(2R,3S,4S,5R)-2-(acetoxymethyl)-5-(2-amino-6-phenyl-9H-purin-9-yl)tetrahydrofuran-3,4-diyl diacetate

Base Information

Chemical Name:(2R,3S,4S,5R)-2-(acetoxymethyl)-5-(2-amino-6-phenyl-9H-purin-9-yl)tetrahydrofuran-3,4-diyl diacetate
CAS No.:236755-48-9
Molecular Formula:C₂₂H₂₃N₅O₇
Molecular Weight:469.454
Hs Code.:

Synonyms:(2R,3S,4S,5R)-2-(acetoxymethyl)-5-(2-amino-6-phenyl-9H-purin-9-yl)tetrahydrofuran-3,4-diyl diacetate

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Chemical Property of (2R,3S,4S,5R)-2-(acetoxymethyl)-5-(2-amino-6-phenyl-9H-purin-9-yl)tetrahydrofuran-3,4-diyl diacetate

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Technology Process of (2R,3S,4S,5R)-2-(acetoxymethyl)-5-(2-amino-6-phenyl-9H-purin-9-yl)tetrahydrofuran-3,4-diyl diacetate

There total 1 articles about (2R,3S,4S,5R)-2-(acetoxymethyl)-5-(2-amino-6-phenyl-9H-purin-9-yl)tetrahydrofuran-3,4-diyl diacetate 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:

: 2004-07-1
2-Amino-6-chloropurine riboside

: 236755-48-9
(2R,3S,4S,5R)-2-(acetoxymethyl)-5-(2-amino-6-phenyl-9H-purin-9-yl)tetrahydrofuran-3,4-diyl diacetate

Guidance literature:: Multi-step reaction with 2 steps

1.1: dmap; triethylamine / acetonitrile / 16 h / 20 °C

1.2: 1 h / 20 °C

2.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / toluene / 10 h / 100 °C

With dmap; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; triethylamine; In toluene; acetonitrile;
DOI:10.1021/acs.orglett.5b00392

Reference yield: 64.0%

: 236755-48-9
(2R,3S,4S,5R)-2-(acetoxymethyl)-5-(2-amino-6-phenyl-9H-purin-9-yl)tetrahydrofuran-3,4-diyl diacetate

: 2-amino-6-phenyl-9-(β-D-ribofuranosyl)purine

Guidance literature:: With methanol; sodium methylate;
DOI:10.1055/s-1999-2753

Reference yield: 62.0%

: 17508-16-6
tert-butyl (2,4-dinitrophenoxy)carbamate

: 236755-48-9
(2R,3S,4S,5R)-2-(acetoxymethyl)-5-(2-amino-6-phenyl-9H-purin-9-yl)tetrahydrofuran-3,4-diyl diacetate

: (2R,3R,4R,5R)-2-(acetoxymethyl)-5-(6-(2-((tert-butoxycarbonyl)amino)phenyl)-9H-purin-9-yl)tetrahydrofuran-3,4-diyl diacetate

Guidance literature:: With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; In water; at 60 ℃; for 16h; Schlenk technique;
DOI:10.1021/acs.orglett.5b00392