9-((1R,3R,4R,7S)-7-(benzyloxy)-1-((tert-butyldiphenylsilyloxy)methyl)-2,5-dioxabicyclo[2.2.1]heptan-3-yl)-2-fluoro-9H-purin-6-amine

Base Information

Chemical Name:9-((1R,3R,4R,7S)-7-(benzyloxy)-1-((tert-butyldiphenylsilyloxy)methyl)-2,5-dioxabicyclo[2.2.1]heptan-3-yl)-2-fluoro-9H-purin-6-amine
CAS No.:1341075-12-4
Molecular Formula:C₃₄H₃₆FN₅O₄Si
Molecular Weight:625.775
Hs Code.:

Synonyms:9-((1R,3R,4R,7S)-7-(benzyloxy)-1-((tert-butyldiphenylsilyloxy)methyl)-2,5-dioxabicyclo[2.2.1]heptan-3-yl)-2-fluoro-9H-purin-6-amine

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Chemical Property of 9-((1R,3R,4R,7S)-7-(benzyloxy)-1-((tert-butyldiphenylsilyloxy)methyl)-2,5-dioxabicyclo[2.2.1]heptan-3-yl)-2-fluoro-9H-purin-6-amine

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Technology Process of 9-((1R,3R,4R,7S)-7-(benzyloxy)-1-((tert-butyldiphenylsilyloxy)methyl)-2,5-dioxabicyclo[2.2.1]heptan-3-yl)-2-fluoro-9H-purin-6-amine

There total 3 articles about 9-((1R,3R,4R,7S)-7-(benzyloxy)-1-((tert-butyldiphenylsilyloxy)methyl)-2,5-dioxabicyclo[2.2.1]heptan-3-yl)-2-fluoro-9H-purin-6-amine 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: 81.0%

: 1341075-09-9
(2R,3R,4S,5S)-2-(6-amino-2-fluoro-9H-purin-9-yl)-4-(benzyloxy)-5-((tert-butyldiphenylsilyloxy)methyl)-5-(tosyloxymethyl)tetrahydrofuran-3-yl acetate

: 1341075-12-4
9-((1R,3R,4R,7S)-7-(benzyloxy)-1-((tert-butyldiphenylsilyloxy)methyl)-2,5-dioxabicyclo[2.2.1]heptan-3-yl)-2-fluoro-9H-purin-6-amine

Guidance literature:: With sodium hydroxide; In tetrahydrofuran; water; at 0 - 25 ℃; for 15h; Inert atmosphere;
DOI:10.1016/j.bmc.2011.07.022

Reference yield:

: 212970-74-6
Acetic acid (3R,4S,5S)-2-acetoxy-4-benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-5-(toluene-4-sulfonyloxymethyl)-tetrahydro-furan-3-yl ester

: 1341075-12-4
9-((1R,3R,4R,7S)-7-(benzyloxy)-1-((tert-butyldiphenylsilyloxy)methyl)-2,5-dioxabicyclo[2.2.1]heptan-3-yl)-2-fluoro-9H-purin-6-amine

Guidance literature:: Multi-step reaction with 2 steps

1.1: N,O-bis-(trimethylsilyl)-acetamide / acetonitrile / 1.5 h / 80 °C / Inert atmosphere

1.2: 3 h / 0 - 80 °C / Inert atmosphere

1.3: Inert atmosphere

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

With N,O-bis-(trimethylsilyl)-acetamide; sodium hydroxide; In tetrahydrofuran; water; acetonitrile; 1.2: Vorbrüggen coupling;
DOI:10.1016/j.bmc.2011.07.022

Reference yield:

: 700-49-2
2-fluoroadenine

: 1341075-12-4
9-((1R,3R,4R,7S)-7-(benzyloxy)-1-((tert-butyldiphenylsilyloxy)methyl)-2,5-dioxabicyclo[2.2.1]heptan-3-yl)-2-fluoro-9H-purin-6-amine

Guidance literature:: Multi-step reaction with 2 steps

1.1: N,O-bis-(trimethylsilyl)-acetamide / acetonitrile / 1.5 h / 80 °C / Inert atmosphere

1.2: 3 h / 0 - 80 °C / Inert atmosphere

1.3: Inert atmosphere

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

With N,O-bis-(trimethylsilyl)-acetamide; sodium hydroxide; In tetrahydrofuran; water; acetonitrile; 1.2: Vorbrüggen coupling;
DOI:10.1016/j.bmc.2011.07.022