methyl 2-acetylamino-3-[3-pivaloyloxy-5-(3-methoxyphenyl)-4-isoxazolyl]-2-(methoxycarbonyl)propionate

Base Information

Chemical Name:methyl 2-acetylamino-3-[3-pivaloyloxy-5-(3-methoxyphenyl)-4-isoxazolyl]-2-(methoxycarbonyl)propionate
CAS No.:343305-23-7
Molecular Formula:C₂₃H₂₈N₂O₉
Molecular Weight:476.483
Hs Code.:

Synonyms:methyl 2-acetylamino-3-[3-pivaloyloxy-5-(3-methoxyphenyl)-4-isoxazolyl]-2-(methoxycarbonyl)propionate

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Chemical Property of methyl 2-acetylamino-3-[3-pivaloyloxy-5-(3-methoxyphenyl)-4-isoxazolyl]-2-(methoxycarbonyl)propionate

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Technology Process of methyl 2-acetylamino-3-[3-pivaloyloxy-5-(3-methoxyphenyl)-4-isoxazolyl]-2-(methoxycarbonyl)propionate

There total 6 articles about methyl 2-acetylamino-3-[3-pivaloyloxy-5-(3-methoxyphenyl)-4-isoxazolyl]-2-(methoxycarbonyl)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: 33.0%

: 60187-67-9
dimethyl acetamidomalonate

: 343305-20-4
4-bromomethyl-3-pivaloyloxy-5-(3-methoxyphenyl)isoxazole

: 343305-23-7
methyl 2-acetylamino-3-[3-pivaloyloxy-5-(3-methoxyphenyl)-4-isoxazolyl]-2-(methoxycarbonyl)propionate

Guidance literature:: dimethyl acetamidomalonate; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 0.333333h;

4-bromomethyl-3-pivaloyloxy-5-(3-methoxyphenyl)isoxazole; In N,N-dimethyl-formamide; at 20 ℃; for 16h;
DOI:10.1002/1521-4184(200102)334:2<62::AID-ARDP62>3.0.CO;2-G

Reference yield:

: 19438-10-9
methyl 3-hydroxybenzoate

: 343305-23-7
methyl 2-acetylamino-3-[3-pivaloyloxy-5-(3-methoxyphenyl)-4-isoxazolyl]-2-(methoxycarbonyl)propionate

Guidance literature:: Multi-step reaction with 6 steps

1.1: NaH / dimethylformamide / 0.33 h / 0 °C

1.2: 100 percent / dimethylformamide / 15 h / 20 °C

2.1: 82 percent / NaH / dimethylformamide / 16 h / 20 °C

3.1: HONH₂*HCl; aq. NaOH / methanol / 3 h / -30 °C

3.2: 57 percent / conc. HCl / methanol / 1.5 h / 80 °C

4.1: 50 percent / NEt₃ / CH₂Cl₂ / 20 °C

5.1: 61 percent / NBS / CCl₄ / 72 h / Heating

6.1: NaH / dimethylformamide / 0.33 h / 0 °C

6.2: 33 percent / dimethylformamide / 16 h / 20 °C

With sodium hydroxide; N-Bromosuccinimide; hydroxylamine hydrochloride; sodium hydride; triethylamine; In methanol; tetrachloromethane; dichloromethane; N,N-dimethyl-formamide; 2.1: Claisen condensation;
DOI:10.1002/1521-4184(200102)334:2<62::AID-ARDP62>3.0.CO;2-G

Reference yield:

: 5368-81-0
methyl 3-methoxybenzoate

: 343305-23-7
methyl 2-acetylamino-3-[3-pivaloyloxy-5-(3-methoxyphenyl)-4-isoxazolyl]-2-(methoxycarbonyl)propionate

Guidance literature:: Multi-step reaction with 5 steps

1.1: 82 percent / NaH / dimethylformamide / 16 h / 20 °C

2.1: HONH₂*HCl; aq. NaOH / methanol / 3 h / -30 °C

2.2: 57 percent / conc. HCl / methanol / 1.5 h / 80 °C

3.1: 50 percent / NEt₃ / CH₂Cl₂ / 20 °C

4.1: 61 percent / NBS / CCl₄ / 72 h / Heating

5.1: NaH / dimethylformamide / 0.33 h / 0 °C

5.2: 33 percent / dimethylformamide / 16 h / 20 °C

With sodium hydroxide; N-Bromosuccinimide; hydroxylamine hydrochloride; sodium hydride; triethylamine; In methanol; tetrachloromethane; dichloromethane; N,N-dimethyl-formamide; 1.1: Claisen condensation;
DOI:10.1002/1521-4184(200102)334:2<62::AID-ARDP62>3.0.CO;2-G