5’-O-Trityluridine-2’,3’-lyxo-epoxide

Base Information

• Chemical Name: 5’-O-Trityluridine-2’,3’-lyxo-epoxide
• CAS No.: 96253-10-0
• Molecular Formula: C28H24N2O5
• Molecular Weight: 468.509
• Mol file: 96253-10-0.mol

Synonyms:5’-O-Trityluridine-2’,3’-lyxo-epoxide;1-[2,3-Anhydro-5-O-(triphenylMethyl)-β-D-lyxofuranosyl]-2,4(1H,3H)-pyriMidinedione

Chemical Property of 5’-O-Trityluridine-2’,3’-lyxo-epoxide

Chemical Property:

• Melting Point: 128-131 °C(Solv: ethanol (64-17-5))
• PKA: 9.28±0.10(Predicted)
• PSA: 85.85000
• Density: 1.321g/cm³
• LogP: 3.21010
• Solubility.: Acetone, Chloroform, Dichloromethane, Methanol

Purity/Quality:

98%Min ^*data from raw suppliers

5’-O-Trityluridine-2’,3’-lyxo-epoxide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 5’-O-Trityluridine-2’,3’-lyxo-epoxide is a synthetic intermediate used to synthesize a variety of antiviral agents

Technology Process of 5’-O-Trityluridine-2’,3’-lyxo-epoxide

There total 8 articles about 5’-O-Trityluridine-2’,3’-lyxo-epoxide 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: 91.0%

1-[2,3-di-O-(metanesulfonyl)-5-O-(triphenylmethyl)-β-D-ribofuranosyl]pyrimidine-2,4(1H,3H)-dione (110524-37-3) → 1-[2,3-epoxy-5-O-(triphenylmethyl)-β-D-lyxofuranosyl]pyrimidine-2,4(1H,3H)-dione (96253-10-0)

Guidance literature:

With sodium hydroxide; In water; acetone; at 20 ℃; for 18h;

DOI:10.1016/j.tet.2010.12.054

Reference yield:

5'-O-trityluridine (6554-10-5) → 1-[2,3-epoxy-5-O-(triphenylmethyl)-β-D-lyxofuranosyl]pyrimidine-2,4(1H,3H)-dione (96253-10-0)

Guidance literature:

With pyridine; sodium hydroxide; methanesulfonyl chloride; Yield given. Multistep reaction; 1.) RT, 2.) dioxane, RT, 3 h;

DOI:10.1016/0040-4039(92)88102-B

Reference yield:

uridine (58-96-8) → 1-[2,3-epoxy-5-O-(triphenylmethyl)-β-D-lyxofuranosyl]pyrimidine-2,4(1H,3H)-dione (96253-10-0)

Guidance literature:

Multistep reaction;

DOI:10.1016/S0040-4039(00)98477-6

upstream raw materials:

1-[2,3-di-O-(metanesulfonyl)-5-O-(triphenylmethyl)-β-D-ribofuranosyl]pyrimidine-2,4(1H,3H)-dione

5'-O-trityluridine

uridine

trityl chloride

Downstream raw materials:

1-<3-deoxy-3-C-(4,5-dihydro-5-methyl-1,3,5-dithiazin-2-yl)-5-O-trityl-β-D-arabino-pentofuranosyl>uracil

1-((2R,3R,4R,5R)-4-Hydroxy-3-pyrazol-1-yl-5-trityloxymethyl-tetrahydro-furan-2-yl)-1H-pyrimidine-2,4-dione

1-((2R,3S,4S,5S)-3-Hydroxy-4-pyrazol-1-yl-5-trityloxymethyl-tetrahydro-furan-2-yl)-1H-pyrimidine-2,4-dione

1-((2R,3R,4R,5R)-4-Hydroxy-3-imidazol-1-yl-5-trityloxymethyl-tetrahydro-furan-2-yl)-1H-pyrimidine-2,4-dione