1-<2,3-dideoxy-3-ethynyl-5-O-(triphenylmethyl)-β-D-ribofuranosyl>pyrimidine-2,4(1H,3H)-dione

Base Information

• Chemical Name: 1-<2,3-dideoxy-3-ethynyl-5-O-(triphenylmethyl)-β-D-ribofuranosyl>pyrimidine-2,4(1H,3H)-dione
• CAS No.: 174074-51-2
• Molecular Formula: C₃₀H₂₆N₂O₄
• Molecular Weight: 478.547
• Mol file: 174074-51-2.mol

Synonyms:1-<2,3-dideoxy-3-ethynyl-5-O-(triphenylmethyl)-β-D-ribofuranosyl>pyrimidine-2,4(1H,3H)-dione

Chemical Property of 1-<2,3-dideoxy-3-ethynyl-5-O-(triphenylmethyl)-β-D-ribofuranosyl>pyrimidine-2,4(1H,3H)-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-<2,3-dideoxy-3-ethynyl-5-O-(triphenylmethyl)-β-D-ribofuranosyl>pyrimidine-2,4(1H,3H)-dione

There total 3 articles about 1-<2,3-dideoxy-3-ethynyl-5-O-(triphenylmethyl)-β-D-ribofuranosyl>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%

1-<3-deoxy-3-α-ethynyl-2-O--5-O-(triphenylmethyl)-β-D-arabinofuranosyl>pyrimidine-2,4(1H,3H)-dione (174074-46-5) → 1-<2,3-dideoxy-3-ethynyl-5-O-(triphenylmethyl)-β-D-ribofuranosyl>pyrimidine-2,4(1H,3H)-dione (174074-51-2)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; at 75 ℃; for 4h;

DOI:10.1002/hlca.19950780721

Reference yield:

1-[2,3-epoxy-5-O-(triphenylmethyl)-β-D-lyxofuranosyl]pyrimidine-2,4(1H,3H)-dione (96253-10-0) → 1-<2,3-dideoxy-3-ethynyl-5-O-(triphenylmethyl)-β-D-ribofuranosyl>pyrimidine-2,4(1H,3H)-dione (174074-51-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 73 percent / dimethylsulfoxide / 3 h / Ambient temperature

2: 76 percent / 4-(dimethylamino)pyridine / acetonitrile / 3 h / Ambient temperature

3: 46 percent / Bu₃SnH, AIBN / toluene / 4 h / 75 °C

With dmap; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In dimethyl sulfoxide; toluene; acetonitrile;

DOI:10.1002/hlca.19950780721

Reference yield:

1-<3-deoxy-3-α-ethynyl-5-O-(triphenylmethyl)-β-D-arabinofuranosyl>pyrimidine-2,4(1H,3H)-dione (96253-11-1) → 1-<2,3-dideoxy-3-ethynyl-5-O-(triphenylmethyl)-β-D-ribofuranosyl>pyrimidine-2,4(1H,3H)-dione (174074-51-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 76 percent / 4-(dimethylamino)pyridine / acetonitrile / 3 h / Ambient temperature

2: 46 percent / Bu₃SnH, AIBN / toluene / 4 h / 75 °C

With dmap; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; acetonitrile;

DOI:10.1002/hlca.19950780721

upstream raw materials:

1-<3-deoxy-3-α-ethynyl-2-O--5-O-(triphenylmethyl)-β-D-arabinofuranosyl>pyrimidine-2,4(1H,3H)-dione

1-[2,3-epoxy-5-O-(triphenylmethyl)-β-D-lyxofuranosyl]pyrimidine-2,4(1H,3H)-dione

1-<3-deoxy-3-α-ethynyl-5-O-(triphenylmethyl)-β-D-arabinofuranosyl>pyrimidine-2,4(1H,3H)-dione