3-{6-[2-(2-hydroxy-ethyl)-phenyl]-benzo[1,3]dioxol-5-yl}-N-(1-phenyl-ethyl)-propionamide

Base Information

Chemical Name:3-{6-[2-(2-hydroxy-ethyl)-phenyl]-benzo[1,3]dioxol-5-yl}-N-(1-phenyl-ethyl)-propionamide
CAS No.:791814-77-2
Molecular Formula:C₂₆H₂₇NO₄
Molecular Weight:417.505
Hs Code.:

3-{6-[2-(2-hydroxy-ethyl)-phenyl]-benzo[1,3]dioxol-5-yl}-<i>N</i>-(1-phenyl-ethyl)-propionamide

Synonyms:3-{6-[2-(2-hydroxy-ethyl)-phenyl]-benzo[1,3]dioxol-5-yl}-N-(1-phenyl-ethyl)-propionamide

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Chemical Property of 3-{6-[2-(2-hydroxy-ethyl)-phenyl]-benzo[1,3]dioxol-5-yl}-N-(1-phenyl-ethyl)-propionamide

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Technology Process of 3-{6-[2-(2-hydroxy-ethyl)-phenyl]-benzo[1,3]dioxol-5-yl}-N-(1-phenyl-ethyl)-propionamide

There total 7 articles about 3-{6-[2-(2-hydroxy-ethyl)-phenyl]-benzo[1,3]dioxol-5-yl}-N-(1-phenyl-ethyl)-propionamide 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: 88.0%

: (E)-N-((S)-1-Phenyl-ethyl)-3-(6-{2-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-phenyl}-benzo[1,3]dioxol-5-yl)-acrylamide

: 791814-77-2
3-{6-[2-(2-hydroxy-ethyl)-phenyl]-benzo[1,3]dioxol-5-yl}-N-(1-phenyl-ethyl)-propionamide

Guidance literature:: With hydrogen; palladium on activated charcoal; In methanol; under 760 Torr;
DOI:10.1021/jo049157q

Reference yield:

: 120-57-0,30024-74-9
piperonal

: 791814-77-2
3-{6-[2-(2-hydroxy-ethyl)-phenyl]-benzo[1,3]dioxol-5-yl}-N-(1-phenyl-ethyl)-propionamide

Guidance literature:: Multi-step reaction with 4 steps

1: 84 percent / Br₂; FeCl₃; AcOH

2: 77 percent / Pd(OAc)2; Ph₃P; aq. NaHCO₃ / dioxane / 12 h / Heating

3: 71 percent / tetrahexylammonium iodide; aq. NaOH / CH₂Cl₂

4: 88 percent / H₂ / Pd/C / methanol / 760 Torr

With palladium diacetate; sodium hydroxide; hydrogen; bromine; iron(III) chloride; sodium hydrogencarbonate; tetrahexylammonium iodide; acetic acid; triphenylphosphine; palladium on activated charcoal; In 1,4-dioxane; methanol; dichloromethane; 2: Suzuki coupling;
DOI:10.1021/jo049157q

Reference yield:

: 1074-16-4
2-bromophenylethyl alcohol

: 791814-77-2
3-{6-[2-(2-hydroxy-ethyl)-phenyl]-benzo[1,3]dioxol-5-yl}-N-(1-phenyl-ethyl)-propionamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: 72 percent / camphorsulfonic acid monohydrate / CH₂Cl₂ / 20 °C

2.1: n-BuLi / tetrahydrofuran; hexane / 0.25 h / -78 °C

2.2: trimethyl borate / tetrahydrofuran; hexane / 1.25 h / cooling

3.1: 77 percent / Pd(OAc)2; Ph₃P; aq. NaHCO₃ / dioxane / 12 h / Heating

4.1: 71 percent / tetrahexylammonium iodide; aq. NaOH / CH₂Cl₂

5.1: 88 percent / H₂ / Pd/C / methanol / 760 Torr

With palladium diacetate; sodium hydroxide; n-butyllithium; camphor-10-sulfonic acid; hydrogen; sodium hydrogencarbonate; tetrahexylammonium iodide; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; hexane; dichloromethane; 3.1: Suzuki coupling;
DOI:10.1021/jo049157q