methyl (2S,3R,4E)-3-(2-(benzyloxy)ethyl)-6-(4-methoxybenzyloxy)-2-(prop-1-en-2-yl)hex-4-enoate

Base Information

Chemical Name:methyl (2S,3R,4E)-3-(2-(benzyloxy)ethyl)-6-(4-methoxybenzyloxy)-2-(prop-1-en-2-yl)hex-4-enoate
CAS No.:1426540-28-4
Molecular Formula:C₂₇H₃₄O₅
Molecular Weight:438.564
Hs Code.:

Synonyms:methyl (2S,3R,4E)-3-(2-(benzyloxy)ethyl)-6-(4-methoxybenzyloxy)-2-(prop-1-en-2-yl)hex-4-enoate

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Chemical Property of methyl (2S,3R,4E)-3-(2-(benzyloxy)ethyl)-6-(4-methoxybenzyloxy)-2-(prop-1-en-2-yl)hex-4-enoate

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Technology Process of methyl (2S,3R,4E)-3-(2-(benzyloxy)ethyl)-6-(4-methoxybenzyloxy)-2-(prop-1-en-2-yl)hex-4-enoate

There total 1 articles about methyl (2S,3R,4E)-3-(2-(benzyloxy)ethyl)-6-(4-methoxybenzyloxy)-2-(prop-1-en-2-yl)hex-4-enoate 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: 79.0%

: 186581-53-3,908094-01-9,334-88-3
diazomethane

: C₂₆H₃₂O₅

: (2S,3E)-6-(benzyloxy)-1-(4-methoxybenzyloxy)hex-3-en-2-yl 3-methylbut-3-enoate

: 1426540-28-4
methyl (2S,3R,4E)-3-(2-(benzyloxy)ethyl)-6-(4-methoxybenzyloxy)-2-(prop-1-en-2-yl)hex-4-enoate

Guidance literature:: (2S,3E)-6-(benzyloxy)-1-(4-methoxybenzyloxy)hex-3-en-2-yl 3-methylbut-3-enoate; With chloro-trimethyl-silane; lithium hexamethyldisilazane; In tetrahydrofuran; at -78 - 20 ℃; for 15h;

diazomethane; C₂₆H₃₂O₅; In diethyl ether; at 0 ℃; for 0.5h;
DOI:10.1021/jo400001t

Reference yield: 86.0%

: 1426540-28-4
methyl (2S,3R,4E)-3-(2-(benzyloxy)ethyl)-6-(4-methoxybenzyloxy)-2-(prop-1-en-2-yl)hex-4-enoate

: 1426540-19-3
(2S,3R,4E)-3-(2-(benzyloxy)ethyl)-6-(4-methoxybenzyloxy)-2-(prop-1-en-2-yl)hex-4-en-1-ol

Guidance literature:: With diisobutylaluminium hydride; In dichloromethane; at 0 ℃; for 1h;
DOI:10.1021/jo400001t

Reference yield:

: 1426540-28-4
methyl (2S,3R,4E)-3-(2-(benzyloxy)ethyl)-6-(4-methoxybenzyloxy)-2-(prop-1-en-2-yl)hex-4-enoate

: 1426540-30-8
(2S,3R,4E)-3-(2-(benzyloxy)ethyl)-6-hydroxy-2-(prop-1-en-2-yl)-hex-4-enyl acetate

Guidance literature:: Multi-step reaction with 3 steps

1: diisobutylaluminium hydride / dichloromethane / 1 h / 0 °C

2: triethylamine; dmap / dichloromethane / 5 h / 0 - 20 °C

3: 2,3-dicyano-5,6-dichloro-p-benzoquinone / water; dichloromethane / 1 h / 0 - 20 °C

With dmap; diisobutylaluminium hydride; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; water;
DOI:10.1021/jo400001t