3′-deoxy-3′-S-[(methoxycarbonyl)methylsulfonyl]-5′-O-tritylthymidine

Base Information

• Chemical Name: 3′-deoxy-3′-S-[(methoxycarbonyl)methylsulfonyl]-5′-O-tritylthymidine
• CAS No.: 1446526-87-9
• Molecular Formula: C₃₂H₃₂N₂O₈S
• Molecular Weight: 604.681
• Mol file: 1446526-87-9.mol

Synonyms:3′-deoxy-3′-S-[(methoxycarbonyl)methylsulfonyl]-5′-O-tritylthymidine

Chemical Property of 3′-deoxy-3′-S-[(methoxycarbonyl)methylsulfonyl]-5′-O-tritylthymidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3′-deoxy-3′-S-[(methoxycarbonyl)methylsulfonyl]-5′-O-tritylthymidine

There total 2 articles about 3′-deoxy-3′-S-[(methoxycarbonyl)methylsulfonyl]-5′-O-tritylthymidine 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: 77.0%

3'-deoxy-3'-N-[(ethoxycarbonyl)methylamino]-5'-O-tritylthymidine (1446526-83-5) → 3′-deoxy-3′-S-[(methoxycarbonyl)methylsulfonyl]-5′-O-tritylthymidine (1446526-87-9)

Guidance literature:

With magnesium bis(monoperoxyphthalate)hexahydrate; In methanol; at 20 ℃; for 8h; Inert atmosphere;

DOI:10.1039/c9ob01250h

Reference yield:

1-(2-deoxy-3-O-methanesulfonyl-5-O-trityl-β-D-threo-pentofuranosyl)thymine (104218-44-2) → 3′-deoxy-3′-S-[(methoxycarbonyl)methylsulfonyl]-5′-O-tritylthymidine (1446526-87-9)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydride / mineral oil; N,N-dimethyl-formamide / 6 h / 0 °C / Inert atmosphere

2: monoperoxyphthalic acid magnesium salt hexahydrate / 8 h / 20 °C / Inert atmosphere

With monoperoxyphthalic acid magnesium salt hexahydrate; sodium hydride; In N,N-dimethyl-formamide; mineral oil;

DOI:10.1016/j.bmc.2013.05.047

upstream raw materials:

1-(2-deoxy-3-O-methanesulfonyl-5-O-trityl-β-D-threo-pentofuranosyl)thymine

3'-deoxy-3'-N-[(ethoxycarbonyl)methylamino]-5'-O-tritylthymidine