tert-butyl (5-(5-chloro-2-hydroxyphenyl)benzo[d]isoxazol-3-yl)carbamate

Base Information

Chemical Name:tert-butyl (5-(5-chloro-2-hydroxyphenyl)benzo[d]isoxazol-3-yl)carbamate
CAS No.:1432913-94-4
Molecular Formula:C₁₈H₁₇ClN₂O₄
Molecular Weight:360.797
Hs Code.:

Synonyms:tert-butyl (5-(5-chloro-2-hydroxyphenyl)benzo[d]isoxazol-3-yl)carbamate

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Chemical Property of tert-butyl (5-(5-chloro-2-hydroxyphenyl)benzo[d]isoxazol-3-yl)carbamate

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Technology Process of tert-butyl (5-(5-chloro-2-hydroxyphenyl)benzo[d]isoxazol-3-yl)carbamate

There total 4 articles about tert-butyl (5-(5-chloro-2-hydroxyphenyl)benzo[d]isoxazol-3-yl)carbamate 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: 93.0%

: 1432912-65-6
di-tert-butyl [5-(5-chloro-2-hydroxyphenyl)-1,2-benzoxazol-3-yl]imidodicarbonate

: 1432913-94-4
tert-butyl (5-(5-chloro-2-hydroxyphenyl)benzo[d]isoxazol-3-yl)carbamate

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 2h;
DOI:10.1021/acsmedchemlett.5b00447

Reference yield:

: 179897-89-3
5-Bromo-2-fluoro-benzonitrile

: 1432913-94-4
tert-butyl (5-(5-chloro-2-hydroxyphenyl)benzo[d]isoxazol-3-yl)carbamate

Guidance literature:: Multi-step reaction with 4 steps

1.1: acetylhydroxamic acid; potassium tert-butylate / N,N-dimethyl-formamide

1.2: Reflux

2.1: dmap / tetrahydrofuran / 18 h / 20 °C

3.1: sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; 1,2-dimethoxyethane / 5 h / Reflux

4.1: trifluoroacetic acid / dichloromethane / 2 h / 20 °C

With dmap; tetrakis(triphenylphosphine) palladium⁽⁰⁾; acetylhydroxamic acid; potassium tert-butylate; sodium carbonate; trifluoroacetic acid; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; water; N,N-dimethyl-formamide; 3.1: |Suzuki-Miyaura Coupling;
DOI:10.1021/acsmedchemlett.5b00447

Reference yield:

: 455280-00-9
5-bromobenzo[d]isoxazol-3-amine

: 1432913-94-4
tert-butyl (5-(5-chloro-2-hydroxyphenyl)benzo[d]isoxazol-3-yl)carbamate

Guidance literature:: Multi-step reaction with 3 steps

1: dmap / tetrahydrofuran / 18 h / 20 °C

2: sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; 1,2-dimethoxyethane / 5 h / Reflux

3: trifluoroacetic acid / dichloromethane / 2 h / 20 °C

With dmap; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; trifluoroacetic acid; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; water; 2: |Suzuki-Miyaura Coupling;
DOI:10.1021/acsmedchemlett.5b00447