monobutyl (3R,4R,5S)-4-acetamido-3-(1-ethylpropoxy)-5-guanidino-1-cyclohexene-1-phosphonate

Base Information

Chemical Name:monobutyl (3R,4R,5S)-4-acetamido-3-(1-ethylpropoxy)-5-guanidino-1-cyclohexene-1-phosphonate
CAS No.:1616376-23-8
Molecular Formula:C₁₈H₃₅N₄O₅P
Molecular Weight:418.473
Hs Code.:

Synonyms:monobutyl (3R,4R,5S)-4-acetamido-3-(1-ethylpropoxy)-5-guanidino-1-cyclohexene-1-phosphonate

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Chemical Property of monobutyl (3R,4R,5S)-4-acetamido-3-(1-ethylpropoxy)-5-guanidino-1-cyclohexene-1-phosphonate

Chemical Property:

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Technology Process of monobutyl (3R,4R,5S)-4-acetamido-3-(1-ethylpropoxy)-5-guanidino-1-cyclohexene-1-phosphonate

There total 9 articles about monobutyl (3R,4R,5S)-4-acetamido-3-(1-ethylpropoxy)-5-guanidino-1-cyclohexene-1-phosphonate 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:

: C₂₂H₄₃N₄O₅P

: 1616376-23-8
monobutyl (3R,4R,5S)-4-acetamido-3-(1-ethylpropoxy)-5-guanidino-1-cyclohexene-1-phosphonate

Guidance literature:: With potassium hydroxide; In tetrahydrofuran; ethanol; water; at 40 ℃; for 36h;
DOI:10.1016/j.ejmech.2014.04.082

Reference yield:

: C₂₁H₄₁N₂O₅P

: 1616376-23-8
monobutyl (3R,4R,5S)-4-acetamido-3-(1-ethylpropoxy)-5-guanidino-1-cyclohexene-1-phosphonate

Guidance literature:: Multi-step reaction with 3 steps

1: triethylamine; mercury dichloride / dichloromethane / 3 h / 25 °C

2: trifluoroacetic acid / dichloromethane / 2 h / 25 °C

3: potassium hydroxide / tetrahydrofuran; water; ethanol / 36 h / 40 °C

With triethylamine; trifluoroacetic acid; mercury dichloride; potassium hydroxide; In tetrahydrofuran; ethanol; dichloromethane; water;
DOI:10.1016/j.ejmech.2014.04.082

Reference yield:

: 196618-13-0
oseltamivir

: 1616376-23-8
monobutyl (3R,4R,5S)-4-acetamido-3-(1-ethylpropoxy)-5-guanidino-1-cyclohexene-1-phosphonate

Guidance literature:: Multi-step reaction with 9 steps

1.1: sodium hydrogencarbonate / tetrahydrofuran; water / 2 h / 25 °C

2.1: potassium hydroxide / methanol; water / 2 h / 25 °C

3.1: triethylamine; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; dmap / dichloromethane / 0.5 h / 25 °C

3.2: 3 h / 25 °C

4.1: 1,1,2-trifluoro-1-iodoethane / dichloromethane / 0.5 h / 25 °C / Photolysis

5.1: triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene / 12 h / 90 °C / Inert atmosphere

6.1: trifluoroacetic acid / dichloromethane / 1 h / 25 °C

7.1: triethylamine; mercury dichloride / dichloromethane / 3 h / 25 °C

8.1: trifluoroacetic acid / dichloromethane / 2 h / 25 °C

9.1: potassium hydroxide / tetrahydrofuran; water; ethanol / 36 h / 40 °C

With dmap; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 1,1,2-trifluoro-1-iodoethane; sodium hydrogencarbonate; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; trifluoroacetic acid; mercury dichloride; potassium hydroxide; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; toluene;
DOI:10.1016/j.ejmech.2014.04.082