5’-O-(4,4’-dimethoxytrityl)-2’-O-dimethyl(tert-butyl)silyl-N6-methyladenosine

Base Information

• Chemical Name: 5’-O-(4,4’-dimethoxytrityl)-2’-O-dimethyl(tert-butyl)silyl-N6-methyladenosine
• CAS No.: 588698-75-3
• Molecular Formula: C₃₈H₄₇N₅O₆Si
• Molecular Weight: 697.907
• Mol file: 588698-75-3.mol

Synonyms:5’-O-(4,4’-dimethoxytrityl)-2’-O-dimethyl(tert-butyl)silyl-N6-methyladenosine

Chemical Property of 5’-O-(4,4’-dimethoxytrityl)-2’-O-dimethyl(tert-butyl)silyl-N6-methyladenosine

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5’-O-(4,4’-dimethoxytrityl)-2’-O-dimethyl(tert-butyl)silyl-N6-methyladenosine

There total 12 articles about 5’-O-(4,4’-dimethoxytrityl)-2’-O-dimethyl(tert-butyl)silyl-N6-methyladenosine 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: 37.0%

tert-butyldimethylsilyl chloride (18162-48-6) + 5'-O-(4,4'-dimethoxytrityl)-N6-methyladenosine (588698-71-9) → 5’-O-(4,4’-dimethoxytrityl)-2’-O-dimethyl(tert-butyl)silyl-N6-methyladenosine (588698-75-3)

Guidance literature:

With silver nitrate; triethylamine; In tetrahydrofuran; at 20 ℃; for 8h;

DOI:10.1021/ja029742d

Reference yield:

N6-methyladenosine (1867-73-8) → 5’-O-(4,4’-dimethoxytrityl)-2’-O-dimethyl(tert-butyl)silyl-N6-methyladenosine (588698-75-3)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine; AgNO₃ / tetrahydrofuran / 62 h / 20 °C

2: 37 percent / Et₃N; AgNO₃ / tetrahydrofuran / 8 h / 20 °C

With pyridine; silver nitrate; triethylamine; In tetrahydrofuran;

DOI:10.1021/ja029742d

Reference yield:

(2R,3R,4R,5R)-2-(acetoxymethyl)-5-(6-bromo-9H-purin-9-yl)tetrahydrofuran-3,4-diyl diacetate (74465-47-7) → 5’-O-(4,4’-dimethoxytrityl)-2’-O-dimethyl(tert-butyl)silyl-N6-methyladenosine (588698-75-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 94 percent / methanol / 8 h / 20 °C

2: pyridine; AgNO₃ / tetrahydrofuran / 62 h / 20 °C

3: 37 percent / Et₃N; AgNO₃ / tetrahydrofuran / 8 h / 20 °C

With pyridine; silver nitrate; triethylamine; In tetrahydrofuran; methanol;

DOI:10.1021/ja029742d

upstream raw materials:

tert-butyldimethylsilyl chloride

5'-O-(4,4'-dimethoxytrityl)-N⁶-methyladenosine

N⁶-methyladenosine

(2R,3R,4R,5R)-2-(acetoxymethyl)-5-(6-bromo-9H-purin-9-yl)tetrahydrofuran-3,4-diyl diacetate