(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

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Chemical Name:(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
CAS No.:1398108-99-0
Molecular Formula:C₃₀H₃₉N₅O₆Si
Molecular Weight:593.755
Hs Code.:

Synonyms:(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

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Chemical Property of (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

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Technology Process of (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

There total 2 articles about (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 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: 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:

: C₁₉H₂₁N₅O₄

: 18162-48-6
tert-butyldimethylsilyl chloride

: 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:: Multi-step reaction with 2 steps

1.1: 1H-imidazole; dmap / N,N-dimethyl-formamide / 5 h / 20 °C / Inert atmosphere

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

2.2: 20 °C / Inert atmosphere

With 1H-imidazole; dmap; toluene-4-sulfonic acid; In N,N-dimethyl-formamide;
DOI:10.1039/c2ob25913c