahydrofuran / 1 h / 0 - 20 °C

With pyridine; 1-methyl-1H-imidazole; dimethylaminosulphur trifluoride; N-butylamine; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1080/15257770.2011.614308

upstream raw materials:

[13C₂H₃] methyl iodide

1-((6aR,8R,9aR)-2,2,4,4-tetraisopropyl-9-oxotetrahydro-6H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-8-yl)pyrimidine-2,4(1H,3H)-dione

Downstream raw materials:

[4-¹³C]-(2S)-isopropyl 2-(((((2R,3R,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-4-fluoro-3-hydroxy-4-trideuteromethyltetrahydrofuran-2-yl)methoxy)(phenoxy)phosphoryl)amino)propanoate