(2S,5S,6S)-1-((4-methoxybenzyl)oxy)-5-(methoxymethoxy)-2,6-dimethyloct-7-en-4-ol

Base Information

Chemical Name:(2S,5S,6S)-1-((4-methoxybenzyl)oxy)-5-(methoxymethoxy)-2,6-dimethyloct-7-en-4-ol
CAS No.:1449588-78-6
Molecular Formula:C₂₀H₃₂O₅
Molecular Weight:352.471
Hs Code.:

Synonyms:(2S,5S,6S)-1-((4-methoxybenzyl)oxy)-5-(methoxymethoxy)-2,6-dimethyloct-7-en-4-ol

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Chemical Property of (2S,5S,6S)-1-((4-methoxybenzyl)oxy)-5-(methoxymethoxy)-2,6-dimethyloct-7-en-4-ol

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Technology Process of (2S,5S,6S)-1-((4-methoxybenzyl)oxy)-5-(methoxymethoxy)-2,6-dimethyloct-7-en-4-ol

There total 6 articles about (2S,5S,6S)-1-((4-methoxybenzyl)oxy)-5-(methoxymethoxy)-2,6-dimethyloct-7-en-4-ol 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:

: 1449588-76-4
(2S,3S)-2-(methoxymethoxy)-3-methylpent-4-enal

: 220018-27-9
(R)-1-((3-bromo-2-methylpropoxy)methyl)-4-methoxybenzene

: 1449588-78-6
(2S,5S,6S)-1-((4-methoxybenzyl)oxy)-5-(methoxymethoxy)-2,6-dimethyloct-7-en-4-ol

: 1449588-77-5
(2S,5S,6S)-1-((4-methoxybenzyl)oxy)-5-(methoxymethoxy)-2,6-dimethyloct-7-en-4-ol

Guidance literature:: (R)-1-((3-bromo-2-methylpropoxy)methyl)-4-methoxybenzene; With tert.-butyl lithium; magnesium bromide; In diethyl ether; pentane; at -78 ℃; for 0.383333h; Inert atmosphere;

(2S,3S)-2-(methoxymethoxy)-3-methylpent-4-enal; In diethyl ether; pentane; at -78 ℃; for 1.55h; Overall yield = 96 %; Inert atmosphere;
DOI:10.1021/jo401480t

Reference yield:

: 479196-36-6
(2S,3S)-1-((tert-butyldimethylsilyl)oxy)-3-methylpent-4-en-2-ol

: 1449588-78-6
(2S,5S,6S)-1-((4-methoxybenzyl)oxy)-5-(methoxymethoxy)-2,6-dimethyloct-7-en-4-ol

: 1449588-77-5
(2S,5S,6S)-1-((4-methoxybenzyl)oxy)-5-(methoxymethoxy)-2,6-dimethyloct-7-en-4-ol

Guidance literature:: Multi-step reaction with 4 steps

1.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 12 h / 0 - 20 °C / Inert atmosphere

2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 3 h / 0 - 20 °C / Inert atmosphere

3.1: 4-methylmorpholine N-oxide; tetrapropylammonium perruthennate / dichloromethane / 2 h / 20 °C / Molecular sieve; Inert atmosphere

4.1: tert.-butyl lithium; magnesium bromide / diethyl ether; pentane / 0.38 h / -78 °C / Inert atmosphere

4.2: 1.55 h / -78 °C / Inert atmosphere

With tetrapropylammonium perruthennate; tetrabutyl ammonium fluoride; tert.-butyl lithium; 4-methylmorpholine N-oxide; N-ethyl-N,N-diisopropylamine; magnesium bromide; In tetrahydrofuran; diethyl ether; dichloromethane; pentane; 3.1: |Parikh-Doering Oxidation;
DOI:10.1021/jo401480t

Reference yield:

: 1449588-74-2
(S)-5-((S)-but-3-en-2-yl)-8,8,9,9-tetramethyl-2,4,7-trioxa-8-siladecane

: 1449588-78-6
(2S,5S,6S)-1-((4-methoxybenzyl)oxy)-5-(methoxymethoxy)-2,6-dimethyloct-7-en-4-ol

: 1449588-77-5
(2S,5S,6S)-1-((4-methoxybenzyl)oxy)-5-(methoxymethoxy)-2,6-dimethyloct-7-en-4-ol

Guidance literature:: Multi-step reaction with 3 steps

1.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 3 h / 0 - 20 °C / Inert atmosphere

2.1: 4-methylmorpholine N-oxide; tetrapropylammonium perruthennate / dichloromethane / 2 h / 20 °C / Molecular sieve; Inert atmosphere

3.1: tert.-butyl lithium; magnesium bromide / diethyl ether; pentane / 0.38 h / -78 °C / Inert atmosphere

3.2: 1.55 h / -78 °C / Inert atmosphere

With tetrapropylammonium perruthennate; tetrabutyl ammonium fluoride; tert.-butyl lithium; 4-methylmorpholine N-oxide; magnesium bromide; In tetrahydrofuran; diethyl ether; dichloromethane; pentane; 2.1: |Parikh-Doering Oxidation;
DOI:10.1021/jo401480t