ethyl 2-acetamido-3-[3-ethoxy-5-(1-trityl-1H-1,2,4-triazol-3-yl)isoxazol-4-yl]-2-(ethoxycarbonyl)propionate

Base Information

Chemical Name:ethyl 2-acetamido-3-[3-ethoxy-5-(1-trityl-1H-1,2,4-triazol-3-yl)isoxazol-4-yl]-2-(ethoxycarbonyl)propionate
CAS No.:194287-00-8
Molecular Formula:C₃₆H₃₇N₅O₇
Molecular Weight:651.719
Hs Code.:

Synonyms:ethyl 2-acetamido-3-[3-ethoxy-5-(1-trityl-1H-1,2,4-triazol-3-yl)isoxazol-4-yl]-2-(ethoxycarbonyl)propionate

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Chemical Property of ethyl 2-acetamido-3-[3-ethoxy-5-(1-trityl-1H-1,2,4-triazol-3-yl)isoxazol-4-yl]-2-(ethoxycarbonyl)propionate

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Technology Process of ethyl 2-acetamido-3-[3-ethoxy-5-(1-trityl-1H-1,2,4-triazol-3-yl)isoxazol-4-yl]-2-(ethoxycarbonyl)propionate

There total 10 articles about ethyl 2-acetamido-3-[3-ethoxy-5-(1-trityl-1H-1,2,4-triazol-3-yl)isoxazol-4-yl]-2-(ethoxycarbonyl)propionate 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%

: 194286-99-2
3-[4-(Bromomethyl)-3-ethoxyisoxazol-5-yl]-1-trityl-1H-1,2,4-triazole

: 1068-90-2
2-acetylaminomalonic acid diethyl ester

: 194287-00-8
ethyl 2-acetamido-3-[3-ethoxy-5-(1-trityl-1H-1,2,4-triazol-3-yl)isoxazol-4-yl]-2-(ethoxycarbonyl)propionate

Guidance literature:: With potassium tert-butylate; In 1-methyl-pyrrolidin-2-one;

Reference yield:

: 127020-26-2
3-ethoxy-4,5-dimethylisoxazol

: 194287-00-8
ethyl 2-acetamido-3-[3-ethoxy-5-(1-trityl-1H-1,2,4-triazol-3-yl)isoxazol-4-yl]-2-(ethoxycarbonyl)propionate

Guidance literature:: Multi-step reaction with 10 steps

1: Br₂ / CCl₄ / 144 h / Ambient temperature

2: H₂O, N-methylpyrrolidone / 48 h / 105 °C

3: 70 percent / CrO₃, aq. H₂SO₄, AcOH / 2 h / Ambient temperature

4: SOCl₂, DMF / CH₂Cl₂ / 3.5 h / Heating

5: 25percent aq. NH₃ / tetrahydrofuran / 1 h / Ambient temperature

6: 91 percent / 0.25 h / 120 °C

7: 77 percent / NH₂NH₂*H₂O, AcOH / 0.25 h / 90 °C

8: TEA / dimethylformamide / 5 h / Ambient temperature

9: NBS / CCl₄ / 64 h / Heating

10: 1.) t-BuOK / 1.) N-methylpyrrolidone, RT, 30 min, 2.) N-methylpyrrolidone, RT, 2 h

With 1-methyl-pyrrolidin-2-one; chromium(VI) oxide; ammonium hydroxide; N-Bromosuccinimide; thionyl chloride; TEA; sulfuric acid; potassium tert-butylate; water; bromine; hydrazine hydrate; acetic acid; N,N-dimethyl-formamide; In tetrahydrofuran; tetrachloromethane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm970253b

Reference yield:

: 194286-80-1
5-Bromomethyl-3-ethoxy-4-methyl-isoxazole

: 194287-00-8
ethyl 2-acetamido-3-[3-ethoxy-5-(1-trityl-1H-1,2,4-triazol-3-yl)isoxazol-4-yl]-2-(ethoxycarbonyl)propionate

Guidance literature:: Multi-step reaction with 9 steps

1: H₂O, N-methylpyrrolidone / 48 h / 105 °C

2: 70 percent / CrO₃, aq. H₂SO₄, AcOH / 2 h / Ambient temperature

3: SOCl₂, DMF / CH₂Cl₂ / 3.5 h / Heating

4: 25percent aq. NH₃ / tetrahydrofuran / 1 h / Ambient temperature

5: 91 percent / 0.25 h / 120 °C

6: 77 percent / NH₂NH₂*H₂O, AcOH / 0.25 h / 90 °C

7: TEA / dimethylformamide / 5 h / Ambient temperature

8: NBS / CCl₄ / 64 h / Heating

9: 1.) t-BuOK / 1.) N-methylpyrrolidone, RT, 30 min, 2.) N-methylpyrrolidone, RT, 2 h

With 1-methyl-pyrrolidin-2-one; chromium(VI) oxide; ammonium hydroxide; N-Bromosuccinimide; thionyl chloride; TEA; sulfuric acid; potassium tert-butylate; water; hydrazine hydrate; acetic acid; N,N-dimethyl-formamide; In tetrahydrofuran; tetrachloromethane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm970253b