((1S,3R,4R,7S)-7-(benzyloxy)-3-(2,6-di(thiophen-2-yl)-9H-purin-9-yl)-2,5-dioxabicyclo[2.2.1]heptan-1-yl)methanol

Base Information

Chemical Name:((1S,3R,4R,7S)-7-(benzyloxy)-3-(2,6-di(thiophen-2-yl)-9H-purin-9-yl)-2,5-dioxabicyclo[2.2.1]heptan-1-yl)methanol
CAS No.:1341074-53-0
Molecular Formula:C₂₆H₂₂N₄O₄S₂
Molecular Weight:518.617
Hs Code.:

Synonyms:((1S,3R,4R,7S)-7-(benzyloxy)-3-(2,6-di(thiophen-2-yl)-9H-purin-9-yl)-2,5-dioxabicyclo[2.2.1]heptan-1-yl)methanol

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Chemical Property of ((1S,3R,4R,7S)-7-(benzyloxy)-3-(2,6-di(thiophen-2-yl)-9H-purin-9-yl)-2,5-dioxabicyclo[2.2.1]heptan-1-yl)methanol

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Technology Process of ((1S,3R,4R,7S)-7-(benzyloxy)-3-(2,6-di(thiophen-2-yl)-9H-purin-9-yl)-2,5-dioxabicyclo[2.2.1]heptan-1-yl)methanol

There total 5 articles about ((1S,3R,4R,7S)-7-(benzyloxy)-3-(2,6-di(thiophen-2-yl)-9H-purin-9-yl)-2,5-dioxabicyclo[2.2.1]heptan-1-yl)methanol 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: 99.0%

: 1341075-28-2
9-((1R,3R,4R,7S)-7-(benzyloxy)-1-((tert-butyldiphenylsilyloxy)methyl)-2,5-dioxabicyclo[2.2.1]heptan-3-yl)-2,6-di(thiophen-2-yl)-9H-purine

: 1341074-53-0
((1S,3R,4R,7S)-7-(benzyloxy)-3-(2,6-di(thiophen-2-yl)-9H-purin-9-yl)-2,5-dioxabicyclo[2.2.1]heptan-1-yl)methanol

Guidance literature:: With pyridine hydrogenfluoride; In tetrahydrofuran; at 0 - 25 ℃; for 12h; Inert atmosphere;
DOI:10.1016/j.bmc.2011.07.022

Reference yield:

: 1352562-77-6
C₅₁H₅₀N₄O₈S₃Si

: 1341074-53-0
((1S,3R,4R,7S)-7-(benzyloxy)-3-(2,6-di(thiophen-2-yl)-9H-purin-9-yl)-2,5-dioxabicyclo[2.2.1]heptan-1-yl)methanol

Guidance literature:: Multi-step reaction with 2 steps

1: sodium hydroxide / tetrahydrofuran; water / 13.5 h / 25 °C / Inert atmosphere

2: pyridine hydrogenfluoride / tetrahydrofuran / 12 h / 0 - 25 °C / Inert atmosphere

With pyridine hydrogenfluoride; sodium hydroxide; In tetrahydrofuran; water;
DOI:10.1016/j.bmc.2011.07.022

Reference yield:

: 1341075-14-6
(2R,3R,4S,5S)-4-(benzyloxy)-5-((tert-butyldiphenylsilyloxy)methyl)-2-(2,6-dichloro-9H-purin-9-yl)-5-(tosyloxymethyl)tetrahydrofuran-3-yl acetate

: 1341074-53-0
((1S,3R,4R,7S)-7-(benzyloxy)-3-(2,6-di(thiophen-2-yl)-9H-purin-9-yl)-2,5-dioxabicyclo[2.2.1]heptan-1-yl)methanol

Guidance literature:: Multi-step reaction with 3 steps

1: bis-triphenylphosphine-palladium(II) chloride / N,N-dimethyl-formamide / 7 h / 80 °C / Inert atmosphere

2: sodium hydroxide / tetrahydrofuran; water / 13.5 h / 25 °C / Inert atmosphere

3: pyridine hydrogenfluoride / tetrahydrofuran / 12 h / 0 - 25 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; pyridine hydrogenfluoride; sodium hydroxide; In tetrahydrofuran; water; N,N-dimethyl-formamide; 1: Stille coupling;
DOI:10.1016/j.bmc.2011.07.022