3-{2-(1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-4-[2-(5-methyl-2-phenyl-oxazol-4-yl)-ethoxy]-phenyl}-propionic acid tert-butyl ester

Base Information

Chemical Name:3-{2-(1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-4-[2-(5-methyl-2-phenyl-oxazol-4-yl)-ethoxy]-phenyl}-propionic acid tert-butyl ester
CAS No.:478541-64-9
Molecular Formula:C₃₄H₃₄N₂O₆
Molecular Weight:566.654
Hs Code.:

3-{2-(1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-4-[2-(5-methyl-2-phenyl-oxazol-4-yl)-ethoxy]-phenyl}-propionic acid <i>tert</i>-butyl ester

Synonyms:3-{2-(1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-4-[2-(5-methyl-2-phenyl-oxazol-4-yl)-ethoxy]-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-[2-(5-methyl-2-phenyl-oxazol-4-yl)-ethoxy]-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-[2-(5-methyl-2-phenyl-oxazol-4-yl)-ethoxy]-phenyl}-propionic acid tert-butyl ester

There total 7 articles about 3-{2-(1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-4-[2-(5-methyl-2-phenyl-oxazol-4-yl)-ethoxy]-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: 71.0%

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

: 170861-68-4
toluene-4-sulfonic acid 2-(5-methyl-2-phenyl-oxazol-4-yl)-ethyl ester

: 478541-64-9
3-{2-(1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-4-[2-(5-methyl-2-phenyl-oxazol-4-yl)-ethoxy]-phenyl}-propionic acid tert-butyl ester

Guidance literature:: With caesium carbonate; In N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2006.09.011

Reference yield:

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

: 478541-64-9
3-{2-(1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-4-[2-(5-methyl-2-phenyl-oxazol-4-yl)-ethoxy]-phenyl}-propionic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 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

6: 71 percent / Cs₂CO₃ / dimethylformamide

With palladium diacetate; N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); tetrabutyl ammonium fluoride; hydrogen; caesium carbonate; 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

: 478541-64-9
3-{2-(1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-4-[2-(5-methyl-2-phenyl-oxazol-4-yl)-ethoxy]-phenyl}-propionic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 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

5: 71 percent / Cs₂CO₃ / dimethylformamide

With palladium diacetate; tetrabutyl ammonium fluoride; hydrogen; caesium carbonate; 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