methyl 2-(3-(4-(4-fluorobenzyloxy)phenyl)isoxazole-5-carboxamido)-3-methylbutanoate

Base Information

Chemical Name:methyl 2-(3-(4-(4-fluorobenzyloxy)phenyl)isoxazole-5-carboxamido)-3-methylbutanoate
CAS No.:1210761-21-9
Molecular Formula:C₂₃H₂₃FN₂O₅
Molecular Weight:426.444
Hs Code.:

Synonyms:methyl 2-(3-(4-(4-fluorobenzyloxy)phenyl)isoxazole-5-carboxamido)-3-methylbutanoate

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Chemical Property of methyl 2-(3-(4-(4-fluorobenzyloxy)phenyl)isoxazole-5-carboxamido)-3-methylbutanoate

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Technology Process of methyl 2-(3-(4-(4-fluorobenzyloxy)phenyl)isoxazole-5-carboxamido)-3-methylbutanoate

There total 5 articles about methyl 2-(3-(4-(4-fluorobenzyloxy)phenyl)isoxazole-5-carboxamido)-3-methylbutanoate 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: 84.0%

: 1210761-22-0
methyl 2-(3-(4-hydroxyphenyl)isoxazole-5-carboxamido)-3-methylbutanoate

: 459-46-1
4-Fluorobenzyl bromide

: 1210761-21-9
methyl 2-(3-(4-(4-fluorobenzyloxy)phenyl)isoxazole-5-carboxamido)-3-methylbutanoate

Guidance literature:: methyl 2-(3-(4-hydroxyphenyl)isoxazole-5-carboxamido)-3-methylbutanoate; With potassium carbonate; In acetone;

4-Fluorobenzyl bromide; In acetone; for 2h; Reflux;

Reference yield:

: 4397-53-9
p-benzyloxybenzaldehyde

: 1210761-21-9
methyl 2-(3-(4-(4-fluorobenzyloxy)phenyl)isoxazole-5-carboxamido)-3-methylbutanoate

Guidance literature:: Multi-step reaction with 7 steps

1.1: hydroxylamine hydrochloride / methanol / 3 h / 65 °C

2.1: N-chloro-succinimide / N,N-dimethyl-formamide / 3 h / 20 °C

3.1: triethylamine / toluene / 2 h / 80 °C

4.1: sodium hydroxide / tetrahydrofuran; water / 0.33 h / 20 °C

5.1: 4-methyl-morpholine / tetrahydrofuran / 0.17 h / 20 °C

5.2: -20 °C

5.3: 1.08 h / -20 - 20 °C

6.1: palladium 10% on activated carbon; hydrogen / tetrahydrofuran / 3 h / 20 °C / 2585.81 Torr

7.1: potassium carbonate / acetone / 0.5 h

7.2: 2 h / 65 °C

With 4-methyl-morpholine; N-chloro-succinimide; palladium 10% on activated carbon; hydroxylamine hydrochloride; hydrogen; potassium carbonate; triethylamine; sodium hydroxide; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; acetone; toluene;
DOI:10.1016/j.ejmech.2012.05.016

Reference yield:

: 123-08-0,65581-83-1
4-hydroxy-benzaldehyde

: 1210761-21-9
methyl 2-(3-(4-(4-fluorobenzyloxy)phenyl)isoxazole-5-carboxamido)-3-methylbutanoate

Guidance literature:: Multi-step reaction with 8 steps

1.1: potassium carbonate / acetone / 0.5 h

1.2: 3 h / 65 °C

2.1: hydroxylamine hydrochloride / methanol / 3 h / 65 °C

3.1: N-chloro-succinimide / N,N-dimethyl-formamide / 3 h / 20 °C

4.1: triethylamine / toluene / 2 h / 80 °C

5.1: sodium hydroxide / tetrahydrofuran; water / 0.33 h / 20 °C

6.1: 4-methyl-morpholine / tetrahydrofuran / 0.17 h / 20 °C

6.2: -20 °C

6.3: 1.08 h / -20 - 20 °C

7.1: palladium 10% on activated carbon; hydrogen / tetrahydrofuran / 3 h / 20 °C / 2585.81 Torr

8.1: potassium carbonate / acetone / 0.5 h

8.2: 2 h / 65 °C

With 4-methyl-morpholine; N-chloro-succinimide; palladium 10% on activated carbon; hydroxylamine hydrochloride; hydrogen; potassium carbonate; triethylamine; sodium hydroxide; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; acetone; toluene;
DOI:10.1016/j.ejmech.2012.05.016