(2R,4R,5S,6E,8S,9Z)-5-hydroxy-4-(hydroxymethyl)-1-((4-methoxybenzyl)oxy)-2,6,8-trimethylundeca-6,9-dien-3-one

Base Information

Chemical Name:(2R,4R,5S,6E,8S,9Z)-5-hydroxy-4-(hydroxymethyl)-1-((4-methoxybenzyl)oxy)-2,6,8-trimethylundeca-6,9-dien-3-one
CAS No.:1374568-59-8
Molecular Formula:C₂₃H₃₄O₅
Molecular Weight:390.52
Hs Code.:

Synonyms:(2R,4R,5S,6E,8S,9Z)-5-hydroxy-4-(hydroxymethyl)-1-((4-methoxybenzyl)oxy)-2,6,8-trimethylundeca-6,9-dien-3-one

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Chemical Property of (2R,4R,5S,6E,8S,9Z)-5-hydroxy-4-(hydroxymethyl)-1-((4-methoxybenzyl)oxy)-2,6,8-trimethylundeca-6,9-dien-3-one

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Technology Process of (2R,4R,5S,6E,8S,9Z)-5-hydroxy-4-(hydroxymethyl)-1-((4-methoxybenzyl)oxy)-2,6,8-trimethylundeca-6,9-dien-3-one

There total 1 articles about (2R,4R,5S,6E,8S,9Z)-5-hydroxy-4-(hydroxymethyl)-1-((4-methoxybenzyl)oxy)-2,6,8-trimethylundeca-6,9-dien-3-one 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: 95.0%

: 915234-74-1
(2R,4R,5S,6E,8S,9Z)-4-(tert-butyldimethylsilyloxymethyl)-5-hydroxy-1-(p-methoxybenzyloxy)-2,6,8-trimethylundeca-6,9-diene-3-one

: 1374568-59-8
(2R,4R,5S,6E,8S,9Z)-5-hydroxy-4-(hydroxymethyl)-1-((4-methoxybenzyl)oxy)-2,6,8-trimethylundeca-6,9-dien-3-one

Guidance literature:: With pyridine; pyridine hydrogenfluoride; In tetrahydrofuran; at 0 - 20 ℃; for 4h;
DOI:10.1002/cmdc.201100576

Reference yield: 80.0%

: 1374568-59-8
(2R,4R,5S,6E,8S,9Z)-5-hydroxy-4-(hydroxymethyl)-1-((4-methoxybenzyl)oxy)-2,6,8-trimethylundeca-6,9-dien-3-one

: 75-36-5
acetyl chloride

: 1374568-60-1
(2R,3S,4E,6S,7Z)-3-hydroxy-2-((R)-3-((4-methoxybenzyl)oxy)-2-methylpropanoyl)-4,6-dimethylnona-4,7-dien-1-yl acetate

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; at -78 - -50 ℃; for 22h;
DOI:10.1002/cmdc.201100576

Reference yield:

: 1374568-59-8
(2R,4R,5S,6E,8S,9Z)-5-hydroxy-4-(hydroxymethyl)-1-((4-methoxybenzyl)oxy)-2,6,8-trimethylundeca-6,9-dien-3-one

: 1374568-61-2
(2R,4R)-2-((S)-hydroxy((2R,3R)-2-methyl-3-((S,Z)-pent-3-en-2-yl)oxiran-2-yl)methyl)-5-((4-methoxybenzyl)oxy)-4-methyl-3-oxopentyl acetate

Guidance literature:: Multi-step reaction with 2 steps

1: N-ethyl-N,N-diisopropylamine / dichloromethane / 22 h / -78 - -50 °C

2: sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid / dichloromethane / 17 h / -78 - -40 °C

With sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; 2: Henbest epoxidation;
DOI:10.1002/cmdc.201100576