((1R,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)methylsulfamate

Base Information

Chemical Name:((1R,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)methylsulfamate
CAS No.:1341074-59-6
Molecular Formula:C₂₆H₂₃N₅O₆S₃
Molecular Weight:597.697
Hs Code.:

Synonyms:((1R,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)methylsulfamate

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Chemical Property of ((1R,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)methylsulfamate

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Technology Process of ((1R,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)methylsulfamate

There total 6 articles about ((1R,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)methylsulfamate 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: 35.0%

: 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

: 1341074-59-6
((1R,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)methylsulfamate

Guidance literature:: With pyridine; sulphamoyl chloride; In dichloromethane; at 0 - 25 ℃; for 24h; Inert atmosphere;
DOI:10.1016/j.bmc.2011.07.022

Reference yield:

: 1352562-77-6
C₅₁H₅₀N₄O₈S₃Si

: 1341074-59-6
((1R,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)methylsulfamate

Guidance literature:: Multi-step reaction with 3 steps

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

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

3: pyridine; sulphamoyl chloride / dichloromethane / 24 h / 0 - 25 °C / Inert atmosphere

With pyridine; sulphamoyl chloride; pyridine hydrogenfluoride; sodium hydroxide; In tetrahydrofuran; dichloromethane; 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

: 1341074-59-6
((1R,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)methylsulfamate

Guidance literature:: Multi-step reaction with 4 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

4: pyridine; sulphamoyl chloride / dichloromethane / 24 h / 0 - 25 °C / Inert atmosphere

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