8-(3-acetylphenyl)-2-amino-9-((2R,4S,5R)-5-((tertbutyldimethylsilyloxy)methyl)-4-hydroxytetrahydrofuran-2-yl)-1H-purin-6(9H)-one

Base Information

Chemical Name:8-(3-acetylphenyl)-2-amino-9-((2R,4S,5R)-5-((tertbutyldimethylsilyloxy)methyl)-4-hydroxytetrahydrofuran-2-yl)-1H-purin-6(9H)-one
CAS No.:1398108-98-9
Molecular Formula:C₂₄H₃₃N₅O₅Si
Molecular Weight:499.642
Hs Code.:

Synonyms:8-(3-acetylphenyl)-2-amino-9-((2R,4S,5R)-5-((tertbutyldimethylsilyloxy)methyl)-4-hydroxytetrahydrofuran-2-yl)-1H-purin-6(9H)-one

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Chemical Property of 8-(3-acetylphenyl)-2-amino-9-((2R,4S,5R)-5-((tertbutyldimethylsilyloxy)methyl)-4-hydroxytetrahydrofuran-2-yl)-1H-purin-6(9H)-one

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Technology Process of 8-(3-acetylphenyl)-2-amino-9-((2R,4S,5R)-5-((tertbutyldimethylsilyloxy)methyl)-4-hydroxytetrahydrofuran-2-yl)-1H-purin-6(9H)-one

There total 1 articles about 8-(3-acetylphenyl)-2-amino-9-((2R,4S,5R)-5-((tertbutyldimethylsilyloxy)methyl)-4-hydroxytetrahydrofuran-2-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: 66.0%

: C₁₉H₂₁N₅O₄

: 18162-48-6
tert-butyldimethylsilyl chloride

: 1398108-98-9
8-(3-acetylphenyl)-2-amino-9-((2R,4S,5R)-5-((tertbutyldimethylsilyloxy)methyl)-4-hydroxytetrahydrofuran-2-yl)-1H-purin-6(9H)-one

Guidance literature:: With 1H-imidazole; dmap; In N,N-dimethyl-formamide; at 20 ℃; for 5h; Inert atmosphere;
DOI:10.1039/c2ob25913c

Reference yield: 74.0%

: 53293-00-8
hex-5-ynoic acid

: 1398108-98-9
8-(3-acetylphenyl)-2-amino-9-((2R,4S,5R)-5-((tertbutyldimethylsilyloxy)methyl)-4-hydroxytetrahydrofuran-2-yl)-1H-purin-6(9H)-one

: 1398108-99-0
(2R,3S,5R)-5-(8-(3-acetylphenyl)-2-amino-6-oxo-1H-purin-9(6H)-yl)-2-((tert-butyldimethylsilyloxy)methyl)tetrahydrofuran-3-yl hex-5-ynoate

Guidance literature:: hex-5-ynoic acid; 8-(3-acetylphenyl)-2-amino-9-((2R,4S,5R)-5-((tertbutyldimethylsilyloxy)methyl)-4-hydroxytetrahydrofuran-2-yl)-1H-purin-6(9H)-one; With dmap; toluene-4-sulfonic acid; In N,N-dimethyl-formamide; for 1h; Inert atmosphere;

With dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; at 20 ℃; Inert atmosphere;
DOI:10.1039/c2ob25913c

Reference yield:

: 1398108-98-9
8-(3-acetylphenyl)-2-amino-9-((2R,4S,5R)-5-((tertbutyldimethylsilyloxy)methyl)-4-hydroxytetrahydrofuran-2-yl)-1H-purin-6(9H)-one

: 1398109-01-7
((2R,3S,5R)-5-(8-(3-acetylphenyl)-2-amino-6-oxo-1H-purin-9(6H)-yl)-3-(4-(1-(7-hydroxy-2-oxo-2H-chromen-3-yl)-1H-1,2,3-triazol-4-yl)butanoyloxy)tetrahydrofuran-2-yl)methyl 6-bromohexanoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: toluene-4-sulfonic acid; dmap / N,N-dimethyl-formamide / 1 h / Inert atmosphere

1.2: 20 °C / Inert atmosphere

2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C / Inert atmosphere

3.1: toluene-4-sulfonic acid; dicyclohexyl-carbodiimide / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

4.1: sodium L-ascorbate; copper(II) sulphate hydrate / tetrahydrofuran; water

With dmap; copper(II) sulphate hydrate; tetrabutyl ammonium fluoride; toluene-4-sulfonic acid; sodium L-ascorbate; dicyclohexyl-carbodiimide; In tetrahydrofuran; water; N,N-dimethyl-formamide;
DOI:10.1039/c2ob25913c