3,4-dihydroxy-5-[6-(4-hydroxybenzylamino)purin-9-yl]tetrahydrofuran-2-carboxylic acid ethylamide

Base Information

Chemical Name:3,4-dihydroxy-5-[6-(4-hydroxybenzylamino)purin-9-yl]tetrahydrofuran-2-carboxylic acid ethylamide
CAS No.:1325711-74-7
Molecular Formula:C₁₉H₂₂N₆O₅
Molecular Weight:414.421
Hs Code.:

Synonyms:3,4-dihydroxy-5-[6-(4-hydroxybenzylamino)purin-9-yl]tetrahydrofuran-2-carboxylic acid ethylamide

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Chemical Property of 3,4-dihydroxy-5-[6-(4-hydroxybenzylamino)purin-9-yl]tetrahydrofuran-2-carboxylic acid ethylamide

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Technology Process of 3,4-dihydroxy-5-[6-(4-hydroxybenzylamino)purin-9-yl]tetrahydrofuran-2-carboxylic acid ethylamide

There total 7 articles about 3,4-dihydroxy-5-[6-(4-hydroxybenzylamino)purin-9-yl]tetrahydrofuran-2-carboxylic acid ethylamide 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: 62.0%

: 1325711-87-2
C₂₂H₂₆N₆O₅

: 1325711-74-7
3,4-dihydroxy-5-[6-(4-hydroxybenzylamino)purin-9-yl]tetrahydrofuran-2-carboxylic acid ethylamide

Guidance literature:: With hydrogenchloride; In tetrahydrofuran; water; at 20 ℃; for 16h;
DOI:10.1002/cmdc.201100126

Reference yield:

: 2004-06-0
6-Chloropurine riboside

: 1325711-74-7
3,4-dihydroxy-5-[6-(4-hydroxybenzylamino)purin-9-yl]tetrahydrofuran-2-carboxylic acid ethylamide

Guidance literature:: Multi-step reaction with 5 steps

1: toluene-4-sulfonic acid / acetone / 2 h / 20 °C

2: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene / water; acetonitrile / 4 h / 40 °C / Inert atmosphere

3: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 14 h / 20 °C

4: N-ethyl-N,N-diisopropylamine / propan-1-ol / 2 h / 70 °C

5: hydrogenchloride / tetrahydrofuran; water / 16 h / 20 °C

With hydrogenchloride; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; propan-1-ol; water; N,N-dimethyl-formamide; acetone; acetonitrile;
DOI:10.1002/cmdc.201100126

Reference yield:

: 39824-26-5
6-chloro-9-(2,3-O-isopropylidene-β-D-ribofuranosyl)-9H-purine

: 1325711-74-7
3,4-dihydroxy-5-[6-(4-hydroxybenzylamino)purin-9-yl]tetrahydrofuran-2-carboxylic acid ethylamide

Guidance literature:: Multi-step reaction with 4 steps

1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene / water; acetonitrile / 4 h / 40 °C / Inert atmosphere

2: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 14 h / 20 °C

3: N-ethyl-N,N-diisopropylamine / propan-1-ol / 2 h / 70 °C

4: hydrogenchloride / tetrahydrofuran; water / 16 h / 20 °C

With hydrogenchloride; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; propan-1-ol; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1002/cmdc.201100126