2'-O-levulinoyl-N₆-[(4-methoxyphenyl)(diphenyl)methyl]-3'-O-[(pivaloyloxy)methyl]adenosine 5'-{bis[3-(acetyloxy)-2,2-bis(ethoxycarbonyl)propyl] phosphate}

Base Information

• Chemical Name: 2'-O-levulinoyl-N₆-[(4-methoxyphenyl)(diphenyl)methyl]-3'-O-[(pivaloyloxy)methyl]adenosine 5'-{bis[3-(acetyloxy)-2,2-bis(ethoxycarbonyl)propyl] phosphate}
• CAS No.: 1259402-71-5
• Molecular Formula: C₆₃H₇₈N₅O₂₄P
• Molecular Weight: 1320.31

Synonyms:2'-O-levulinoyl-N₆-[(4-methoxyphenyl)(diphenyl)methyl]-3'-O-[(pivaloyloxy)methyl]adenosine 5'-{bis[3-(acetyloxy)-2,2-bis(ethoxycarbonyl)propyl] phosphate}

Chemical Property of 2'-O-levulinoyl-N₆-[(4-methoxyphenyl)(diphenyl)methyl]-3'-O-[(pivaloyloxy)methyl]adenosine 5'-{bis[3-(acetyloxy)-2,2-bis(ethoxycarbonyl)propyl] phosphate}

Chemical Property:

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Technology Process of 2'-O-levulinoyl-N₆-[(4-methoxyphenyl)(diphenyl)methyl]-3'-O-[(pivaloyloxy)methyl]adenosine 5'-{bis[3-(acetyloxy)-2,2-bis(ethoxycarbonyl)propyl] phosphate}

There total 7 articles about 2'-O-levulinoyl-N₆-[(4-methoxyphenyl)(diphenyl)methyl]-3'-O-[(pivaloyloxy)methyl]adenosine 5'-{bis[3-(acetyloxy)-2,2-bis(ethoxycarbonyl)propyl] phosphate} 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:

C63H78N5O23P (1259402-69-1) → 2'-O-levulinoyl-N6-[(4-methoxyphenyl)(diphenyl)methyl]-3'-O-[(pivaloyloxy)methyl]adenosine 5'-{bis[3-(acetyloxy)-2,2-bis(ethoxycarbonyl)propyl] phosphate} (1259402-71-5)

Guidance literature:

With 2,6-dimethylpyridine; water; iodine; In tetrahydrofuran; at 20 ℃;

DOI:10.1002/cbdv.201100144

Reference yield:

3'-O-{[(2,2-dimethylpropanoyl)oxy]methyl}-2'-O-(4-oxopentanoyl)adenosine → 2'-O-levulinoyl-N6-[(4-methoxyphenyl)(diphenyl)methyl]-3'-O-[(pivaloyloxy)methyl]adenosine 5'-{bis[3-(acetyloxy)-2,2-bis(ethoxycarbonyl)propyl] phosphate} (1259402-71-5)

Guidance literature:

Multi-step reaction with 6 steps

1: pyridine / 2.5 h / 20 °C

2: 37 °C

3: tetrabutyl ammonium fluoride; acetic acid / tetrahydrofuran / 2 h / 20 °C

4: triethylamine / dichloromethane / 2 h / Inert atmosphere

5: 1H-tetrazole / acetonitrile / 0.5 h

6: 2,6-dimethylpyridine; water; iodine / tetrahydrofuran / 20 °C

With pyridine; 2,6-dimethylpyridine; 1H-tetrazole; tetrabutyl ammonium fluoride; water; iodine; acetic acid; triethylamine; In tetrahydrofuran; dichloromethane; acetonitrile;

DOI:10.1002/cbdv.201100144

Reference yield:

C49H64N7O9P (1259402-68-0) → 2'-O-levulinoyl-N6-[(4-methoxyphenyl)(diphenyl)methyl]-3'-O-[(pivaloyloxy)methyl]adenosine 5'-{bis[3-(acetyloxy)-2,2-bis(ethoxycarbonyl)propyl] phosphate} (1259402-71-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 1H-tetrazole / acetonitrile / 0.5 h

2: 2,6-dimethylpyridine; water; iodine / tetrahydrofuran / 20 °C

With 2,6-dimethylpyridine; 1H-tetrazole; water; iodine; In tetrahydrofuran; acetonitrile;

DOI:10.1002/cbdv.201100144

upstream raw materials:

C₄₉H₆₄N₇O₉P

C₆₃H₇₈N₅O₂₃P

2'-O-levulinoyl-N₆-[(4-methoxyphenyl)(diphenyl)methyl]-3'-O-[(pivaloyloxy)methyl]adenosine

mono-4-methoxytrityl chloride

Downstream raw materials:

N₆-[(4-methoxyphenyl)(diphenyl)methyl]-3'-O-[(pivaloyloxy)methyl]adenosine 5'-(bis{3-[(acetyloxy)methyl]-2,2-bis(ethoxycarbonyl)propyl} phosphate)

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