9-[4-C-allyl-3,5-di-O-benzyl-2-O-phenoxythiocarbonyl-β-D-ribofuranosyl]-N6-benzoyladenine

Base Information

Chemical Name:9-[4-C-allyl-3,5-di-O-benzyl-2-O-phenoxythiocarbonyl-β-D-ribofuranosyl]-N6-benzoyladenine
CAS No.:1301628-52-3
Molecular Formula:C₄₁H₃₇N₅O₆S
Molecular Weight:727.841
Hs Code.:

Synonyms:9-[4-C-allyl-3,5-di-O-benzyl-2-O-phenoxythiocarbonyl-β-D-ribofuranosyl]-N6-benzoyladenine

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Chemical Property of 9-[4-C-allyl-3,5-di-O-benzyl-2-O-phenoxythiocarbonyl-β-D-ribofuranosyl]-N6-benzoyladenine

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Technology Process of 9-[4-C-allyl-3,5-di-O-benzyl-2-O-phenoxythiocarbonyl-β-D-ribofuranosyl]-N6-benzoyladenine

There total 3 articles about 9-[4-C-allyl-3,5-di-O-benzyl-2-O-phenoxythiocarbonyl-β-D-ribofuranosyl]-N6-benzoyladenine 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: 90.0%

: 1301628-51-2
9-[4-C-allyl-3,5-di-O-benzyl-β-D-ribofuranosyl]-N6-benzoyladenine

: 1005-56-7
phenylcarbonochloridothioate

: 1301628-52-3
9-[4-C-allyl-3,5-di-O-benzyl-2-O-phenoxythiocarbonyl-β-D-ribofuranosyl]-N6-benzoyladenine

Guidance literature:: With 1-methyl-1H-imidazole; In dichloromethane; at 0 - 20 ℃;
DOI:10.1021/jo200073q

Reference yield:

: 945382-94-5
C₂₆H₃₀O₇

: 1301628-52-3
9-[4-C-allyl-3,5-di-O-benzyl-2-O-phenoxythiocarbonyl-β-D-ribofuranosyl]-N6-benzoyladenine

Guidance literature:: Multi-step reaction with 3 steps

1.1: N,O-bis-(trimethylsilyl)-acetamide / acetonitrile / 0.75 h / Reflux

1.2: 0 - 50 °C

2.1: water; sodium hydroxide / tetrahydrofuran / 0 - 20 °C

3.1: 1-methyl-1H-imidazole / dichloromethane / 0 - 20 °C

With 1-methyl-1H-imidazole; N,O-bis-(trimethylsilyl)-acetamide; water; sodium hydroxide; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1021/jo200073q

Reference yield:

: 945382-92-3
4-C-allyl-3,5-di-O-benzyl-1,2-O-isopropylidene-α-D-ribofuranose

: 1301628-52-3
9-[4-C-allyl-3,5-di-O-benzyl-2-O-phenoxythiocarbonyl-β-D-ribofuranosyl]-N6-benzoyladenine

Guidance literature:: Multi-step reaction with 4 steps

1.1: trifluorormethanesulfonic acid; acetic acid / dichloromethane / 0.5 h / 0 °C

2.1: N,O-bis-(trimethylsilyl)-acetamide / acetonitrile / 0.75 h / Reflux

2.2: 0 - 50 °C

3.1: water; sodium hydroxide / tetrahydrofuran / 0 - 20 °C

4.1: 1-methyl-1H-imidazole / dichloromethane / 0 - 20 °C

With 1-methyl-1H-imidazole; N,O-bis-(trimethylsilyl)-acetamide; trifluorormethanesulfonic acid; water; acetic acid; sodium hydroxide; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1021/jo200073q