(2S,3R,E)-3-[2-(benzyloxy)ethyl]-6-(methoxymethoxy)-2-(prop-1-en-2-yl)hex-4-enamide

Base Information

Chemical Name:(2S,3R,E)-3-[2-(benzyloxy)ethyl]-6-(methoxymethoxy)-2-(prop-1-en-2-yl)hex-4-enamide
CAS No.:1630067-62-7
Molecular Formula:C₂₀H₂₉NO₄
Molecular Weight:347.455
Hs Code.:

Synonyms:(2S,3R,E)-3-[2-(benzyloxy)ethyl]-6-(methoxymethoxy)-2-(prop-1-en-2-yl)hex-4-enamide

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Chemical Property of (2S,3R,E)-3-[2-(benzyloxy)ethyl]-6-(methoxymethoxy)-2-(prop-1-en-2-yl)hex-4-enamide

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Technology Process of (2S,3R,E)-3-[2-(benzyloxy)ethyl]-6-(methoxymethoxy)-2-(prop-1-en-2-yl)hex-4-enamide

There total 3 articles about (2S,3R,E)-3-[2-(benzyloxy)ethyl]-6-(methoxymethoxy)-2-(prop-1-en-2-yl)hex-4-enamide 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: 95.5%

: 1630067-60-5
(2S,3R,E)-3-[2-(benzyloxy)ethyl]-6-(methoxymethoxy)-2-(prop-1-en-2-yl)hex-4-enoic acid

: 1630067-62-7
(2S,3R,E)-3-[2-(benzyloxy)ethyl]-6-(methoxymethoxy)-2-(prop-1-en-2-yl)hex-4-enamide

Guidance literature:: (2S,3R,E)-3-[2-(benzyloxy)ethyl]-6-(methoxymethoxy)-2-(prop-1-en-2-yl)hex-4-enoic acid; With pyridine; di-tert-butyl dicarbonate; In ethyl acetate; at 20 ℃; for 3h; Inert atmosphere;

With ammonium hydroxide; In ethyl acetate; for 2h; Inert atmosphere;
DOI:10.1002/ejoc.201402452

Reference yield:

: 1630067-58-1
(R,E)-6-(benzyloxy)-1-(methoxymethoxy)hex-3-en-2-ol

: 1630067-62-7
(2S,3R,E)-3-[2-(benzyloxy)ethyl]-6-(methoxymethoxy)-2-(prop-1-en-2-yl)hex-4-enamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: dicyclohexyl-carbodiimide; dmap / dichloromethane / 5.17 h / 0 °C / Inert atmosphere

2.1: chloro-trimethyl-silane; lithium hexamethyldisilazane / tetrahydrofuran; diethyl ether / 2.83 h / -78 - -20 °C / Inert atmosphere

3.1: di-tert-butyl dicarbonate; pyridine / ethyl acetate / 3 h / 20 °C / Inert atmosphere

3.2: 2 h / Inert atmosphere

With pyridine; dmap; chloro-trimethyl-silane; di-tert-butyl dicarbonate; dicyclohexyl-carbodiimide; lithium hexamethyldisilazane; In tetrahydrofuran; diethyl ether; dichloromethane; ethyl acetate;
DOI:10.1002/ejoc.201402452

Reference yield:

: 1630067-59-2
(R,E)-6-(benzyloxy)-1-(methoxymethoxy)hex-3-en-2-yl 3-methylbut-3-enoate

: 1630067-62-7
(2S,3R,E)-3-[2-(benzyloxy)ethyl]-6-(methoxymethoxy)-2-(prop-1-en-2-yl)hex-4-enamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: chloro-trimethyl-silane; lithium hexamethyldisilazane / tetrahydrofuran; diethyl ether / 2.83 h / -78 - -20 °C / Inert atmosphere

2.1: di-tert-butyl dicarbonate; pyridine / ethyl acetate / 3 h / 20 °C / Inert atmosphere

2.2: 2 h / Inert atmosphere

With pyridine; chloro-trimethyl-silane; di-tert-butyl dicarbonate; lithium hexamethyldisilazane; In tetrahydrofuran; diethyl ether; ethyl acetate;
DOI:10.1002/ejoc.201402452