3-{4-[(tert-butyl)dimethylsilyloxy]but-1-ynyl}-5-(4,4,5,5-tetramethyl-1-3-2-dioxaborolan-2-yl)phenyl(diphenyl)phosphane oxide

Base Information

Chemical Name:3-{4-[(tert-butyl)dimethylsilyloxy]but-1-ynyl}-5-(4,4,5,5-tetramethyl-1-3-2-dioxaborolan-2-yl)phenyl(diphenyl)phosphane oxide
CAS No.:328917-34-6
Molecular Formula:C₃₄H₄₄BO₄PSi
Molecular Weight:586.591
Hs Code.:

Synonyms:3-{4-[(tert-butyl)dimethylsilyloxy]but-1-ynyl}-5-(4,4,5,5-tetramethyl-1-3-2-dioxaborolan-2-yl)phenyl(diphenyl)phosphane oxide

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Chemical Property of 3-{4-[(tert-butyl)dimethylsilyloxy]but-1-ynyl}-5-(4,4,5,5-tetramethyl-1-3-2-dioxaborolan-2-yl)phenyl(diphenyl)phosphane oxide

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Technology Process of 3-{4-[(tert-butyl)dimethylsilyloxy]but-1-ynyl}-5-(4,4,5,5-tetramethyl-1-3-2-dioxaborolan-2-yl)phenyl(diphenyl)phosphane oxide

There total 8 articles about 3-{4-[(tert-butyl)dimethylsilyloxy]but-1-ynyl}-5-(4,4,5,5-tetramethyl-1-3-2-dioxaborolan-2-yl)phenyl(diphenyl)phosphane 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: 47.0%

: 328917-33-5
2-(3-{4-[(tert-butyl)dimethylsilyloxy]but-1-ynyl}-5-(diphenylphosphanyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxoborolane

: 328917-34-6
3-{4-[(tert-butyl)dimethylsilyloxy]but-1-ynyl}-5-(4,4,5,5-tetramethyl-1-3-2-dioxaborolan-2-yl)phenyl(diphenyl)phosphane oxide

Guidance literature:: With FeCl*H₂O; oxygen; potassium thioacyanate; iodine; In acetonitrile; at 80 ℃; for 0.75h;
DOI:10.1002/1522-2675(20001108)83:11<2865::AID-HLCA2865>3.0.CO;2-A

Reference yield:

: 76-09-5
2,3-dimethyl-2,3-butane diol

: 328917-34-6
3-{4-[(tert-butyl)dimethylsilyloxy]but-1-ynyl}-5-(4,4,5,5-tetramethyl-1-3-2-dioxaborolan-2-yl)phenyl(diphenyl)phosphane oxide

Guidance literature:: Multi-step reaction with 2 steps

1: 10.2 g / toluene / 2 h / Heating

2: 47 percent / FeCl*H₂O; KSCN; O₂ / I₂ / acetonitrile / 0.75 h / 80 °C

With FeCl*H₂O; oxygen; potassium thioacyanate; iodine; In toluene; acetonitrile;
DOI:10.1002/1522-2675(20001108)83:11<2865::AID-HLCA2865>3.0.CO;2-A

Reference yield:

: 626-39-1
1,3,5-trisbromobenzene

: 328917-34-6
3-{4-[(tert-butyl)dimethylsilyloxy]but-1-ynyl}-5-(4,4,5,5-tetramethyl-1-3-2-dioxaborolan-2-yl)phenyl(diphenyl)phosphane oxide

Guidance literature:: Multi-step reaction with 7 steps

1.1: BuLi / diethyl ether; hexane / 0.5 h / -90 °C

1.2: 56 percent / I₂ / diethyl ether; hexane; tetrahydrofuran / -90 - 20 °C

2.1: 90 percent / CuI; Et₃N / PdCl₂(PPh₃)2 / 1.5 h / 20 °C

3.1: 99 percent / imidazole / dimethylformamide / 16 h / 20 °C

4.1: BuLi / tetrahydrofuran; hexane / 0.5 h / -90 °C

4.2: 78 percent / tetrahydrofuran; hexane / 2 h / -90 - 20 °C

5.1: BuLi / tetrahydrofuran / 0.5 h / -90 °C

5.2: tetrahydrofuran / 1 h / -90 - 20 °C / sonication

6.1: 10.2 g / toluene / 2 h / Heating

7.1: 47 percent / FeCl*H₂O; KSCN; O₂ / I₂ / acetonitrile / 0.75 h / 80 °C

With 1H-imidazole; copper(l) iodide; n-butyllithium; FeCl*H₂O; oxygen; potassium thioacyanate; triethylamine; bis-triphenylphosphine-palladium(II) chloride; iodine; In tetrahydrofuran; diethyl ether; hexane; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1002/1522-2675(20001108)83:11<2865::AID-HLCA2865>3.0.CO;2-A