2,2'-Anhydro-1-(3'-O-methylsulfonyl-β-D-arabinofuranosyl)thymine

Base Information

• Chemical Name: 2,2'-Anhydro-1-(3'-O-methylsulfonyl-β-D-arabinofuranosyl)thymine
• CAS No.: 120649-60-7
• Molecular Formula: C₁₁H₁₄N₂O₇S
• Molecular Weight: 318.307
• Mol file: 120649-60-7.mol

Synonyms:2,2'-Anhydro-1-(3'-O-methylsulfonyl-β-D-arabinofuranosyl)thymine

Chemical Property of 2,2'-Anhydro-1-(3'-O-methylsulfonyl-β-D-arabinofuranosyl)thymine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,2'-Anhydro-1-(3'-O-methylsulfonyl-β-D-arabinofuranosyl)thymine

There total 2 articles about 2,2'-Anhydro-1-(3'-O-methylsulfonyl-β-D-arabinofuranosyl)thymine 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: 30.0%

1-<5-O-Benzoyl-2,3-O-bis(methylsulfonyl)-β-D-ribofuranosyl>thymine (120673-67-8) → 2,2'-Anhydro-1-(3'-O-methylsulfonyl-β-D-arabinofuranosyl)thymine (120649-60-7) + 2,2'-Anhydro-1-(5'-O-Benzoyl-3'-O-methylsulfonyl-β-D-arabinofuranosyl)thymine (99631-18-2)

Guidance literature:

With sodium methylate; In methanol; for 20h; Ambient temperature;

DOI:10.1055/s-1988-27760

Reference yield:

O-2,2'-cyclo-5-methyluridine (22423-26-3) → 2,2'-Anhydro-1-(3'-O-methylsulfonyl-β-D-arabinofuranosyl)thymine (120649-60-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) pyridine, 2.) NaOH / 1.) 60 deg C, 18 h, 2.) dioxane-methanol-water, room temperature overnight, reflux 30 min

3: 1.) triethylamine, 2.) 80percent acetic acid / 1.) CHCl₃, 2.) 100 deg C

4: lithium azide / dimethylformamide / 100 °C

With pyridine; sodium hydroxide; lithium azide; acetic acid; triethylamine; In N,N-dimethyl-formamide;

Reference yield: 62.0%

2,2'-Anhydro-1-(3'-O-methylsulfonyl-β-D-arabinofuranosyl)thymine (120649-60-7) → 1-(2,3-anhydro-β-D-lyxofuranosyl)thymine (14486-22-7)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; acetone; for 16h; Ambient temperature;

DOI:10.1055/s-1988-27760

upstream raw materials:

1-<5-O-Benzoyl-2,3-O-bis(methylsulfonyl)-β-D-ribofuranosyl>thymine

O-2,2'-cyclo-5-methyluridine

Downstream raw materials:

1-(2,3-anhydro-β-D-lyxofuranosyl)thymine

3'-cyano-3'-deoxy-β-D-arabinofuranosylthymine