3-[2-(1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-4-hydroxy-phenyl]-propionic acid tert-butyl ester

Base Information

Chemical Name:3-[2-(1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-4-hydroxy-phenyl]-propionic acid tert-butyl ester
CAS No.:478541-57-0
Molecular Formula:C₂₂H₂₃NO₅
Molecular Weight:381.428
Hs Code.:

3-[2-(1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-4-hydroxy-phenyl]-propionic acid <i>tert</i>-butyl ester

Synonyms:3-[2-(1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-4-hydroxy-phenyl]-propionic acid tert-butyl ester

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Chemical Property of 3-[2-(1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-4-hydroxy-phenyl]-propionic acid tert-butyl ester

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Technology Process of 3-[2-(1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-4-hydroxy-phenyl]-propionic acid tert-butyl ester

There total 6 articles about 3-[2-(1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-4-hydroxy-phenyl]-propionic acid tert-butyl ester 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: 87.0%

: 3-[2-(1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-4-hydroxy-phenyl]-acrylic acid tert-butyl ester

: 478541-57-0
3-[2-(1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-4-hydroxy-phenyl]-propionic acid tert-butyl ester

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethyl acetate; under 3102.89 - 3878.61 Torr;
DOI:10.1016/j.bmcl.2006.09.011

Reference yield:

: 169315-83-7
(4-bromo-3-methylphenoxy)(tert-butyl)dimethylsilane

: 478541-57-0
3-[2-(1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-4-hydroxy-phenyl]-propionic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 100 percent / NBS; AIBN / 1,2-dichloro-ethane

2: 68 percent / dimethylformamide

3: Pd(OAc)2; (o-Tol)3P; i-Pr₂NEt

4: TBAF / tetrahydrofuran

5: 87 percent / H₂ / Pd/C / ethyl acetate / 3102.89 - 3878.61 Torr

With palladium diacetate; N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); tetrabutyl ammonium fluoride; hydrogen; N-ethyl-N,N-diisopropylamine; tris-(o-tolyl)phosphine; palladium on activated charcoal; In tetrahydrofuran; ethyl acetate; 1,2-dichloro-ethane; N,N-dimethyl-formamide; 3: Heck coupling;
DOI:10.1016/j.bmcl.2006.09.011

Reference yield:

: 164513-32-0
(4-bromo-3-(bromomethyl)phenoxy)(tert-butyl)dimethylsilane

: 478541-57-0
3-[2-(1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-4-hydroxy-phenyl]-propionic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 68 percent / dimethylformamide

2: Pd(OAc)2; (o-Tol)3P; i-Pr₂NEt

3: TBAF / tetrahydrofuran

4: 87 percent / H₂ / Pd/C / ethyl acetate / 3102.89 - 3878.61 Torr

With palladium diacetate; tetrabutyl ammonium fluoride; hydrogen; N-ethyl-N,N-diisopropylamine; tris-(o-tolyl)phosphine; palladium on activated charcoal; In tetrahydrofuran; ethyl acetate; N,N-dimethyl-formamide; 2: Heck coupling;
DOI:10.1016/j.bmcl.2006.09.011