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

Base Information

• Chemical Name: 3'-O-[(acetyloxy)methyl]-2'-O-[bis(diethylamino)phosphanyl]-5'-O-[(tert-butyl)(dimethyl)silyl]-N₆-[(4-methoxyphenyl)(diphenyl)methyl]adenosine
• CAS No.: 1166394-07-5
• Molecular Formula: C₄₇H₆₆N₇O₇PSi
• Molecular Weight: 900.143

Synonyms:

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

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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

There total 10 articles about 3'-O-[(acetyloxy)methyl]-2'-O-[bis(diethylamino)phosphanyl]-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:

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]-2'-O-[bis(diethylamino)phosphanyl]-5'-O-[(tert-butyl)(dimethyl)silyl]-N6-[(4-methoxyphenyl)(diphenyl)methyl]adenosine (1166394-07-5)

Guidance literature:

Multi-step reaction with 4 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

4: triethylamine / dichloromethane / 2 h / Inert atmosphere

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

DOI:10.1002/cbdv.201000288

Reference yield:

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]-2'-O-[bis(diethylamino)phosphanyl]-5'-O-[(tert-butyl)(dimethyl)silyl]-N6-[(4-methoxyphenyl)(diphenyl)methyl]adenosine (1166394-07-5)

Guidance literature:

Multi-step reaction with 2 steps

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

2: triethylamine / dichloromethane / 2 h / Inert atmosphere

With hydrazinium monoacetate; triethylamine; In methanol; dichloromethane;

DOI:10.1002/cbdv.201000288

Reference yield:

3'-O-[(methylsulfanyl)methyl]adenosine → 3'-O-[(acetyloxy)methyl]-2'-O-[bis(diethylamino)phosphanyl]-5'-O-[(tert-butyl)(dimethyl)silyl]-N6-[(4-methoxyphenyl)(diphenyl)methyl]adenosine (1166394-07-5)

Guidance literature:

Multi-step reaction with 7 steps

1: pyridine / 20 °C

2: pyridine / 40 °C

3: pyridine; dmap / 20 °C

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

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

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

7: triethylamine / dichloromethane / 2 h / Inert atmosphere

With pyridine; dmap; dibenzo-18-crown-6; thionyl chloride; hydrazinium monoacetate; triethylamine; 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

bis(diethylamino)chlorophosphine

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

Downstream raw materials:

diethyl ({[{[(2R,3R,4R,5R)-4-[(acetyloxy)methoxy]-5-({[(tert-butyl)(dimethyl)silyl]oxy}methyl)-2-(6-{[(4-methoxyphenyl)(diphenyl)methyl]amino}-9H-purin-9-yl)tetrahydrofuran-3-yl]oxy}({(2R,3R,4R,5R)-5-(6-{[(4-methoxyphenyl)(diphenyl)methyl]amino}-9H-purin-9-yl)-3,4-bis[(4-oxopentanoyl)oxy]tetrahydrofuran-2-yl}methoxy)phosphanyl]oxy}methyl)[(acetyloxy)methyl]propanedioate

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