2-amino-9-((1R,3R,4R,7S)-7-(benzyloxy)-1-(1-hydroxyethyl)-2,5-dioxabicyclo[2.2.1]heptan-3-yl)-1H-purin-6(9H)-one

Base Information

Chemical Name:2-amino-9-((1R,3R,4R,7S)-7-(benzyloxy)-1-(1-hydroxyethyl)-2,5-dioxabicyclo[2.2.1]heptan-3-yl)-1H-purin-6(9H)-one
CAS No.:1160287-69-3
Molecular Formula:C₁₉H₂₁N₅O₅
Molecular Weight:399.406
Hs Code.:

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

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

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

There total 16 articles about 2-amino-9-((1R,3R,4R,7S)-7-(benzyloxy)-1-(1-hydroxyethyl)-2,5-dioxabicyclo[2.2.1]heptan-3-yl)-1H-purin-6(9H)-one 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: 91.0%

: 1160287-68-2
2-amino-9-((1R,3R,4R,7S)-7-(benzyloxy)-1-(1-hydroxyethyl)-2,5-dioxabicyclo[2.2.1]heptan-3-yl)-1H-purin-6(9H)-one

: 1160287-69-3
2-amino-9-((1R,3R,4R,7S)-7-(benzyloxy)-1-(1-hydroxyethyl)-2,5-dioxabicyclo[2.2.1]heptan-3-yl)-1H-purin-6(9H)-one

Guidance literature:: With ammonia; In methanol; at 20 ℃; for 144h; Sealed tube;
DOI:10.1016/j.bmcl.2014.04.050

Reference yield:

: 1610605-72-5
N-(9-((1R,3R,4R,7S)-7-(benzyloxy)-1-((S)-1-hydroxyethyl)-2,5-dioxabicyclo[2.2.1]heptan-3-yl)-6-oxo-6,9-dihydro-1H-purin-2-yl)benzamide

: 1160287-69-3
2-amino-9-((1R,3R,4R,7S)-7-(benzyloxy)-1-(1-hydroxyethyl)-2,5-dioxabicyclo[2.2.1]heptan-3-yl)-1H-purin-6(9H)-one

Guidance literature:: Multi-step reaction with 2 steps

1: ammonia / methanol / 144 h / 20 °C / Sealed tube

2: ammonia / methanol / 144 h / 20 °C / Sealed tube

With ammonia; In methanol;
DOI:10.1016/j.bmcl.2014.04.050

Reference yield:

: 293751-16-3
(1S,3R,4R,7S)-7-benzyloxy-1-hydroxymethyl-3-(guanin-9-yl)-2,5-dioxabicyclo[2.2.1]heptane

: 1160287-69-3
2-amino-9-((1R,3R,4R,7S)-7-(benzyloxy)-1-(1-hydroxyethyl)-2,5-dioxabicyclo[2.2.1]heptan-3-yl)-1H-purin-6(9H)-one

Guidance literature:: Multi-step reaction with 6 steps

1.1: dmap / dichloromethane; pyridine / 72 h / 20 °C

2.1: pyridine / 18 h / 20 °C

3.1: hydrogenchloride / 1,4-dioxane; tetrahydrofuran / 3 h / 0 - 20 °C / Inert atmosphere

4.1: acetic anhydride; dimethyl sulfoxide / tetrahydrofuran / 1 h / -78 °C / Molecular sieve; Inert atmosphere

4.2: 1.5 h / -78 - 20 °C / Molecular sieve

4.3: 1 h / 0 °C / Molecular sieve

5.1: ammonia / methanol / 144 h / 20 °C / Sealed tube

6.1: ammonia / methanol / 144 h / 20 °C / Sealed tube

With pyridine; hydrogenchloride; dmap; ammonia; acetic anhydride; dimethyl sulfoxide; In tetrahydrofuran; 1,4-dioxane; pyridine; methanol; dichloromethane; 4.2: |Grignard Reaction;
DOI:10.1016/j.bmcl.2014.04.050