5'-O-(4,4'-dimethoxytrityl)-9-(β-D-ribofuranosyl)-2-[2-(triphenylmethylthio)ethyl]aminopurine

Base Information

• Chemical Name: 5'-O-(4,4'-dimethoxytrityl)-9-(β-D-ribofuranosyl)-2-[2-(triphenylmethylthio)ethyl]aminopurine
• CAS No.: 1334122-44-9
• Molecular Formula: C₅₂H₄₉N₅O₆S
• Molecular Weight: 872.057

Synonyms:5'-O-(4,4'-dimethoxytrityl)-9-(β-D-ribofuranosyl)-2-[2-(triphenylmethylthio)ethyl]aminopurine

Chemical Property of 5'-O-(4,4'-dimethoxytrityl)-9-(β-D-ribofuranosyl)-2-[2-(triphenylmethylthio)ethyl]aminopurine

Chemical Property:

Purity/Quality:

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Technology Process of 5'-O-(4,4'-dimethoxytrityl)-9-(β-D-ribofuranosyl)-2-[2-(triphenylmethylthio)ethyl]aminopurine

There total 3 articles about 5'-O-(4,4'-dimethoxytrityl)-9-(β-D-ribofuranosyl)-2-[2-(triphenylmethylthio)ethyl]aminopurine 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: 66.0%

9-(β-D-ribofuranosyl)-2-[2-(triphenylmethylthio)ethyl]aminopurine (1334122-42-7) + 4,4'-dimethoxytrityl chloride (40615-36-9) → 5'-O-(4,4'-dimethoxytrityl)-9-(β-D-ribofuranosyl)-2-[2-(triphenylmethylthio)ethyl]aminopurine (1334122-44-9)

Guidance literature:

With pyridine; dmap; at 20 ℃; for 8h; Inert atmosphere;

DOI:10.1016/j.bmcl.2011.04.136

Reference yield:

2',3',5'-tri-O-acetyl-9-(β-D-ribofuranosyl)-2-fluoro-purine (35855-11-9) → 5'-O-(4,4'-dimethoxytrityl)-9-(β-D-ribofuranosyl)-2-[2-(triphenylmethylthio)ethyl]aminopurine (1334122-44-9)

Guidance literature:

Multi-step reaction with 3 steps

1: N,N-dimethyl-formamide / 15 h / Inert atmosphere

2: methanol; ammonia / N,N-dimethyl-formamide / 11 h / Inert atmosphere

3: pyridine; dmap / 8 h / 20 °C / Inert atmosphere

With pyridine; methanol; dmap; ammonia; In N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2011.04.136

Reference yield:

2-amino tritylthio ethane (1095-85-8) → 5'-O-(4,4'-dimethoxytrityl)-9-(β-D-ribofuranosyl)-2-[2-(triphenylmethylthio)ethyl]aminopurine (1334122-44-9)

Guidance literature:

Multi-step reaction with 3 steps

1: N,N-dimethyl-formamide / 15 h / Inert atmosphere

2: methanol; ammonia / N,N-dimethyl-formamide / 11 h / Inert atmosphere

3: pyridine; dmap / 8 h / 20 °C / Inert atmosphere

With pyridine; methanol; dmap; ammonia; In N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2011.04.136

upstream raw materials:

2',3',5'-tri-O-acetyl-9-(β-D-ribofuranosyl)-2-fluoro-purine

9-(β-D-ribofuranosyl)-2-[2-(triphenylmethylthio)ethyl]aminopurine

4,4'-dimethoxytrityl chloride

2-amino tritylthio ethane

Downstream raw materials:

5'-O-(4,4'-dimethoxytrityl)-2'-O-(tert-butyldimethylsilyl)-9-(β-D-ribofuranosyl)-2-[2-(triphenylmethylthio)ethyl]aminopurine

5'-O-(4,4'-dimethoxytrityl)-3'-O-[(2-cyanoethoxy)(N,N-diisopropylamino)phosphino]-2'-O-(tert-butyldimethylsilyl)-9-(β-D-ribofuranosyl)-2-[2-(triphenylmethylthio)ethyl]aminopurine

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