5'-[2-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)ethyl]-2',3',4'-trimethoxybiphenyl-2-carbaldehyde

Base Information

Chemical Name:5'-[2-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)ethyl]-2',3',4'-trimethoxybiphenyl-2-carbaldehyde
CAS No.:624745-93-3
Molecular Formula:C₂₆H₂₃NO₆
Molecular Weight:445.472
Hs Code.:

Synonyms:5'-[2-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)ethyl]-2',3',4'-trimethoxybiphenyl-2-carbaldehyde

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Chemical Property of 5'-[2-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)ethyl]-2',3',4'-trimethoxybiphenyl-2-carbaldehyde

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Technology Process of 5'-[2-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)ethyl]-2',3',4'-trimethoxybiphenyl-2-carbaldehyde

There total 4 articles about 5'-[2-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)ethyl]-2',3',4'-trimethoxybiphenyl-2-carbaldehyde 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: 94.0%

: 40138-16-7
2-formylbenzene boronic acid

: 624745-92-2
2-[2-(5-bromo-2,3,4-trimethoxyphenyl)ethyl]isoindoline-1,3-dione

: 624745-93-3
5'-[2-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)ethyl]-2',3',4'-trimethoxybiphenyl-2-carbaldehyde

Guidance literature:: With potassium phosphate; CyJohnPhos; palladium diacetate; In toluene; at 100 ℃; for 15h;
DOI:10.1002/chem.200400220

Reference yield:

: 174518-83-3
1-bromo-5-iodo-2,3,4-trimethoxybenzene

: 624745-93-3
5'-[2-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)ethyl]-2',3',4'-trimethoxybiphenyl-2-carbaldehyde

Guidance literature:: Multi-step reaction with 3 steps

1: 51 percent / tri(o-tolyl)phosphane; (iPr)2NEt / Pd(OAc)2 / acetonitrile / 20 h / 100 °C

2: 100 percent / H₂ / [Ir(cod)(pyridine)(PCy₃)]PF₆ / CH₂Cl₂ / 760 Torr

3: 94 percent / K₃PO₄; 2-(dicyclohexylphosphanyl)biphenyl / Pd(OAc)2 / toluene / 15 h / 100 °C

With potassium phosphate; hydrogen; N-ethyl-N,N-diisopropylamine; tris-(o-tolyl)phosphine; CyJohnPhos; palladium diacetate; Crabtree's catalyst; In dichloromethane; toluene; acetonitrile; 1: Heck reaction / 3: Suzuki coupling;
DOI:10.1002/chem.200400220

Reference yield:

: 10385-36-1
2,3,4-trimethoxybromobenzene

: 624745-93-3
5'-[2-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)ethyl]-2',3',4'-trimethoxybiphenyl-2-carbaldehyde

Guidance literature:: Multi-step reaction with 4 steps

1: 81 percent / I₂; HgO / CH₂Cl₂ / 20 °C

2: 51 percent / tri(o-tolyl)phosphane; (iPr)2NEt / Pd(OAc)2 / acetonitrile / 20 h / 100 °C

3: 100 percent / H₂ / [Ir(cod)(pyridine)(PCy₃)]PF₆ / CH₂Cl₂ / 760 Torr

4: 94 percent / K₃PO₄; 2-(dicyclohexylphosphanyl)biphenyl / Pd(OAc)2 / toluene / 15 h / 100 °C

With potassium phosphate; hydrogen; iodine; N-ethyl-N,N-diisopropylamine; tris-(o-tolyl)phosphine; mercury(II) oxide; CyJohnPhos; palladium diacetate; Crabtree's catalyst; In dichloromethane; toluene; acetonitrile; 2: Heck reaction / 4: Suzuki coupling;
DOI:10.1002/chem.200400220