3-(2,3-dihydro-1H-naphtho[1,8-de]-1,3,2-diazaborinyl)-4,6',6''-trimethoxy-4'''-methyl-1,1':3',1'':3'',1'''-quaterphenyl

Base Information

Chemical Name:3-(2,3-dihydro-1H-naphtho[1,8-de]-1,3,2-diazaborinyl)-4,6',6''-trimethoxy-4'''-methyl-1,1':3',1'':3'',1'''-quaterphenyl
CAS No.:927384-58-5
Molecular Formula:C₃₈H₃₃BN₂O₃
Molecular Weight:576.503
Hs Code.:

Synonyms:3-(2,3-dihydro-1H-naphtho[1,8-de]-1,3,2-diazaborinyl)-4,6',6''-trimethoxy-4'''-methyl-1,1':3',1'':3'',1'''-quaterphenyl

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Chemical Property of 3-(2,3-dihydro-1H-naphtho[1,8-de]-1,3,2-diazaborinyl)-4,6',6''-trimethoxy-4'''-methyl-1,1':3',1'':3'',1'''-quaterphenyl

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Technology Process of 3-(2,3-dihydro-1H-naphtho[1,8-de]-1,3,2-diazaborinyl)-4,6',6''-trimethoxy-4'''-methyl-1,1':3',1'':3'',1'''-quaterphenyl

There total 7 articles about 3-(2,3-dihydro-1H-naphtho[1,8-de]-1,3,2-diazaborinyl)-4,6',6''-trimethoxy-4'''-methyl-1,1':3',1'':3'',1'''-quaterphenyl 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: 75.0%

: 927384-45-0
4-bromo-2-(2,3-dihydro-1H-naphtho[1,8-de]-1,3,2-diazaborinyl)-1-methoxybenzene

: 927384-56-3
3-(2,3-dihydro-1H-naphtho[1,8-de]-1,3,2-diazaborinyl)-4,6'-dimethoxy-4''-methyl-1,1':3',1''-terphenyl

: 927384-58-5
3-(2,3-dihydro-1H-naphtho[1,8-de]-1,3,2-diazaborinyl)-4,6',6''-trimethoxy-4'''-methyl-1,1':3',1'':3'',1'''-quaterphenyl

Guidance literature:: With water; cesium fluoride; bis(tri-t-butylphosphine)palladium⁽⁰⁾; In tetrahydrofuran; water; B compd. reacted with aq. acid in THF at room temp., reacted with Pd complex and CsF in THF at 60°C;
DOI:10.1021/ja067975p

Reference yield:

: 927384-45-0
4-bromo-2-(2,3-dihydro-1H-naphtho[1,8-de]-1,3,2-diazaborinyl)-1-methoxybenzene

: 927384-57-4
C₂₁H₂₁BO₄

: 927384-58-5
3-(2,3-dihydro-1H-naphtho[1,8-de]-1,3,2-diazaborinyl)-4,6',6''-trimethoxy-4'''-methyl-1,1':3',1'':3'',1'''-quaterphenyl

Guidance literature:: With cesium fluoride; bis(tri-t-butylphosphine)palladium⁽⁰⁾; In tetrahydrofuran; at 60 ℃; for 4h;
DOI:10.1021/ja067975p

Reference yield:

: 89694-45-1
5-bromo-2-methoxyphenylboronic acid

: 927384-58-5
3-(2,3-dihydro-1H-naphtho[1,8-de]-1,3,2-diazaborinyl)-4,6',6''-trimethoxy-4'''-methyl-1,1':3',1'':3'',1'''-quaterphenyl

Guidance literature:: Multi-step reaction with 4 steps

1: 96 percent / toluene / Heating

2: 1.55 g / CsF / Pd[P(t-Bu)3]2 / tetrahydrofuran / 9 h / 60 °C

3: aq. H₂SO₄ / tetrahydrofuran / 14 h / 20 °C

4: 123.7 mg / CsF / Pd[P(t-Bu)3]2 / tetrahydrofuran / 4 h / 60 °C

With sulfuric acid; cesium fluoride; bis(tri-t-butylphosphine)palladium⁽⁰⁾; In tetrahydrofuran; toluene; 2: Suzuki-Miyaura reaction / 4: Suzuki-Miyaura reaction;
DOI:10.1021/ja067975p