3'-O-[(acetyloxy)methyl]-5'-O-[(tert-butyl)(dimethyl)silyl]-N₆-[(4-methoxyphenyl)(diphenyl)methyl]adenosine

Base Information

• Chemical Name: 3'-O-[(acetyloxy)methyl]-5'-O-[(tert-butyl)(dimethyl)silyl]-N₆-[(4-methoxyphenyl)(diphenyl)methyl]adenosine
• CAS No.: 1166394-06-4
• Molecular Formula: C₃₉H₄₇N₅O₇Si
• Molecular Weight: 725.917

Synonyms:3'-O-[(acetyloxy)methyl]-5'-O-[(tert-butyl)(dimethyl)silyl]-N₆-[(4-methoxyphenyl)(diphenyl)methyl]adenosine

Chemical Property of 3'-O-[(acetyloxy)methyl]-5'-O-[(tert-butyl)(dimethyl)silyl]-N₆-[(4-methoxyphenyl)(diphenyl)methyl]adenosine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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Useful:

Technology Process of 3'-O-[(acetyloxy)methyl]-5'-O-[(tert-butyl)(dimethyl)silyl]-N₆-[(4-methoxyphenyl)(diphenyl)methyl]adenosine

There total 8 articles about 3'-O-[(acetyloxy)methyl]-5'-O-[(tert-butyl)(dimethyl)silyl]-N₆-[(4-methoxyphenyl)(diphenyl)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: 78.0%

3'-O-[(acetyloxy)methyl]-5'-O-[(tert-butyl)(dimethyl)silyl]-N6-[(4-methoxyphenyl)(diphenyl)-methyl]-2'-O-(4-oxopentanoyl)adenosine (1166394-04-2) → 3'-O-[(acetyloxy)methyl]-5'-O-[(tert-butyl)(dimethyl)silyl]-N6-[(4-methoxyphenyl)(diphenyl)methyl]adenosine (1166394-06-4)

Guidance literature:

With hydrazinium monoacetate; In methanol; dichloromethane; at 20 ℃; for 1h;

DOI:10.1002/cbdv.201000288

Reference yield:

5'-O-[(tert-butyl)(dimethyl)silyl]-N6-[(4-methoxyphenyl)(diphenyl)methyl]-3'-O-[(methylsulfanyl)methyl]-2'-O-(4-oxopentanoyl)adenosine (1166394-03-1) → 3'-O-[(acetyloxy)methyl]-5'-O-[(tert-butyl)(dimethyl)silyl]-N6-[(4-methoxyphenyl)(diphenyl)methyl]adenosine (1166394-06-4)

Guidance literature:

Multi-step reaction with 3 steps

1: thionyl chloride / dichloromethane / 1 h / 20 °C / Inert atmosphere

2: dibenzo-18-crown-6 / dichloromethane / 2 h / 20 °C

3: hydrazinium monoacetate / methanol; dichloromethane / 1 h / 20 °C

With dibenzo-18-crown-6; thionyl chloride; hydrazinium monoacetate; In methanol; dichloromethane;

DOI:10.1002/cbdv.201000288

Reference yield:

C18H31N5O4SSi (1166394-01-9) → 3'-O-[(acetyloxy)methyl]-5'-O-[(tert-butyl)(dimethyl)silyl]-N6-[(4-methoxyphenyl)(diphenyl)methyl]adenosine (1166394-06-4)

Guidance literature:

Multi-step reaction with 5 steps

1: pyridine / 40 °C

2: pyridine; dmap / 20 °C

3: thionyl chloride / dichloromethane / 1 h / 20 °C / Inert atmosphere

4: dibenzo-18-crown-6 / dichloromethane / 2 h / 20 °C

5: hydrazinium monoacetate / methanol; dichloromethane / 1 h / 20 °C

With pyridine; dmap; dibenzo-18-crown-6; thionyl chloride; hydrazinium monoacetate; In methanol; dichloromethane;

DOI:10.1002/cbdv.201000288

upstream raw materials:

5'-O-[(tert-butyl)(dimethyl)silyl]-N₆-[(4-methoxyphenyl)(diphenyl)methyl]-3'-O-[(methylsulfanyl)methyl]-2'-O-(4-oxopentanoyl)adenosine

3'-O-[(acetyloxy)methyl]-5'-O-[(tert-butyl)(dimethyl)silyl]-N₆-[(4-methoxyphenyl)(diphenyl)-methyl]-2'-O-(4-oxopentanoyl)adenosine

C₁₈H₃₁N₅O₄SSi

N₆-[(4-methoxyphenyl)(diphenyl)methyl]-2',5'-bis-O-[(4-methoxyphenyl)(diphenyl)methyl]-3'-O-[(methylsulfanyl)methyl]-adenosine

Downstream raw materials:

3'-O-[(acetyloxy)methyl]-2'-O-[bis(diethylamino)phosphanyl]-5'-O-[(tert-butyl)(dimethyl)silyl]-N₆-[(4-methoxyphenyl)(diphenyl)methyl]adenosine

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