3'-O-acetyl-5'-O-dimethoxytrityl-2'-deoxyinosine

Base Information

• Chemical Name: 3'-O-acetyl-5'-O-dimethoxytrityl-2'-deoxyinosine
• CAS No.: 153984-01-1
• Molecular Formula: C₃₃H₃₂N₄O₇
• Molecular Weight: 596.64
• Mol file: 153984-01-1.mol

Synonyms:

Chemical Property of 3'-O-acetyl-5'-O-dimethoxytrityl-2'-deoxyinosine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3'-O-acetyl-5'-O-dimethoxytrityl-2'-deoxyinosine

There total 1 articles about 3'-O-acetyl-5'-O-dimethoxytrityl-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:

2-deoxyinosine (890-38-0) + 4,4'-dimethoxytrityl chloride (40615-36-9) + acetic anhydride (108-24-7) → 3'-O-acetyl-5'-O-dimethoxytrityl-2'-deoxyinosine (153984-01-1)

Guidance literature:

With pyridine; Yield given. Multistep reaction; 1) room temperature, overnight; 2) room temperature, 2 h;

Reference yield: 63.0%

1,2,4-Triazole (288-88-0) + 3'-O-acetyl-5'-O-dimethoxytrityl-2'-deoxyinosine (153984-01-1) → 3'-O-acetyl-5'-O-dimethoxytrityl-6-(1,2,4-triazolyl)-2'-deoxyinosine (153984-02-2)

Guidance literature:

With triethylamine; trichlorophosphate; In acetonitrile; for 48h; Ambient temperature;

Reference yield:

3'-O-acetyl-5'-O-dimethoxytrityl-2'-deoxyinosine (153984-01-1) → 2,2-Dimethyl-propionic acid 9-{(2R,4S,5R)-4-acetoxy-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-2-yl}-9H-purin-6-ylsulfanylmethyl ester (139887-94-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 63 percent / Et₃N, POCl₃ / acetonitrile / 48 h / Ambient temperature

2: sodium hydrogen sulfide / dimethylformamide / 6 h / Ambient temperature

3: potassium carbonate / acetone / Ambient temperature

With sodium hydrogensulfide; potassium carbonate; triethylamine; trichlorophosphate; In N,N-dimethyl-formamide; acetone; acetonitrile;

upstream raw materials:

2-deoxyinosine

4,4'-dimethoxytrityl chloride

acetic anhydride

Downstream raw materials:

3'-O-acetyl-5'-O-dimethoxytrityl-6-(1,2,4-triazolyl)-2'-deoxyinosine

2,2-Dimethyl-propionic acid 9-{(2R,4S,5R)-4-acetoxy-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-2-yl}-9H-purin-6-ylsulfanylmethyl ester

Refernces