5'-O-(4,4'-dimethoxytrityl)-1-methyl-2'-O-{[(triisopropylsilyl)oxy]methyl}adenosine

Base Information

• Chemical Name: 5'-O-(4,4'-dimethoxytrityl)-1-methyl-2'-O-{[(triisopropylsilyl)oxy]methyl}adenosine
• CAS No.: 872548-44-2
• Molecular Formula: C₄₂H₅₅N₅O₇Si
• Molecular Weight: 770.014
• Mol file: 872548-44-2.mol

Synonyms:5'-O-(4,4'-dimethoxytrityl)-1-methyl-2'-O-{[(triisopropylsilyl)oxy]methyl}adenosine

Chemical Property of 5'-O-(4,4'-dimethoxytrityl)-1-methyl-2'-O-{[(triisopropylsilyl)oxy]methyl}adenosine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5'-O-(4,4'-dimethoxytrityl)-1-methyl-2'-O-{[(triisopropylsilyl)oxy]methyl}adenosine

There total 1 articles about 5'-O-(4,4'-dimethoxytrityl)-1-methyl-2'-O-{[(triisopropylsilyl)oxy]methyl}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: 98.0%

(2R,3R,4R,5R)-5-(6-Amino-purin-9-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-triisopropylsilanyloxymethoxy-tetrahydro-furan-3-ol (872548-42-0) + methyl iodide (74-88-4) → 5'-O-(4,4'-dimethoxytrityl)-1-methyl-2'-O-{[(triisopropylsilyl)oxy]methyl}adenosine (872548-44-2)

Guidance literature:

In N,N-dimethyl-formamide; at 20 ℃; for 120h;

DOI:10.1002/hlca.200590209

Reference yield:

5'-O-(4,4'-dimethoxytrityl)-1-methyl-2'-O-{[(triisopropylsilyl)oxy]methyl}adenosine (872548-44-2) + Chloroacetic anhydride (541-88-8) → Chloro-acetic acid (2R,3R,4R,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-{6-[(Z)-2-chloro-acetylimino]-1-methyl-1,6-dihydro-purin-9-yl}-4-triisopropylsilanyloxymethoxy-tetrahydro-furan-3-yl ester

Guidance literature:

With pyridine; In 1,2-dichloro-ethane; at -15 ℃; for 1h;

DOI:10.1002/hlca.200590209

Reference yield:

5'-O-(4,4'-dimethoxytrityl)-1-methyl-2'-O-{[(triisopropylsilyl)oxy]methyl}adenosine (872548-44-2) → N6-(chloroacetyl)-5'-O-(4,4'-dimethoxytrityl)-1-methyl-2'-O-{[(triisopropylsilyl)oxy]methyl}adenosine

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / 1,2-dichloro-ethane / 1 h / -15 °C

2: 0.70 g / NH₃ / methanol / 4 h / -15 °C

With pyridine; ammonia; In methanol; 1,2-dichloro-ethane;

DOI:10.1002/hlca.200590209

upstream raw materials:

(2R,3R,4R,5R)-5-(6-Amino-purin-9-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-triisopropylsilanyloxymethoxy-tetrahydro-furan-3-ol

methyl iodide