2-[2-(1,3-dioxolan-2-yl)ethyl]-N-[(1R)-2-hydroxy-1-phenylethyl]benzamide

Base Information

Chemical Name:2-[2-(1,3-dioxolan-2-yl)ethyl]-N-[(1R)-2-hydroxy-1-phenylethyl]benzamide
CAS No.:1229616-17-4
Molecular Formula:C₂₀H₂₃NO₄
Molecular Weight:341.407
Hs Code.:

Synonyms:2-[2-(1,3-dioxolan-2-yl)ethyl]-N-[(1R)-2-hydroxy-1-phenylethyl]benzamide

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Chemical Property of 2-[2-(1,3-dioxolan-2-yl)ethyl]-N-[(1R)-2-hydroxy-1-phenylethyl]benzamide

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Technology Process of 2-[2-(1,3-dioxolan-2-yl)ethyl]-N-[(1R)-2-hydroxy-1-phenylethyl]benzamide

There total 5 articles about 2-[2-(1,3-dioxolan-2-yl)ethyl]-N-[(1R)-2-hydroxy-1-phenylethyl]benzamide 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: 74.0%

: 1229616-16-3
2-[2-(1,3-dioxolan-2-yl)ethyl]benzoic acid

: 56613-80-0
D-2-phenylglycinol

: 1229616-17-4
2-[2-(1,3-dioxolan-2-yl)ethyl]-N-[(1R)-2-hydroxy-1-phenylethyl]benzamide

Guidance literature:: 2-[2-(1,3-dioxolan-2-yl)ethyl]benzoic acid; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; for 0.0833333h; Inert atmosphere;

D-2-phenylglycinol; In dichloromethane; at 20 ℃; for 20.25h; Inert atmosphere; Reflux;
DOI:10.1039/c5ob00731c

Reference yield: 45.0%

: C₁₂H₁₃ClO₃

: 56613-80-0
D-2-phenylglycinol

: 1229616-17-4
2-[2-(1,3-dioxolan-2-yl)ethyl]-N-[(1R)-2-hydroxy-1-phenylethyl]benzamide

Guidance literature:: With sodium hydroxide; In dichloromethane; water;
DOI:10.1016/j.tetasy.2010.03.019

Reference yield:

: 583-55-1
1-Bromo-2-iodobenzene

: 1229616-17-4
2-[2-(1,3-dioxolan-2-yl)ethyl]-N-[(1R)-2-hydroxy-1-phenylethyl]benzamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydrogencarbonate; palladium diacetate; N-benzyl-N,N,N-triethylammonium chloride / N,N-dimethyl-formamide / 5.5 h / 45 °C

2.1: chloroform / Reflux

3.1: n-butyllithium / tetrahydrofuran; hexane / 0.17 h / -80 °C / Inert atmosphere

3.2: 1.25 h / Inert atmosphere

4.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0.08 h / Inert atmosphere

4.2: 20.25 h / 20 °C / Inert atmosphere; Reflux

With n-butyllithium; N-benzyl-N,N,N-triethylammonium chloride; palladium diacetate; sodium hydrogencarbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; hexane; dichloromethane; chloroform; N,N-dimethyl-formamide;
DOI:10.1039/c5ob00731c