5'-O-(4,4'-dimethoxytrityl)-N⁶,N⁶-dimethyl-2'-O-[[(triisopropylsilyl)oxy]methyl]adenosine

Base Information

• Chemical Name: 5'-O-(4,4'-dimethoxytrityl)-N⁶,N⁶-dimethyl-2'-O-[[(triisopropylsilyl)oxy]methyl]adenosine
• CAS No.: 661471-90-5
• Molecular Formula: C₄₃H₅₇N₅O₇Si
• Molecular Weight: 784.04

Synonyms:5'-O-(4,4'-dimethoxytrityl)-N⁶,N⁶-dimethyl-2'-O-[[(triisopropylsilyl)oxy]methyl]adenosine

Chemical Property of 5'-O-(4,4'-dimethoxytrityl)-N⁶,N⁶-dimethyl-2'-O-[[(triisopropylsilyl)oxy]methyl]adenosine

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of 5'-O-(4,4'-dimethoxytrityl)-N⁶,N⁶-dimethyl-2'-O-[[(triisopropylsilyl)oxy]methyl]adenosine

There total 7 articles about 5'-O-(4,4'-dimethoxytrityl)-N⁶,N⁶-dimethyl-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: 20.0%

chloromethoxy-triisopropyl-silane (217300-17-9) + 5'-O-(4,4'-dimethoxytrityl)-N6,N6-dimethyladenosine (661471-89-2) → 5'-O-(4,4'-dimethoxytrityl)-N6,N6-dimethyl-3'-O-[[(triisopropylsilyl)oxy]methyl]adenosine + 5'-O-(4,4'-dimethoxytrityl)-N6,N6-dimethyl-2'-O-[[(triisopropylsilyl)oxy]methyl]adenosine (661471-90-5)

Guidance literature:

5'-O-(4,4'-dimethoxytrityl)-N⁶,N⁶-dimethyladenosine; With di-tert-butyltin dichloride; N-ethyl-N,N-diisopropylamine; In 1,2-dichloro-ethane; at 70 ℃; for 15h;

chloromethoxy-triisopropyl-silane; In 1,2-dichloro-ethane; at 20 ℃; for 3h;

DOI:10.1007/s00706-003-0592-1

Reference yield:

9-[3',5'-di-O-acetyl-2'-O-{[(triisopropylsilyl)oxy]methyl}-β-D-ribofuranosyl]-6-(3-nitro-1H-1,2,4-triazol-1-yl)purine (672298-94-1) → 5'-O-(4,4'-dimethoxytrityl)-N6,N6-dimethyl-2'-O-[[(triisopropylsilyl)oxy]methyl]adenosine (661471-90-5)

Guidance literature:

Multi-step reaction with 2 steps

1: ethanol / 3 h / 20 °C

2: 148 mg / pyridine / 3 h / 20 °C

With pyridine; In ethanol;

DOI:10.1002/hlca.200590209

Reference yield:

2',3',5'-O-triacetyl-6-chloroinosine (5987-73-5) → 5'-O-(4,4'-dimethoxytrityl)-N6,N6-dimethyl-2'-O-[[(triisopropylsilyl)oxy]methyl]adenosine (661471-90-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: ethanol; H₂O / 9 h / 20 °C

2.1: 840 mg / DMAP / pyridine / 20 °C / overnight

3.1: i-Pr₂EtN; tert-Bu₂SnCl₂ / 1,2-dichloro-ethane / 15 h / 70 °C

3.2: 20 percent / 1,2-dichloro-ethane / 3 h / 20 °C

With dmap; di-tert-butyltin dichloride; N-ethyl-N,N-diisopropylamine; In pyridine; ethanol; water; 1,2-dichloro-ethane;

DOI:10.1007/s00706-003-0592-1

upstream raw materials:

chloromethoxy-triisopropyl-silane

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

4,4'-dimethoxytrityl chloride

9-[3',5'-di-O-acetyl-2'-O-{[(triisopropylsilyl)oxy]methyl}-β-D-ribofuranosyl]-6-(3-nitro-1H-1,2,4-triazol-1-yl)purine

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