N-[(2R,3S)-3-(2-ethoxyphenoxy)-2-hydroxy-3-phenylpropyl]-2-chloroacetamide

Base Information

Chemical Name:N-[(2R,3S)-3-(2-ethoxyphenoxy)-2-hydroxy-3-phenylpropyl]-2-chloroacetamide
CAS No.:1384288-64-5
Molecular Formula:C₁₉H₂₂ClNO₄
Molecular Weight:363.841
Hs Code.:

Synonyms:N-[(2R,3S)-3-(2-ethoxyphenoxy)-2-hydroxy-3-phenylpropyl]-2-chloroacetamide

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Chemical Property of N-[(2R,3S)-3-(2-ethoxyphenoxy)-2-hydroxy-3-phenylpropyl]-2-chloroacetamide

Chemical Property:

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Technology Process of N-[(2R,3S)-3-(2-ethoxyphenoxy)-2-hydroxy-3-phenylpropyl]-2-chloroacetamide

There total 9 articles about N-[(2R,3S)-3-(2-ethoxyphenoxy)-2-hydroxy-3-phenylpropyl]-2-chloroacetamide 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: 84.0%

: 1384288-63-4
(1S,2R)-3-amino-1-(2-ethoxyphenoxy)-1-phenylpropan-2-ol

: 79-04-9
chloroacetyl chloride

: 1384288-64-5
N-[(2R,3S)-3-(2-ethoxyphenoxy)-2-hydroxy-3-phenylpropyl]-2-chloroacetamide

Guidance literature:: With sodium hydrogencarbonate; In diethyl ether; water; at -10 - 20 ℃;
DOI:10.1016/j.tetasy.2012.04.018

Reference yield:

: 4407-36-7
(2E)-3-phenyl-2-propen-1-ol

: 1384288-64-5
N-[(2R,3S)-3-(2-ethoxyphenoxy)-2-hydroxy-3-phenylpropyl]-2-chloroacetamide

Guidance literature:: Multi-step reaction with 7 steps

1: 1H-imidazole / N,N-dimethyl-formamide / 20 °C

2: AD-mix α; methanesulfonamide; water / tert-butyl alcohol / 9.5 h / 0 °C

3: thionyl chloride; triethylamine / dichloromethane / 0.17 h / 0 °C

4: sodium periodate; ruthenium(III) chloride trihydrate / tetrachloromethane; water; acetonitrile / 1 h / 0 °C

5: tetrabutyl ammonium fluoride

6: palladium 10% on activated carbon; hydrogen / ethyl acetate / 0.5 h

7: sodium hydrogencarbonate / diethyl ether; water / -10 - 20 °C

With 1H-imidazole; sodium periodate; thionyl chloride; methanesulfonamide; ruthenium(III) chloride trihydrate; AD-mix α; palladium 10% on activated carbon; tetrabutyl ammonium fluoride; water; hydrogen; sodium hydrogencarbonate; triethylamine; In tetrachloromethane; diethyl ether; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetonitrile; tert-butyl alcohol;
DOI:10.1016/j.tetasy.2012.04.018

Reference yield:

: 94-71-3
2-Ethoxyphenol

: 1384288-64-5
N-[(2R,3S)-3-(2-ethoxyphenoxy)-2-hydroxy-3-phenylpropyl]-2-chloroacetamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydroxide / water / 1 h / 20 °C

1.2: 5 h / Reflux

2.1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 0.5 h

3.1: sodium hydrogencarbonate / diethyl ether; water / -10 - 20 °C

With palladium 10% on activated carbon; hydrogen; sodium hydrogencarbonate; sodium hydroxide; In diethyl ether; water; ethyl acetate;
DOI:10.1016/j.tetasy.2012.04.018