3',5'-di-O-acetyl-O⁶-triisopropylbenzenesulfonyl-2'-deoxyinosine

Base Information

• Chemical Name: 3',5'-di-O-acetyl-O⁶-triisopropylbenzenesulfonyl-2'-deoxyinosine
• CAS No.: 106568-80-3
• Molecular Formula: C₂₉H₃₈N₄O₈S
• Molecular Weight: 602.709
• Mol file: 106568-80-3.mol

Synonyms:3',5'-di-O-acetyl-O⁶-triisopropylbenzenesulfonyl-2'-deoxyinosine

Chemical Property of 3',5'-di-O-acetyl-O⁶-triisopropylbenzenesulfonyl-2'-deoxyinosine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3',5'-di-O-acetyl-O⁶-triisopropylbenzenesulfonyl-2'-deoxyinosine

There total 2 articles about 3',5'-di-O-acetyl-O⁶-triisopropylbenzenesulfonyl-2'-deoxyinosine 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: 61.0%

2,4,6-triisopropylphenylsulfonyl chloride (6553-96-4) + 9-(3',5'-di-O-acetyl-2'-deoxy-β-D-erythro-pentofuranosyl)-1H-purine-6(9H)-one (106568-79-0) → 3',5'-di-O-acetyl-O6-triisopropylbenzenesulfonyl-2'-deoxyinosine (106568-80-3)

Guidance literature:

With dmap; triethylamine; In dichloromethane; for 2h; Ambient temperature;

DOI:10.1248/cpb.40.1355

Reference yield:

2-deoxyinosine (890-38-0) → 3',5'-di-O-acetyl-O6-triisopropylbenzenesulfonyl-2'-deoxyinosine (106568-80-3)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / 18 h / 0 - 22 °C

2: dmap; triethylamine / dichloromethane / 0.83 h / 22 °C

With pyridine; dmap; triethylamine; In dichloromethane;

DOI:10.3762/bjoc.11.24

Reference yield: 42.0%

O-(tert-butyl)diphenylsilylhydroxylamine (103587-51-5) + 3',5'-di-O-acetyl-O6-triisopropylbenzenesulfonyl-2'-deoxyinosine (106568-80-3) → 3',5'-di-O-acetyl-N6-tert-butyldiphenylsilyloxy-2'-deoxyadenosine (143417-14-5)

Guidance literature:

In 1,4-dioxane; for 12h; Heating;

DOI:10.1248/cpb.40.1355

upstream raw materials:

2,4,6-triisopropylphenylsulfonyl chloride

9-(3',5'-di-O-acetyl-2'-deoxy-β-D-erythro-pentofuranosyl)-1H-purine-6(9H)-one

2-deoxyinosine

Downstream raw materials:

3',5'-di-O-acetyl-N⁶-tert-butyldiphenylsilyloxy-2'-deoxyadenosine

2'-deoxy-N⁶-tert-butyldiphenylsilyloxyadenosine

C₄₇H₄₉N₅O₆Si

C₅₆H₆₆N₇O₇PSi