(E)-tert-butyl 3-(4-((6-methoxy-2-(o-tolyl)benzo[b]thiophen-3-yl)oxy)phenyl)acrylate

Base Information

Chemical Name:(E)-tert-butyl 3-(4-((6-methoxy-2-(o-tolyl)benzo[b]thiophen-3-yl)oxy)phenyl)acrylate
CAS No.:1622308-39-7
Molecular Formula:C₂₉H₂₈O₄S
Molecular Weight:472.605
Hs Code.:

Synonyms:(E)-tert-butyl 3-(4-((6-methoxy-2-(o-tolyl)benzo[b]thiophen-3-yl)oxy)phenyl)acrylate

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Chemical Property of (E)-tert-butyl 3-(4-((6-methoxy-2-(o-tolyl)benzo[b]thiophen-3-yl)oxy)phenyl)acrylate

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Technology Process of (E)-tert-butyl 3-(4-((6-methoxy-2-(o-tolyl)benzo[b]thiophen-3-yl)oxy)phenyl)acrylate

There total 7 articles about (E)-tert-butyl 3-(4-((6-methoxy-2-(o-tolyl)benzo[b]thiophen-3-yl)oxy)phenyl)acrylate 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: 97.0%

: 95-46-5
2-methylphenyl bromide

: 1622308-34-2
(E)-tert-butyl 3-(4-((6-methoxybenzo[b]thiophen-3-yl)oxy)phenyl)acrylate

: 1622308-39-7
(E)-tert-butyl 3-(4-((6-methoxy-2-(o-tolyl)benzo[b]thiophen-3-yl)oxy)phenyl)acrylate

Guidance literature:: With chloro[2-(dicyclohexylphosphino)-3 ,6-dimethoxy-2’,4’, 6’-triisopropyl- 1,1’-biphenyl] [2-(2-aminoethyl)phenyl]palladium(II); potassium carbonate; Trimethylacetic acid; In N,N-dimethyl acetamide; at 150 ℃; for 2h; Microwave irradiation; Sealed tube; Inert atmosphere;
DOI:10.1021/acs.jmedchem.7b01682

Reference yield:

: 1622308-30-8
3-(4-bromophenoxy)-6-methoxybenzo[b]thiophene 1,1-dioxide

: 1622308-39-7
(E)-tert-butyl 3-(4-((6-methoxy-2-(o-tolyl)benzo[b]thiophen-3-yl)oxy)phenyl)acrylate

Guidance literature:: Multi-step reaction with 3 steps

1: diisobutylaluminium hydride / tetrahydrofuran; dichloromethane / 2 h / 75 °C

2: triethylamine; bis-triphenylphosphine-palladium(II) chloride / N,N-dimethyl-formamide / 1 h / 120 °C / Microwave irradiation

3: potassium carbonate; chloro[2-(dicyclohexylphosphino)-3 ,6-dimethoxy-2’,4’, 6’-triisopropyl- 1,1’-biphenyl] [2-(2-aminoethyl)phenyl]palladium(II); Trimethylacetic acid / N,N-dimethyl acetamide / 2 h / 150 °C / Microwave irradiation; Sealed tube; Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; chloro[2-(dicyclohexylphosphino)-3 ,6-dimethoxy-2’,4’, 6’-triisopropyl- 1,1’-biphenyl] [2-(2-aminoethyl)phenyl]palladium(II); diisobutylaluminium hydride; potassium carbonate; triethylamine; Trimethylacetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl acetamide; N,N-dimethyl-formamide; 2: |Heck Reaction;
DOI:10.1021/acs.jmedchem.7b01682

Reference yield:

: 862081-99-0
2,3-dibromo-6-methoxybenzo[b]thiophene 1,1-dioxide

: 1622308-39-7
(E)-tert-butyl 3-(4-((6-methoxy-2-(o-tolyl)benzo[b]thiophen-3-yl)oxy)phenyl)acrylate

Guidance literature:: Multi-step reaction with 5 steps

1: caesium carbonate / tetrahydrofuran / 18 h / 20 °C

2: sodium tetrahydroborate / methanol; dimethyl sulfoxide / 3 h / 20 °C

3: diisobutylaluminium hydride / tetrahydrofuran; dichloromethane / 2 h / 75 °C

4: triethylamine; bis-triphenylphosphine-palladium(II) chloride / N,N-dimethyl-formamide / 1 h / 120 °C / Microwave irradiation

5: potassium carbonate; chloro[2-(dicyclohexylphosphino)-3 ,6-dimethoxy-2’,4’, 6’-triisopropyl- 1,1’-biphenyl] [2-(2-aminoethyl)phenyl]palladium(II); Trimethylacetic acid / N,N-dimethyl acetamide / 2 h / 150 °C / Microwave irradiation; Sealed tube; Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; sodium tetrahydroborate; chloro[2-(dicyclohexylphosphino)-3 ,6-dimethoxy-2’,4’, 6’-triisopropyl- 1,1’-biphenyl] [2-(2-aminoethyl)phenyl]palladium(II); diisobutylaluminium hydride; potassium carbonate; caesium carbonate; triethylamine; Trimethylacetic acid; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl acetamide; dimethyl sulfoxide; N,N-dimethyl-formamide; 4: |Heck Reaction;
DOI:10.1021/acs.jmedchem.7b01682