(2R,3S)-N-isopropyl-3-(2-oxo-2-phenylethyl)-2,3-dihydrobenzofuran-2-carboxamide

Base Information

Chemical Name:(2R,3S)-N-isopropyl-3-(2-oxo-2-phenylethyl)-2,3-dihydrobenzofuran-2-carboxamide
CAS No.:1267588-05-5
Molecular Formula:C₂₀H₂₁NO₃
Molecular Weight:323.392
Hs Code.:

Synonyms:(2R,3S)-N-isopropyl-3-(2-oxo-2-phenylethyl)-2,3-dihydrobenzofuran-2-carboxamide

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Chemical Property of (2R,3S)-N-isopropyl-3-(2-oxo-2-phenylethyl)-2,3-dihydrobenzofuran-2-carboxamide

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Technology Process of (2R,3S)-N-isopropyl-3-(2-oxo-2-phenylethyl)-2,3-dihydrobenzofuran-2-carboxamide

There total 4 articles about (2R,3S)-N-isopropyl-3-(2-oxo-2-phenylethyl)-2,3-dihydrobenzofuran-2-carboxamide 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: 65.0%

: 126861-88-9
(E)-2-(2-(3-oxo-3-phenylprop-1-en-1-yl)phenoxy)acetic acid

: 75-31-0
isopropylamine

: 1267588-05-5
(2R,3S)-N-isopropyl-3-(2-oxo-2-phenylethyl)-2,3-dihydrobenzofuran-2-carboxamide

Guidance literature:: (E)-2-(2-(3-oxo-3-phenylprop-1-en-1-yl)phenoxy)acetic acid; With pivaloyl chloride; levamisole hydrochloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 25 ℃; for 0.583333h;

isopropylamine; In N,N-dimethyl-formamide; at 50 ℃; for 1h; stereospecific reaction;
DOI:10.1021/ja109975c

Reference yield:

: 6280-80-4
2-Formylphenoxyacetic acid

: 1267588-05-5
(2R,3S)-N-isopropyl-3-(2-oxo-2-phenylethyl)-2,3-dihydrobenzofuran-2-carboxamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: chloroform / Reflux; Inert atmosphere

2.1: pivaloyl chloride; levamisole hydrochloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 0.58 h / 0 - 25 °C

2.2: 1 h / 50 °C

With pivaloyl chloride; levamisole hydrochloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; chloroform;
DOI:10.1021/ja109975c

Reference yield:

: 70-11-1
α-bromoacetophenone

: 1267588-05-5
(2R,3S)-N-isopropyl-3-(2-oxo-2-phenylethyl)-2,3-dihydrobenzofuran-2-carboxamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: tetrahydrofuran / 4 h / Reflux

1.2: 20 - 25 °C

2.1: chloroform / Reflux; Inert atmosphere

3.1: pivaloyl chloride; levamisole hydrochloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 0.58 h / 0 - 25 °C

3.2: 1 h / 50 °C

With pivaloyl chloride; levamisole hydrochloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; chloroform;
DOI:10.1021/ja109975c