S-ethyl, 2-(2'-imidazolyl)-4-ethenylphenyl (1-(N-tert-butoxycarbonylamino)-2-phenyl)ethylphosphonate

Base Information

Chemical Name:S-ethyl, 2-(2'-imidazolyl)-4-ethenylphenyl (1-(N-tert-butoxycarbonylamino)-2-phenyl)ethylphosphonate
CAS No.:289506-21-4
Molecular Formula:C₂₆H₃₂N₃O₅P
Molecular Weight:497.531
Hs Code.:

Synonyms:S-ethyl, 2-(2'-imidazolyl)-4-ethenylphenyl (1-(N-tert-butoxycarbonylamino)-2-phenyl)ethylphosphonate

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Chemical Property of S-ethyl, 2-(2'-imidazolyl)-4-ethenylphenyl (1-(N-tert-butoxycarbonylamino)-2-phenyl)ethylphosphonate

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Technology Process of S-ethyl, 2-(2'-imidazolyl)-4-ethenylphenyl (1-(N-tert-butoxycarbonylamino)-2-phenyl)ethylphosphonate

There total 11 articles about S-ethyl, 2-(2'-imidazolyl)-4-ethenylphenyl (1-(N-tert-butoxycarbonylamino)-2-phenyl)ethylphosphonate 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: 91.0%

: 289506-20-3
2-(2'-hydroxy-5'-ethenylphenyl)imidazole

: 289506-22-5
S-H-ethyl-(1-(N-t-butoxycarbonylamino)-2-phenyl)ethylphosphonate

: 289506-21-4
S-ethyl, 2-(2'-imidazolyl)-4-ethenylphenyl (1-(N-tert-butoxycarbonylamino)-2-phenyl)ethylphosphonate

Guidance literature:: With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; In dichloromethane; at 20 ℃; for 24h;
DOI:10.1021/jo000014n

Reference yield:

: S-diphenyl (1-(N-dibenzoyl-L-tartarylamino)-2-phenyl)ethylphosphonate

: 289506-21-4
S-ethyl, 2-(2'-imidazolyl)-4-ethenylphenyl (1-(N-tert-butoxycarbonylamino)-2-phenyl)ethylphosphonate

Guidance literature:: Multi-step reaction with 5 steps

1: 100 percent / HOAc; HBr / H₂O / 20 h / Heating

2: 91 percent / Na₂CO₃ / H₂O; dioxane / 20 °C

3: 55 percent / 48 h / 110 - 120 °C

4: 59 percent / NaOH / H₂O; ethanol / 72 h / 60 °C

5: 91 percent / Et₃N; [benzotriazol-1-yloxy-tris(dimethylamino)phosphonium]PF₆ / CH₂Cl₂ / 24 h / 20 °C

With sodium hydroxide; hydrogen bromide; sodium carbonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; acetic acid; triethylamine; In 1,4-dioxane; ethanol; dichloromethane; water; 1: Hydrolysis / 2: Acylation / 3: Alkylation / 4: Hydrolysis / 5: Condensation;
DOI:10.1021/jo000014n

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 289506-21-4
S-ethyl, 2-(2'-imidazolyl)-4-ethenylphenyl (1-(N-tert-butoxycarbonylamino)-2-phenyl)ethylphosphonate

Guidance literature:: Multi-step reaction with 4 steps

1: 91 percent / Na₂CO₃ / H₂O; dioxane / 20 °C

2: 55 percent / 48 h / 110 - 120 °C

3: 59 percent / NaOH / H₂O; ethanol / 72 h / 60 °C

4: 91 percent / Et₃N; [benzotriazol-1-yloxy-tris(dimethylamino)phosphonium]PF₆ / CH₂Cl₂ / 24 h / 20 °C

With sodium hydroxide; sodium carbonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; In 1,4-dioxane; ethanol; dichloromethane; water; 1: Acylation / 2: Alkylation / 3: Hydrolysis / 4: Condensation;
DOI:10.1021/jo000014n