methyl 3-{N-benzyl-2-chloro-4-[(5-isopropyl-3-phenylisoxazol-4-yl)methoxy]benzamido}benzoate

Base Information

Chemical Name:methyl 3-{N-benzyl-2-chloro-4-[(5-isopropyl-3-phenylisoxazol-4-yl)methoxy]benzamido}benzoate
CAS No.:1374961-83-7
Molecular Formula:C₃₅H₃₁ClN₂O₅
Molecular Weight:595.095
Hs Code.:

Synonyms:methyl 3-{N-benzyl-2-chloro-4-[(5-isopropyl-3-phenylisoxazol-4-yl)methoxy]benzamido}benzoate

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Chemical Property of methyl 3-{N-benzyl-2-chloro-4-[(5-isopropyl-3-phenylisoxazol-4-yl)methoxy]benzamido}benzoate

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Technology Process of methyl 3-{N-benzyl-2-chloro-4-[(5-isopropyl-3-phenylisoxazol-4-yl)methoxy]benzamido}benzoate

There total 7 articles about methyl 3-{N-benzyl-2-chloro-4-[(5-isopropyl-3-phenylisoxazol-4-yl)methoxy]benzamido}benzoate 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: 20.0%

: 1374961-88-2
methyl 3-{2-chloro-4-[(5-isopropyl-3-phenylisoxazol-4-yl)methoxy]benzamido}benzoate

: 100-39-0
benzyl bromide

: 1374961-83-7
methyl 3-{N-benzyl-2-chloro-4-[(5-isopropyl-3-phenylisoxazol-4-yl)methoxy]benzamido}benzoate

Guidance literature:: methyl 3-{2-chloro-4-[(5-isopropyl-3-phenylisoxazol-4-yl)methoxy]benzamido}benzoate; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 0.5h; Inert atmosphere;

benzyl bromide; In N,N-dimethyl-formamide; at 20 ℃; for 12h; Inert atmosphere;
DOI:10.1016/j.bmc.2012.03.016

Reference yield:

: 1374961-72-4
methyl 5-isopropyl-3-phenylisoxazole-4-carboxylate

: 1374961-83-7
methyl 3-{N-benzyl-2-chloro-4-[(5-isopropyl-3-phenylisoxazol-4-yl)methoxy]benzamido}benzoate

Guidance literature:: Multi-step reaction with 6 steps

1.1: diisobutylaluminium hydride / tetrahydrofuran / 0 °C

2.1: carbon tetrabromide; triphenylphosphine / dichloromethane / 20 °C

3.1: potassium carbonate / N,N-dimethyl-formamide / 3 h / 20 °C

4.1: sodium dihydrogenphosphate; sodium chlorite; 2-methyl-but-2-ene / water; tert-butyl alcohol / 20 °C

5.1: methanesulfonyl chloride; triethylamine / tetrahydrofuran / 2.5 h / 0 - 20 °C

6.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere

6.2: 12 h / 20 °C / Inert atmosphere

With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; carbon tetrabromide; sodium hydride; diisobutylaluminium hydride; potassium carbonate; methanesulfonyl chloride; triethylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1016/j.bmc.2012.03.016

Reference yield:

: 1374961-80-4
2-chloro-4-[(5-isopropyl-3-phenylisoxazol-4-yl)methoxy]benzoic acid

: 1374961-83-7
methyl 3-{N-benzyl-2-chloro-4-[(5-isopropyl-3-phenylisoxazol-4-yl)methoxy]benzamido}benzoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: methanesulfonyl chloride; triethylamine / tetrahydrofuran / 2.5 h / 0 - 20 °C

2.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere

2.2: 12 h / 20 °C / Inert atmosphere

With sodium hydride; methanesulfonyl chloride; triethylamine; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2012.03.016