(3-chloro-4-{5-methyl-4-[2-(2-nitro-phenoxy)-ethylcarbamoyl]-isoxazol-3-yl}-phenyl)-acetic acid methyl ester

Base Information

Chemical Name:(3-chloro-4-{5-methyl-4-[2-(2-nitro-phenoxy)-ethylcarbamoyl]-isoxazol-3-yl}-phenyl)-acetic acid methyl ester
CAS No.:919283-29-7
Molecular Formula:C₂₂H₂₀ClN₃O₇
Molecular Weight:473.87
Hs Code.:

Synonyms:(3-chloro-4-{5-methyl-4-[2-(2-nitro-phenoxy)-ethylcarbamoyl]-isoxazol-3-yl}-phenyl)-acetic acid methyl ester

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Chemical Property of (3-chloro-4-{5-methyl-4-[2-(2-nitro-phenoxy)-ethylcarbamoyl]-isoxazol-3-yl}-phenyl)-acetic acid methyl ester

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Technology Process of (3-chloro-4-{5-methyl-4-[2-(2-nitro-phenoxy)-ethylcarbamoyl]-isoxazol-3-yl}-phenyl)-acetic acid methyl ester

There total 12 articles about (3-chloro-4-{5-methyl-4-[2-(2-nitro-phenoxy)-ethylcarbamoyl]-isoxazol-3-yl}-phenyl)-acetic acid methyl ester 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:

: 496856-45-2
(3-chloro-4-cyanophenyl)acetic acid methyl ester

: 919283-29-7
(3-chloro-4-{5-methyl-4-[2-(2-nitro-phenoxy)-ethylcarbamoyl]-isoxazol-3-yl}-phenyl)-acetic acid methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: 55 percent / HCO₂H / Raney-Ni / 10 h / 110 °C

2.1: 90 percent / NH₂OH*HCl; Na₂CO₃ / H₂O / 2 h / 20 °C

3.1: NCS; HCl / dimethylformamide / 0.5 h / 20 °C

4.1: KN(TMS)2; Et₃N / diethyl ether / 1 h / 20 °C

4.2: Et₃N / acetonitrile / 3 h / 0 °C

5.1: 100 percent / TFA / 4 h / 20 °C

6.1: 90 percent / SOCl₂ / toluene / 3 h / Heating

7.1: Et₃N / CH₂Cl₂ / 0.5 h / 20 °C

With hydrogenchloride; N-chloro-succinimide; formic acid; thionyl chloride; hydroxylamine hydrochloride; potassium hexamethylsilazane; sodium carbonate; triethylamine; trifluoroacetic acid; nickel; In diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.bmcl.2006.05.055

Reference yield:

: 496856-44-1
methyl 2-(3-chloro-4-(triuoromethylsulfonyloxy)phenyl)acetate

: 919283-29-7
(3-chloro-4-{5-methyl-4-[2-(2-nitro-phenoxy)-ethylcarbamoyl]-isoxazol-3-yl}-phenyl)-acetic acid methyl ester

Guidance literature:: Multi-step reaction with 8 steps

1.1: 70 percent / Pd(Ph₃P)4 / dimethylformamide / 30 h / 80 °C

2.1: 55 percent / HCO₂H / Raney-Ni / 10 h / 110 °C

3.1: 90 percent / NH₂OH*HCl; Na₂CO₃ / H₂O / 2 h / 20 °C

4.1: NCS; HCl / dimethylformamide / 0.5 h / 20 °C

5.1: KN(TMS)2; Et₃N / diethyl ether / 1 h / 20 °C

5.2: Et₃N / acetonitrile / 3 h / 0 °C

6.1: 100 percent / TFA / 4 h / 20 °C

7.1: 90 percent / SOCl₂ / toluene / 3 h / Heating

8.1: Et₃N / CH₂Cl₂ / 0.5 h / 20 °C

With hydrogenchloride; N-chloro-succinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; formic acid; thionyl chloride; hydroxylamine hydrochloride; potassium hexamethylsilazane; sodium carbonate; triethylamine; trifluoroacetic acid; nickel; In diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.bmcl.2006.05.055

Reference yield:

: 33697-81-3
(3-chloro-4-hydroxy-phenyl)-acetic acid

: 919283-29-7
(3-chloro-4-{5-methyl-4-[2-(2-nitro-phenoxy)-ethylcarbamoyl]-isoxazol-3-yl}-phenyl)-acetic acid methyl ester

Guidance literature:: Multi-step reaction with 10 steps

1.1: 100 percent / H₂SO₄ / 8 h / Heating

2.1: 95 percent / Et₃N / CH₂Cl₂ / 1 h / 0 °C

3.1: 70 percent / Pd(Ph₃P)4 / dimethylformamide / 30 h / 80 °C

4.1: 55 percent / HCO₂H / Raney-Ni / 10 h / 110 °C

5.1: 90 percent / NH₂OH*HCl; Na₂CO₃ / H₂O / 2 h / 20 °C

6.1: NCS; HCl / dimethylformamide / 0.5 h / 20 °C

7.1: KN(TMS)2; Et₃N / diethyl ether / 1 h / 20 °C

7.2: Et₃N / acetonitrile / 3 h / 0 °C

8.1: 100 percent / TFA / 4 h / 20 °C

9.1: 90 percent / SOCl₂ / toluene / 3 h / Heating

10.1: Et₃N / CH₂Cl₂ / 0.5 h / 20 °C

With hydrogenchloride; N-chloro-succinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; formic acid; thionyl chloride; sulfuric acid; hydroxylamine hydrochloride; potassium hexamethylsilazane; sodium carbonate; triethylamine; trifluoroacetic acid; nickel; In diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.bmcl.2006.05.055