1-(2-chlorophenyl)ethyl 5-(4-(chloromethyl)phenyl)-3-methylisoxazol-4-ylcarbamate

Base Information

Chemical Name:1-(2-chlorophenyl)ethyl 5-(4-(chloromethyl)phenyl)-3-methylisoxazol-4-ylcarbamate
CAS No.:354222-31-4
Molecular Formula:C₂₀H₁₈Cl₂N₂O₃
Molecular Weight:405.281
Hs Code.:

Synonyms:1-(2-chlorophenyl)ethyl 5-(4-(chloromethyl)phenyl)-3-methylisoxazol-4-ylcarbamate

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Chemical Property of 1-(2-chlorophenyl)ethyl 5-(4-(chloromethyl)phenyl)-3-methylisoxazol-4-ylcarbamate

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Technology Process of 1-(2-chlorophenyl)ethyl 5-(4-(chloromethyl)phenyl)-3-methylisoxazol-4-ylcarbamate

There total 8 articles about 1-(2-chlorophenyl)ethyl 5-(4-(chloromethyl)phenyl)-3-methylisoxazol-4-ylcarbamate 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: 75.0%

: 13524-04-4
2'-chloro-sec-phenethyl alcohol

: 1243415-10-2
5-(4-(chloromethyl)phenyl)-3-methylisoxazole-4-carboxylic acid

: 354222-31-4
1-(2-chlorophenyl)ethyl 5-(4-(chloromethyl)phenyl)-3-methylisoxazol-4-ylcarbamate

Guidance literature:: With diphenyl phosphoryl azide; triethylamine; In toluene; at 120 ℃; for 0.5h;
DOI:10.1016/j.bmcl.2012.05.012

Reference yield:

: 1384485-33-9
methyl 5-(4-(hydroxymethyl)phenyl)-3-methylisoxazole-4-carboxylate

: 354222-31-4
1-(2-chlorophenyl)ethyl 5-(4-(chloromethyl)phenyl)-3-methylisoxazol-4-ylcarbamate

Guidance literature:: Multi-step reaction with 3 steps

1: tetrachloromethane; triphenylphosphine / dichloromethane / 0.33 h / 20 - 50 °C

2: lithium hydroxide monohydrate; water / tetrahydrofuran / 19 h / 20 °C

3: diphenyl phosphoryl azide; triethylamine / toluene / 0.5 h / 120 °C

With tetrachloromethane; lithium hydroxide monohydrate; diphenyl phosphoryl azide; water; triethylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; toluene; 3: Curtius rearrangement;
DOI:10.1016/j.bmcl.2012.05.012

Reference yield:

: 619-58-9
4-iodobenzoic acid

: 354222-31-4
1-(2-chlorophenyl)ethyl 5-(4-(chloromethyl)phenyl)-3-methylisoxazol-4-ylcarbamate

Guidance literature:: Multi-step reaction with 8 steps

1.1: borane-THF / tetrahydrofuran / 14 h / -20 - 50 °C / Reflux

2.1: 1H-imidazole / N,N-dimethyl-formamide / 1.75 h / 20 °C

3.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 0.33 h / -78 °C

3.2: 16 h / -78 - 35 °C

4.1: phenyl isocyanate; triethylamine / toluene / 4 h / 20 - 80 °C

5.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.58 h / 0 °C

6.1: tetrachloromethane; triphenylphosphine / dichloromethane / 0.33 h / 20 - 50 °C

7.1: lithium hydroxide monohydrate; water / tetrahydrofuran / 19 h / 20 °C

8.1: diphenyl phosphoryl azide; triethylamine / toluene / 0.5 h / 120 °C

With 1H-imidazole; tetrachloromethane; n-butyllithium; borane-THF; lithium hydroxide monohydrate; diphenyl phosphoryl azide; tetrabutyl ammonium fluoride; water; phenyl isocyanate; triethylamine; diisopropylamine; triphenylphosphine; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; toluene; 3.2: Negishi coupling reaction / 8.1: Curtius rearrangement;
DOI:10.1016/j.bmcl.2012.05.012