methyl 6-[4-({[3-(2,6-dichlorophenyl)-5-(1-methylethyl)-4-isoxazolyl]methyl}oxy)phenyl]-1-benzothiophene-3-carboxylate

Base Information

Chemical Name:methyl 6-[4-({[3-(2,6-dichlorophenyl)-5-(1-methylethyl)-4-isoxazolyl]methyl}oxy)phenyl]-1-benzothiophene-3-carboxylate
CAS No.:1093631-87-8
Molecular Formula:C₂₉H₂₃Cl₂NO₄S
Molecular Weight:552.478
Hs Code.:

Synonyms:methyl 6-[4-({[3-(2,6-dichlorophenyl)-5-(1-methylethyl)-4-isoxazolyl]methyl}oxy)phenyl]-1-benzothiophene-3-carboxylate

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Chemical Property of methyl 6-[4-({[3-(2,6-dichlorophenyl)-5-(1-methylethyl)-4-isoxazolyl]methyl}oxy)phenyl]-1-benzothiophene-3-carboxylate

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Technology Process of methyl 6-[4-({[3-(2,6-dichlorophenyl)-5-(1-methylethyl)-4-isoxazolyl]methyl}oxy)phenyl]-1-benzothiophene-3-carboxylate

There total 9 articles about methyl 6-[4-({[3-(2,6-dichlorophenyl)-5-(1-methylethyl)-4-isoxazolyl]methyl}oxy)phenyl]-1-benzothiophene-3-carboxylate 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: 54.0%

: 1093631-86-7
methyl 6-(4-hydroxyphenyl)-1-benzothiophene-3-carboxylate

: 278597-30-1
[3-(2,6-dichlorophenyl)-5-(propan-2-yl)-1,2-oxazol-4-yl]methanol

: 1093631-87-8
methyl 6-[4-({[3-(2,6-dichlorophenyl)-5-(1-methylethyl)-4-isoxazolyl]methyl}oxy)phenyl]-1-benzothiophene-3-carboxylate

Guidance literature:: With di-isopropyl azodicarboxylate; In dichloromethane; at 20 ℃; Inert atmosphere;

Reference yield:

: 90560-10-4
6-methoxy-benzo[b]thiophene

: 1093631-87-8
methyl 6-[4-({[3-(2,6-dichlorophenyl)-5-(1-methylethyl)-4-isoxazolyl]methyl}oxy)phenyl]-1-benzothiophene-3-carboxylate

Guidance literature:: Multi-step reaction with 7 steps

1.1: aluminum (III) chloride / dichloromethane / 1.25 h / -75 - -40 °C / Inert atmosphere

1.2: 1.5 h / -40 - 0 °C

2.1: water; potassium hydroxide / tetrahydrofuran / 20 °C / Cooling

2.2: pH 3

3.1: thionyl chloride / 4 h / Inert atmosphere; Reflux

4.1: boron tribromide / dichloromethane / 1 h / Inert atmosphere; Cooling with ice

4.2: Cooling

5.1: pyridine / dichloromethane / 0.08 h / Inert atmosphere; Cooling with ice

5.2: 4 h / Cooling with ice

6.1: sodium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,2-dimethoxyethane / 3 h / 80 °C / Inert atmosphere

7.1: di-isopropyl azodicarboxylate / dichloromethane / 20 °C / Inert atmosphere

With pyridine; aluminum (III) chloride; thionyl chloride; di-isopropyl azodicarboxylate; water; boron tribromide; sodium carbonate; potassium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; 6.1: Suzuki Coupling / 7.1: Mitsunobu reaction;

Reference yield:

: 15570-12-4
3-methoxybenzenethiol

: 1093631-87-8
methyl 6-[4-({[3-(2,6-dichlorophenyl)-5-(1-methylethyl)-4-isoxazolyl]methyl}oxy)phenyl]-1-benzothiophene-3-carboxylate

Guidance literature:: Multi-step reaction with 9 steps

1.1: potassium carbonate / acetone

2.1: boron trifluoride diethyl etherate / dichloromethane / 0.5 h / 20 °C / Inert atmosphere

2.2: 72 h / 20 °C

3.1: aluminum (III) chloride / dichloromethane / 1.25 h / -75 - -40 °C / Inert atmosphere

3.2: 1.5 h / -40 - 0 °C

4.1: water; potassium hydroxide / tetrahydrofuran / 20 °C / Cooling

4.2: pH 3

5.1: thionyl chloride / 4 h / Inert atmosphere; Reflux

6.1: boron tribromide / dichloromethane / 1 h / Inert atmosphere; Cooling with ice

6.2: Cooling

7.1: pyridine / dichloromethane / 0.08 h / Inert atmosphere; Cooling with ice

7.2: 4 h / Cooling with ice

8.1: sodium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,2-dimethoxyethane / 3 h / 80 °C / Inert atmosphere

9.1: di-isopropyl azodicarboxylate / dichloromethane / 20 °C / Inert atmosphere

With pyridine; aluminum (III) chloride; thionyl chloride; di-isopropyl azodicarboxylate; boron trifluoride diethyl etherate; water; boron tribromide; sodium carbonate; potassium carbonate; potassium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; acetone; 8.1: Suzuki Coupling / 9.1: Mitsunobu reaction;