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

Base Information

• Chemical Name: N₆-[(4-methoxyphenyl)(diphenyl)methyl]-2',5'-bis-O-[(4-methoxyphenyl)(diphenyl)methyl]-3'-O-[(methylsulfanyl)methyl]-adenosine
• CAS No.: 1259402-52-2
• Molecular Formula: C₇₂H₆₅N₅O₇S
• Molecular Weight: 1144.4

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

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

Chemical Property:

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

There total 1 articles about N₆-[(4-methoxyphenyl)(diphenyl)methyl]-2',5'-bis-O-[(4-methoxyphenyl)(diphenyl)methyl]-3'-O-[(methylsulfanyl)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: 43.0%

chloro-methylsulfanyl-methane (2373-51-5) + N6-[(4-methoxyphenyl)(diphenyl)methyl]-2',5'-bis-O-[(4-methoxyphenyl)(diphenyl)methyl]adenosine (88508-63-8) → N6-[(4-methoxyphenyl)(diphenyl)methyl]-2',5'-bis-O-[(4-methoxyphenyl)(diphenyl)methyl]-3'-O-[(methylsulfanyl)methyl]-adenosine (1259402-52-2)

Guidance literature:

N₆-[(4-methoxyphenyl)(diphenyl)methyl]-2',5'-bis-O-[(4-methoxyphenyl)(diphenyl)methyl]adenosine; With sodium hydride; sodium iodide; In N,N-dimethyl-formamide; mineral oil; at 0 ℃; for 0.5h;

chloro-methylsulfanyl-methane; In N,N-dimethyl-formamide; mineral oil; at 20 ℃; for 4.5h;

DOI:10.1002/cbdv.201000288

Reference yield:

N6-[(4-methoxyphenyl)(diphenyl)methyl]-2',5'-bis-O-[(4-methoxyphenyl)(diphenyl)methyl]-3'-O-[(methylsulfanyl)methyl]-adenosine (1259402-52-2) → 3'-O-[(acetyloxy)methyl]-5'-O-[(tert-butyl)(dimethyl)silyl]-N6-[(4-methoxyphenyl)(diphenyl)-methyl]-2'-O-(4-oxopentanoyl)adenosine (1166394-04-2)

Guidance literature:

Multi-step reaction with 6 steps

1: water; acetic acid / 20 °C

2: pyridine / 20 °C

3: pyridine / 40 °C

4: pyridine; dmap / 20 °C

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

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

With pyridine; dmap; dibenzo-18-crown-6; thionyl chloride; water; acetic acid; In dichloromethane;

DOI:10.1002/cbdv.201000288

Reference yield:

N6-[(4-methoxyphenyl)(diphenyl)methyl]-2',5'-bis-O-[(4-methoxyphenyl)(diphenyl)methyl]-3'-O-[(methylsulfanyl)methyl]-adenosine (1259402-52-2) → 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 7 steps

1: water; acetic acid / 20 °C

2: pyridine / 20 °C

3: pyridine / 40 °C

4: pyridine; dmap / 20 °C

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

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

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

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

DOI:10.1002/cbdv.201000288

upstream raw materials:

chloro-methylsulfanyl-methane

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

Downstream 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

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

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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