(2R,3R,4R,5R)-2-(acetoxymethyl)-5-[6-{2-(4-methylphenylsulfonamido)phenyl}-9H-purin-9-yl]tetrahydrofuran-3,4-diyl diacetate

Base Information

Chemical Name:(2R,3R,4R,5R)-2-(acetoxymethyl)-5-[6-{2-(4-methylphenylsulfonamido)phenyl}-9H-purin-9-yl]tetrahydrofuran-3,4-diyl diacetate
CAS No.:1379667-45-4
Molecular Formula:C₂₉H₂₉N₅O₉S
Molecular Weight:623.643
Hs Code.:

Synonyms:(2R,3R,4R,5R)-2-(acetoxymethyl)-5-[6-{2-(4-methylphenylsulfonamido)phenyl}-9H-purin-9-yl]tetrahydrofuran-3,4-diyl diacetate

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Chemical Property of (2R,3R,4R,5R)-2-(acetoxymethyl)-5-[6-{2-(4-methylphenylsulfonamido)phenyl}-9H-purin-9-yl]tetrahydrofuran-3,4-diyl diacetate

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Technology Process of (2R,3R,4R,5R)-2-(acetoxymethyl)-5-[6-{2-(4-methylphenylsulfonamido)phenyl}-9H-purin-9-yl]tetrahydrofuran-3,4-diyl diacetate

There total 3 articles about (2R,3R,4R,5R)-2-(acetoxymethyl)-5-[6-{2-(4-methylphenylsulfonamido)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: 70.0%

: 941-55-9
4-toluenesulfonyl azide

: 83026-93-1
(2R,3R,4R,5R)-2-(acetoxymethyl)-5-(6-phenyl-9H-purin-9-yl)tetrahydrofuran-3,4-diyl diacetate

: 1379667-45-4
(2R,3R,4R,5R)-2-(acetoxymethyl)-5-[6-{2-(4-methylphenylsulfonamido)phenyl}-9H-purin-9-yl]tetrahydrofuran-3,4-diyl diacetate

Guidance literature:: With silver hexafluoroantimonate; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; In 1,2-dichloro-ethane; at 80 ℃; for 48h;
DOI:10.1021/ja303527m

Reference yield:

: 98-59-9
p-toluenesulfonyl chloride

: 1379667-45-4
(2R,3R,4R,5R)-2-(acetoxymethyl)-5-[6-{2-(4-methylphenylsulfonamido)phenyl}-9H-purin-9-yl]tetrahydrofuran-3,4-diyl diacetate

Guidance literature:: Multi-step reaction with 2 steps

1: sodium azide / water; acetone / 0 - 20 °C

2: silver hexafluoroantimonate; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer / 1,2-dichloro-ethane / 48 h / 80 °C

With silver hexafluoroantimonate; sodium azide; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; In water; 1,2-dichloro-ethane; acetone;
DOI:10.1021/ja303527m

Reference yield:

: 5987-73-5
2',3',5'-O-triacetyl-6-chloroinosine

: 98-80-6
phenylboronic acid

: 1379667-45-4
(2R,3R,4R,5R)-2-(acetoxymethyl)-5-[6-{2-(4-methylphenylsulfonamido)phenyl}-9H-purin-9-yl]tetrahydrofuran-3,4-diyl diacetate

Guidance literature:: Multi-step reaction with 2 steps

2: silver hexafluoroantimonate; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer / 1,2-dichloro-ethane / 48 h / 80 °C

With silver hexafluoroantimonate; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; In 1,2-dichloro-ethane; 1: Suzuki coupling;
DOI:10.1021/ja303527m