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

Base Information

Chemical Name:9-((1R,3R,4R,7S)-7-(benzyloxy)-1-((tert-butyldiphenylsilyloxy)methyl)-2,5-dioxabicyclo[2.2.1]heptan-3-yl)-9H-purine-2,6-diamine
CAS No.:1341074-87-0
Molecular Formula:C₃₄H₃₈N₆O₄Si
Molecular Weight:622.799
Hs Code.:

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

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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)-9H-purine-2,6-diamine

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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)-9H-purine-2,6-diamine

There total 2 articles about 9-((1R,3R,4R,7S)-7-(benzyloxy)-1-((tert-butyldiphenylsilyloxy)methyl)-2,5-dioxabicyclo[2.2.1]heptan-3-yl)-9H-purine-2,6-diamine 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: 94.0%

: 1341074-82-5
(2R,3R,4S,5S)-4-(benzyloxy)-5-((tert-butyldiphenylsilyloxy)methyl)-2-(2,6-diamino-9H-purin-9-yl)-5-(tosyloxymethyl)tetrahydrofuran-3-yl acetate

: 1341074-87-0
9-((1R,3R,4R,7S)-7-(benzyloxy)-1-((tert-butyldiphenylsilyloxy)methyl)-2,5-dioxabicyclo[2.2.1]heptan-3-yl)-9H-purine-2,6-diamine

Guidance literature:: With sodium hydroxide; In tetrahydrofuran; water; at 0 - 25 ℃; for 2h; 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

: 1341074-87-0
9-((1R,3R,4R,7S)-7-(benzyloxy)-1-((tert-butyldiphenylsilyloxy)methyl)-2,5-dioxabicyclo[2.2.1]heptan-3-yl)-9H-purine-2,6-diamine

Guidance literature:: Multi-step reaction with 2 steps

1.1: N,O-bis-(trimethylsilyl)-acetamide / acetonitrile / 1.5 h / 65 °C / Inert atmosphere

1.2: 3 h / 0 - 65 °C / Inert atmosphere

1.3: Inert atmosphere

2.1: sodium hydroxide / tetrahydrofuran; water / 2 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: 85.0%

: 1341074-87-0
9-((1R,3R,4R,7S)-7-(benzyloxy)-1-((tert-butyldiphenylsilyloxy)methyl)-2,5-dioxabicyclo[2.2.1]heptan-3-yl)-9H-purine-2,6-diamine

: ((1S,3R,4R,7S)-7-(benzyloxy)-3-(2,6-diamino-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