(1S,3R,4R,7S)-3-(6-(benzylamino)-2-chloro-9H-purin-9-yl)-1-(hydroxymethyl)-2,5-dioxabicyclo[2.2.1]heptan-7-ol

Base Information

Chemical Name:(1S,3R,4R,7S)-3-(6-(benzylamino)-2-chloro-9H-purin-9-yl)-1-(hydroxymethyl)-2,5-dioxabicyclo[2.2.1]heptan-7-ol
CAS No.:1341074-33-6
Molecular Formula:C₁₈H₁₈ClN₅O₄
Molecular Weight:403.825
Hs Code.:

Synonyms:(1S,3R,4R,7S)-3-(6-(benzylamino)-2-chloro-9H-purin-9-yl)-1-(hydroxymethyl)-2,5-dioxabicyclo[2.2.1]heptan-7-ol

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Chemical Property of (1S,3R,4R,7S)-3-(6-(benzylamino)-2-chloro-9H-purin-9-yl)-1-(hydroxymethyl)-2,5-dioxabicyclo[2.2.1]heptan-7-ol

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Technology Process of (1S,3R,4R,7S)-3-(6-(benzylamino)-2-chloro-9H-purin-9-yl)-1-(hydroxymethyl)-2,5-dioxabicyclo[2.2.1]heptan-7-ol

There total 7 articles about (1S,3R,4R,7S)-3-(6-(benzylamino)-2-chloro-9H-purin-9-yl)-1-(hydroxymethyl)-2,5-dioxabicyclo[2.2.1]heptan-7-ol 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: 61.0%

: 1341074-32-5
((1S,3R,4R,7S)-3-(6-(benzylamino)-2-chloro-9H-purin-9-yl)-7-(benzyloxy)-2,5-dioxabicyclo[2.2.1]heptan-1-yl)methanol

: 1341074-33-6
(1S,3R,4R,7S)-3-(6-(benzylamino)-2-chloro-9H-purin-9-yl)-1-(hydroxymethyl)-2,5-dioxabicyclo[2.2.1]heptan-7-ol

Guidance literature:: With methanesulfonic acid; In dichloromethane; at 0 ℃; for 1.5h; Inert atmosphere;
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

: 1341074-33-6
(1S,3R,4R,7S)-3-(6-(benzylamino)-2-chloro-9H-purin-9-yl)-1-(hydroxymethyl)-2,5-dioxabicyclo[2.2.1]heptan-7-ol

Guidance literature:: Multi-step reaction with 4 steps

1: methanol / 12 h / 55 °C / Inert atmosphere

2: sodium hydroxide / tetrahydrofuran; water / 15 h / 0 - 25 °C / Inert atmosphere

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

4: methanesulfonic acid / dichloromethane / 1.5 h / 0 °C / Inert atmosphere

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

Reference yield:

: 1341075-16-8
((2S,3S,4R,5R)-5-(6-(benzylamino)-2-chloro-9H-purin-9-yl)-3-(benzyloxy)-2-((tert-butyldiphenylsilyloxy)methyl)-4-hydroxytetrahydrofuran-2-yl)methyl 4-methylbenzenesulfonate

: 1341074-33-6
(1S,3R,4R,7S)-3-(6-(benzylamino)-2-chloro-9H-purin-9-yl)-1-(hydroxymethyl)-2,5-dioxabicyclo[2.2.1]heptan-7-ol

Guidance literature:: Multi-step reaction with 3 steps

1: sodium hydroxide / tetrahydrofuran; water / 15 h / 0 - 25 °C / Inert atmosphere

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

3: methanesulfonic acid / dichloromethane / 1.5 h / 0 °C / Inert atmosphere

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