5'-deoxy-5'-N-methyl-N-o-nitrobenzenesulfonylamino-2',3'-O,O-(1-methylethylidene)adenosine

Base Information

• Chemical Name: 5'-deoxy-5'-N-methyl-N-o-nitrobenzenesulfonylamino-2',3'-O,O-(1-methylethylidene)adenosine
• CAS No.: 1194995-79-3
• Molecular Formula: C₂₀H₂₃N₇O₇S
• Molecular Weight: 505.511
• Mol file: 1194995-79-3.mol

Synonyms:5'-deoxy-5'-N-methyl-N-o-nitrobenzenesulfonylamino-2',3'-O,O-(1-methylethylidene)adenosine

Chemical Property of 5'-deoxy-5'-N-methyl-N-o-nitrobenzenesulfonylamino-2',3'-O,O-(1-methylethylidene)adenosine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5'-deoxy-5'-N-methyl-N-o-nitrobenzenesulfonylamino-2',3'-O,O-(1-methylethylidene)adenosine

There total 2 articles about 5'-deoxy-5'-N-methyl-N-o-nitrobenzenesulfonylamino-2',3'-O,O-(1-methylethylidene)adenosine 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: 85.0%

N-methyl-2-nitrobenzenesulfonamide (23530-40-7) + 2',3'-isopropylidene adenosine (362-75-4) → 5'-deoxy-5'-N-methyl-N-o-nitrobenzenesulfonylamino-2',3'-O,O-(1-methylethylidene)adenosine (1194995-79-3)

Guidance literature:

With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 0 - 20 ℃; for 18h;

DOI:10.1055/s-0035-1561608

Reference yield:

2-Nitrobenzenesulfonyl chloride (1694-92-4) → 5'-deoxy-5'-N-methyl-N-o-nitrobenzenesulfonylamino-2',3'-O,O-(1-methylethylidene)adenosine (1194995-79-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: triethylamine / dichloromethane; water / 20 h / 20 °C / Inert atmosphere

2.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 0.17 h / 0 °C / Inert atmosphere

2.2: 1 h / 0 °C / Inert atmosphere

With triethylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; water;

DOI:10.1039/c4cc03094j

Reference yield: 84.0%

5'-deoxy-5'-N-methyl-N-o-nitrobenzenesulfonylamino-2',3'-O,O-(1-methylethylidene)adenosine (1194995-79-3) → 5'-deoxy-5'-methylamino-2',3'-O,O-(1-methylethylidene)adenosine (34245-49-3)

Guidance literature:

With caesium carbonate; thiophenol; In acetonitrile; for 18h;

DOI:10.1039/b816495a

upstream raw materials:

N-methyl-2-nitrobenzenesulfonamide

2',3'-isopropylidene adenosine

2-Nitrobenzenesulfonyl chloride

Downstream raw materials:

5'-deoxy-5'-methylamino-2',3'-O,O-(1-methylethylidene)adenosine