3-(t-butyl)-4-(2,6-dimethoxyphenyl)-2,3-dihydrobenzo[d][1,3]oxaphosphole-3-oxide

Base Information

Chemical Name:3-(t-butyl)-4-(2,6-dimethoxyphenyl)-2,3-dihydrobenzo[d][1,3]oxaphosphole-3-oxide
CAS No.:1246888-86-7
Molecular Formula:C₁₉H₂₃O₄P
Molecular Weight:346.363
Hs Code.:

Synonyms:3-(t-butyl)-4-(2,6-dimethoxyphenyl)-2,3-dihydrobenzo[d][1,3]oxaphosphole-3-oxide

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Chemical Property of 3-(t-butyl)-4-(2,6-dimethoxyphenyl)-2,3-dihydrobenzo[d][1,3]oxaphosphole-3-oxide

Chemical Property:

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Technology Process of 3-(t-butyl)-4-(2,6-dimethoxyphenyl)-2,3-dihydrobenzo[d][1,3]oxaphosphole-3-oxide

There total 6 articles about 3-(t-butyl)-4-(2,6-dimethoxyphenyl)-2,3-dihydrobenzo[d][1,3]oxaphosphole-3-oxide 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: 95.0%

: 1246888-79-8
3-tert-butyl-3-oxido-2,3-dihydrobenzo[d][1,3]oxaphosphol-4-yl trifluoromethanesulfonate

: 23112-96-1
(2,6-dimethoxyphenyl)boronic acid

: 1246888-86-7
3-(t-butyl)-4-(2,6-dimethoxyphenyl)-2,3-dihydrobenzo[d][1,3]oxaphosphole-3-oxide

Guidance literature:: With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium fluoride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In 1,4-dioxane; at 85 - 110 ℃; Inert atmosphere; Sealed tube;
DOI:10.1002/anie.201510570

Reference yield:

: 1202032-91-4
tert-butyl(2,6-dimethoxyphenyl)(methyl)phosphine oxide

: 1246888-86-7
3-(t-butyl)-4-(2,6-dimethoxyphenyl)-2,3-dihydrobenzo[d][1,3]oxaphosphole-3-oxide

Guidance literature:: Multi-step reaction with 4 steps

1.1: N,N,N,N,-tetramethylethylenediamine; n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere

1.2: 3.5 h / -78 - 20 °C / Inert atmosphere

2.1: boron tribromide / 1,2-dichloro-ethane; dichloromethane / 4 h / 20 - 55 °C / Inert atmosphere

2.2: 3 h / 65 °C / Inert atmosphere

3.1: triethylamine / dichloromethane / 0.17 h / 20 °C / Inert atmosphere

3.2: 1 h / 0 - 20 °C / Inert atmosphere

4.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium fluoride / 1,4-dioxane / 85 - 110 °C / Inert atmosphere; Sealed tube

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium fluoride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; boron tribromide; triethylamine; In tetrahydrofuran; 1,4-dioxane; hexane; dichloromethane; 1,2-dichloro-ethane; 4.1: |Suzuki-Miyaura Coupling;
DOI:10.1002/anie.201510570

Reference yield:

: 2785-97-9
(2,6-dimethoxyphenyl)lithium

: 1246888-86-7
3-(t-butyl)-4-(2,6-dimethoxyphenyl)-2,3-dihydrobenzo[d][1,3]oxaphosphole-3-oxide

Guidance literature:: Multi-step reaction with 5 steps

1.1: diethyl ether; tetrahydrofuran; acetonitrile / 4 h / -40 - 20 °C / Inert atmosphere

1.2: 6 h / -15 - 20 °C / Inert atmosphere

1.3: 1 h / 0 - 20 °C / Inert atmosphere

2.1: N,N,N,N,-tetramethylethylenediamine; n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere

2.2: 3.5 h / -78 - 20 °C / Inert atmosphere

3.1: boron tribromide / 1,2-dichloro-ethane; dichloromethane / 4 h / 20 - 55 °C / Inert atmosphere

3.2: 3 h / 65 °C / Inert atmosphere

4.1: triethylamine / dichloromethane / 0.17 h / 20 °C / Inert atmosphere

4.2: 1 h / 0 - 20 °C / Inert atmosphere

5.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium fluoride / 1,4-dioxane / 85 - 110 °C / Inert atmosphere; Sealed tube

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium fluoride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; boron tribromide; triethylamine; In tetrahydrofuran; 1,4-dioxane; diethyl ether; hexane; dichloromethane; 1,2-dichloro-ethane; acetonitrile; 5.1: |Suzuki-Miyaura Coupling;
DOI:10.1002/anie.201510570