2,2'-anhydro-1-(3-O-benzoyl-5-O-methanesulfonyl-4-C-methanesulfonyloxymethyl-β-D-threo-pentofuranosyl)thymine

Base Information

• Chemical Name: 2,2'-anhydro-1-(3-O-benzoyl-5-O-methanesulfonyl-4-C-methanesulfonyloxymethyl-β-D-threo-pentofuranosyl)thymine
• CAS No.: 740853-14-9
• Molecular Formula: C₂₀H₂₂N₂O₁₁S₂
• Molecular Weight: 530.533
• Mol file: 740853-14-9.mol

Synonyms:2,2'-anhydro-1-(3-O-benzoyl-5-O-methanesulfonyl-4-C-methanesulfonyloxymethyl-β-D-threo-pentofuranosyl)thymine

Chemical Property of 2,2'-anhydro-1-(3-O-benzoyl-5-O-methanesulfonyl-4-C-methanesulfonyloxymethyl-β-D-threo-pentofuranosyl)thymine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,2'-anhydro-1-(3-O-benzoyl-5-O-methanesulfonyl-4-C-methanesulfonyloxymethyl-β-D-threo-pentofuranosyl)thymine

There total 2 articles about 2,2'-anhydro-1-(3-O-benzoyl-5-O-methanesulfonyl-4-C-methanesulfonyloxymethyl-β-D-threo-pentofuranosyl)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:

benzoyl chloride (98-88-4) + 2,2'-anhydro-1-(3-hydroxy-5-O-methanesulfonyl-4-C-methanesulfonyloxymethyl-β-D-threo-pentofuranosyl)thymine (625111-34-4) → 2,2'-anhydro-1-(3-O-benzoyl-5-O-methanesulfonyl-4-C-methanesulfonyloxymethyl-β-D-threo-pentofuranosyl)thymine (740853-14-9)

Guidance literature:

With pyridine; In N,N-dimethyl-formamide; at 20 ℃; for 18h;

DOI:10.1055/s-2004-815959

Reference yield:

2,2'-anhydro-1-(3-O-benzyl-5-O-methanesulfonyl-4-C-methanesulfonyloxymethyl-β-D-threo-pentofuranosyl)thymine (552856-38-9) → 2,2'-anhydro-1-(3-O-benzoyl-5-O-methanesulfonyl-4-C-methanesulfonyloxymethyl-β-D-threo-pentofuranosyl)thymine (740853-14-9)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / Pd/C / methanol; acetone / 23 h / 20 °C

2: pyridine / dimethylformamide / 18 h / 20 °C

With pyridine; hydrogen; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide; acetone;

DOI:10.1055/s-2004-815959

Reference yield: 79.0%

2,2'-anhydro-1-(3-O-benzoyl-5-O-methanesulfonyl-4-C-methanesulfonyloxymethyl-β-D-threo-pentofuranosyl)thymine (740853-14-9) → 1-(3-O-benzoyl-5-O-methanesulfonyl-4-C-methanesulfonyloxymethyl-β-D-threo-pentofuranosyl)thymine (625111-33-3)

Guidance literature:

With sulfuric acid; In water; at 20 - 80 ℃; for 22h;

upstream raw materials:

benzoyl chloride

2,2'-anhydro-1-(3-hydroxy-5-O-methanesulfonyl-4-C-methanesulfonyloxymethyl-β-D-threo-pentofuranosyl)thymine

2,2'-anhydro-1-(3-O-benzyl-5-O-methanesulfonyl-4-C-methanesulfonyloxymethyl-β-D-threo-pentofuranosyl)thymine

Downstream raw materials:

1-(3-O-benzoyl-5-O-methanesulfonyl-4-C-methanesulfonyloxymethyl-β-D-threo-pentofuranosyl)thymine

(1R,3R,4R,7R)-7-benzoyloxy-1-methanesulfonyloxymethyl-3-(thymin-1-yl)-2-oxa-5-thiabicyclo[2.2.1]heptane

(1R,3R,4R,7R)-7-benzoyloxy-1-benzoyloxymethyl-3-(thymin-1-yl)-2-oxa-5-thiabicyclo[2.2.1]heptane

1-(3-O-benzoyl-5-O-methanesulfonyl-4-C-methanesulfonyloxymethyl-2-O-trifluoromethanesulfonyl-β-D-threo-pentofuranosyl)thymine