(2S)-cyclohexyl 2-(((((2R,3R,4S,5R)-5-(2-amino-6-ethoxy-1H-purin-9(6H)-yl)-3-fluoro-4-hydroxy-4-methyltetrahydrofuran-2-yl)methoxy)(phenoxy)phosphoryl)amino)propanoate

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Chemical Name:(2S)-cyclohexyl 2-(((((2R,3R,4S,5R)-5-(2-amino-6-ethoxy-1H-purin-9(6H)-yl)-3-fluoro-4-hydroxy-4-methyltetrahydrofuran-2-yl)methoxy)(phenoxy)phosphoryl)amino)propanoate
CAS No.:1615696-46-2
Molecular Formula:C₂₈H₃₈FN₆O₈P
Molecular Weight:636.617
Hs Code.:

(2S)-cyclohexyl 2-(((((2R,3R,4S,5R)-5-(2-amino-6-ethoxy-1H-purin-9(6H)-yl)-3-fluoro-4-hydroxy-4-methyltetrahydrofuran-2-yl)methoxy)(phenoxy)phosphoryl)amino)propanoate

Synonyms:(2S)-cyclohexyl 2-(((((2R,3R,4S,5R)-5-(2-amino-6-ethoxy-1H-purin-9(6H)-yl)-3-fluoro-4-hydroxy-4-methyltetrahydrofuran-2-yl)methoxy)(phenoxy)phosphoryl)amino)propanoate

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Chemical Property of (2S)-cyclohexyl 2-(((((2R,3R,4S,5R)-5-(2-amino-6-ethoxy-1H-purin-9(6H)-yl)-3-fluoro-4-hydroxy-4-methyltetrahydrofuran-2-yl)methoxy)(phenoxy)phosphoryl)amino)propanoate

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Technology Process of (2S)-cyclohexyl 2-(((((2R,3R,4S,5R)-5-(2-amino-6-ethoxy-1H-purin-9(6H)-yl)-3-fluoro-4-hydroxy-4-methyltetrahydrofuran-2-yl)methoxy)(phenoxy)phosphoryl)amino)propanoate

There total 9 articles about (2S)-cyclohexyl 2-(((((2R,3R,4S,5R)-5-(2-amino-6-ethoxy-1H-purin-9(6H)-yl)-3-fluoro-4-hydroxy-4-methyltetrahydrofuran-2-yl)methoxy)(phenoxy)phosphoryl)amino)propanoate 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: 38.0%

: 220592-67-6
O-phenyl-N-(S)-1-(cyclohexoxycarbonyl)ethylphosphoramidic chloride

: 1434144-31-6
(2R,3S,4R,5R)-2-(2-amino-6-ethoxy-9H-purin-9-yl)-4-fluoro-5-(hydroxymethyl)-3-methyltetrahydrofuran-3-ol

: 1615696-46-2
(2S)-cyclohexyl 2-(((((2R,3R,4S,5R)-5-(2-amino-6-ethoxy-1H-purin-9(6H)-yl)-3-fluoro-4-hydroxy-4-methyltetrahydrofuran-2-yl)methoxy)(phenoxy)phosphoryl)amino)propanoate

Guidance literature:: (2R,3S,4R,5R)-2-(2-amino-6-ethoxy-9H-purin-9-yl)-4-fluoro-5-(hydroxymethyl)-3-methyltetrahydrofuran-3-ol; With tert-butylmagnesium chloride; In tetrahydrofuran; at -78 - 20 ℃; for 0.5h;

O-phenyl-N-(S)-1-(cyclohexoxycarbonyl)ethylphosphoramidic chloride; at -78 - 20 ℃; for 2h;

Reference yield:

: 1615696-39-3
C₂₁H₂₃FO₅

: 1615696-46-2
(2S)-cyclohexyl 2-(((((2R,3R,4S,5R)-5-(2-amino-6-ethoxy-1H-purin-9(6H)-yl)-3-fluoro-4-hydroxy-4-methyltetrahydrofuran-2-yl)methoxy)(phenoxy)phosphoryl)amino)propanoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: sulfuric acid / acetic acid / 12 h / 0 - 20 °C

2.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 0.5 h / 0 - 20 °C / Inert atmosphere

2.2: 4 h / 0 - 60 °C

3.1: ethanol / 16 h / 20 °C

3.2: pH 7

4.1: tert-butylmagnesium chloride / tetrahydrofuran / 0.5 h / -78 - 20 °C

4.2: 2 h / -78 - 20 °C

With sulfuric acid; tert-butylmagnesium chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; ethanol; acetic acid; acetonitrile;

Reference yield:

: methyl 5-O-benzyl-3-deoxy-3-fluoro-α-D-ribofuranoside

: 1615696-46-2
(2S)-cyclohexyl 2-(((((2R,3R,4S,5R)-5-(2-amino-6-ethoxy-1H-purin-9(6H)-yl)-3-fluoro-4-hydroxy-4-methyltetrahydrofuran-2-yl)methoxy)(phenoxy)phosphoryl)amino)propanoate

Guidance literature:: Multi-step reaction with 7 steps

1.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / acetonitrile / 12 h / 80 °C

2.1: tetrahydrofuran / 12 h / -78 - 20 °C / Inert atmosphere

3.1: dmap; triethylamine / dichloromethane / 12 h / 20 °C / Cooling with ice

4.1: sulfuric acid / acetic acid / 12 h / 0 - 20 °C

5.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 0.5 h / 0 - 20 °C / Inert atmosphere

5.2: 4 h / 0 - 60 °C

6.1: ethanol / 16 h / 20 °C

6.2: pH 7

7.1: tert-butylmagnesium chloride / tetrahydrofuran / 0.5 h / -78 - 20 °C

7.2: 2 h / -78 - 20 °C

With dmap; sulfuric acid; tert-butylmagnesium chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; ethanol; dichloromethane; acetic acid; acetonitrile;