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

Base Information

Chemical Name:(2R,3R,4R,5R)-2-(acetoxymethyl)-5-(6-cyclohexyl-9H-purin-9-yl)tetrahydrofuran-3,4-diyl diacetate
CAS No.:1512860-50-2
Molecular Formula:C₂₂H₂₈N₄O₇
Molecular Weight:460.487
Hs Code.:

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

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

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

There total 3 articles about (2R,3R,4R,5R)-2-(acetoxymethyl)-5-(6-cyclohexyl-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: 93.0%

: 15981-63-2
2',3',5'-tri-O-acetylnebularine

: 98-89-5
Cyclohexanecarboxylic acid

: 1512860-50-2
(2R,3R,4R,5R)-2-(acetoxymethyl)-5-(6-cyclohexyl-9H-purin-9-yl)tetrahydrofuran-3,4-diyl diacetate

Guidance literature:: With ammonium peroxydisulfate; silver nitrate; In dichloromethane; water; at 20 ℃; for 6h; Reagent/catalyst; Solvent; Temperature; Time; regioselective reaction;
DOI:10.1021/ol4033336

Reference yield: 55.0%

: 15981-63-2
2',3',5'-tri-O-acetylnebularine

: 110-82-7,25012-93-5
cyclohexane

: 1512860-50-2
(2R,3R,4R,5R)-2-(acetoxymethyl)-5-(6-cyclohexyl-9H-purin-9-yl)tetrahydrofuran-3,4-diyl diacetate

: (2R,3R,4R,5R)-2-(acetoxymethyl)-5-(6,8-dicyclohexyl-9H-purin-9-yl)tetrahydrofuran-3,4-diyl diacetate

Guidance literature:: With di-tert-butyl peroxide; at 140 ℃; for 24h; Sealed tube;
DOI:10.1039/c6ob00596a

Reference yield:

: 98-89-5
Cyclohexanecarboxylic acid

: 1512860-50-2
(2R,3R,4R,5R)-2-(acetoxymethyl)-5-(6-cyclohexyl-9H-purin-9-yl)tetrahydrofuran-3,4-diyl diacetate

Guidance literature:: Multi-step reaction with 2 steps

1: dmap; diisopropyl-carbodiimide / dimethyl sulfoxide / 24 h / 20 °C

2: (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; trifluoroacetic acid / dimethyl sulfoxide / 3 h / 40 - 48 °C / Irradiation; Sealed tube; Inert atmosphere

With dmap; (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; trifluoroacetic acid; diisopropyl-carbodiimide; In dimethyl sulfoxide; 2: |Minisci Aromatic Substitution;
DOI:10.1021/acs.joc.8b00205