((2R,3R,4S,5R)-5-(2-amino-6-chloro-9H-purin-9-yl)-4-(benzoyloxy)-3-fluoro-4-methyltetrahydrofuran-2-yl)methyl benzoate

Base Information

Chemical Name:((2R,3R,4S,5R)-5-(2-amino-6-chloro-9H-purin-9-yl)-4-(benzoyloxy)-3-fluoro-4-methyltetrahydrofuran-2-yl)methyl benzoate
CAS No.:1434144-19-0
Molecular Formula:C₂₅H₂₁ClFN₅O₅
Molecular Weight:525.924
Hs Code.:

Synonyms:((2R,3R,4S,5R)-5-(2-amino-6-chloro-9H-purin-9-yl)-4-(benzoyloxy)-3-fluoro-4-methyltetrahydrofuran-2-yl)methyl benzoate

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Chemical Property of ((2R,3R,4S,5R)-5-(2-amino-6-chloro-9H-purin-9-yl)-4-(benzoyloxy)-3-fluoro-4-methyltetrahydrofuran-2-yl)methyl benzoate

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Technology Process of ((2R,3R,4S,5R)-5-(2-amino-6-chloro-9H-purin-9-yl)-4-(benzoyloxy)-3-fluoro-4-methyltetrahydrofuran-2-yl)methyl benzoate

There total 6 articles about ((2R,3R,4S,5R)-5-(2-amino-6-chloro-9H-purin-9-yl)-4-(benzoyloxy)-3-fluoro-4-methyltetrahydrofuran-2-yl)methyl benzoate 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: 58.0%

: ((2R,3R,4S)-5-acetoxy-4-(benzoyloxy)-3-fluoro-4-methyltetrahydrofuran-2-yl)methyl benzoate

: 10310-21-1
2-amino-6-chloropurine

: 1434144-19-0
((2R,3R,4S,5R)-5-(2-amino-6-chloro-9H-purin-9-yl)-4-(benzoyloxy)-3-fluoro-4-methyltetrahydrofuran-2-yl)methyl benzoate

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; at 0 - 60 ℃; for 12h;

Reference yield:

: 237410-13-8
((2R,3S,4S,5S)-3-fluoro-4-hydroxy-5-methoxytetrahydrofuran-2-yl)methyl benzoate

: 1434144-19-0
((2R,3R,4S,5R)-5-(2-amino-6-chloro-9H-purin-9-yl)-4-(benzoyloxy)-3-fluoro-4-methyltetrahydrofuran-2-yl)methyl benzoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dimethyl sulfoxide / 15 h / 20 °C

2.1: lithium chloride / tetrahydrofuran / 1 h / 40 °C

2.2: 3 h / -40 °C

3.1: pyridine; dmap / 15 h / 75 °C

4.1: sulfuric acid / water / 12 h / 20 °C / Cooling with ice

5.1: trimethylsilyl trifluoromethanesulfonate; 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 12 h / 0 - 60 °C

With pyridine; dmap; trimethylsilyl trifluoromethanesulfonate; sulfuric acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; water; dimethyl sulfoxide; acetonitrile;

Reference yield:

: 1434144-13-4
((2R,3R,5S)-3-fluoro-5-methoxy-4-oxotetrahydrofuran-2-yl)methyl benzoate

: 1434144-19-0
((2R,3R,4S,5R)-5-(2-amino-6-chloro-9H-purin-9-yl)-4-(benzoyloxy)-3-fluoro-4-methyltetrahydrofuran-2-yl)methyl benzoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: lithium chloride / tetrahydrofuran / 1 h / 40 °C

1.2: 3 h / -40 °C

2.1: pyridine; dmap / 15 h / 75 °C

3.1: sulfuric acid / water / 12 h / 20 °C / Cooling with ice

4.1: trimethylsilyl trifluoromethanesulfonate; 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 12 h / 0 - 60 °C

With pyridine; dmap; trimethylsilyl trifluoromethanesulfonate; sulfuric acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride; In tetrahydrofuran; water; acetonitrile;