(2S,3S,4S,5R)-5-(hydroxymethyl)-2-methoxy-4-(4-methoxybenzyloxy)-3-methyl-3-[2(E)-penten-2-yl]oxolane

Base Information

Chemical Name:(2S,3S,4S,5R)-5-(hydroxymethyl)-2-methoxy-4-(4-methoxybenzyloxy)-3-methyl-3-[2(E)-penten-2-yl]oxolane
CAS No.:536737-72-1
Molecular Formula:C₂₀H₃₀O₅
Molecular Weight:350.455
Hs Code.:

Synonyms:(2S,3S,4S,5R)-5-(hydroxymethyl)-2-methoxy-4-(4-methoxybenzyloxy)-3-methyl-3-[2(E)-penten-2-yl]oxolane

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Chemical Property of (2S,3S,4S,5R)-5-(hydroxymethyl)-2-methoxy-4-(4-methoxybenzyloxy)-3-methyl-3-[2(E)-penten-2-yl]oxolane

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Technology Process of (2S,3S,4S,5R)-5-(hydroxymethyl)-2-methoxy-4-(4-methoxybenzyloxy)-3-methyl-3-[2(E)-penten-2-yl]oxolane

There total 3 articles about (2S,3S,4S,5R)-5-(hydroxymethyl)-2-methoxy-4-(4-methoxybenzyloxy)-3-methyl-3-[2(E)-penten-2-yl]oxolane 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:

: 824-94-2
p-methoxybenzyl chloride

: 536737-72-1
(2S,3S,4S,5R)-5-(hydroxymethyl)-2-methoxy-4-(4-methoxybenzyloxy)-3-methyl-3-[2(E)-penten-2-yl]oxolane

Guidance literature:: Multi-step reaction with 3 steps

1.1: KH / tetrahydrofuran / 1 h / 20 °C

1.2: 80 percent / tetrahydrofuran / 20 °C

2.1: 95 percent / tetrabutylammonium fluoride / tetrahydrofuran / 3 h / 20 °C

3.1: 88 percent / HCl / diethyl ether / 1.5 h / 20 °C

With hydrogenchloride; tetrabutyl ammonium fluoride; potassium hydride; In tetrahydrofuran; diethyl ether;
DOI:10.1021/ja034332q

Reference yield:

: 536737-70-9
(2R,3R,4S)-3-hydroxy-4-(1,3-dioxolan-2-yl)-4,5-dimethyl-1,2-bis(triisopropylsiloxy)-5(E)-octene

: 536737-72-1
(2S,3S,4S,5R)-5-(hydroxymethyl)-2-methoxy-4-(4-methoxybenzyloxy)-3-methyl-3-[2(E)-penten-2-yl]oxolane

Guidance literature:: Multi-step reaction with 3 steps

1.1: KH / tetrahydrofuran / 1 h / 20 °C

1.2: 80 percent / tetrahydrofuran / 20 °C

2.1: 95 percent / tetrabutylammonium fluoride / tetrahydrofuran / 3 h / 20 °C

3.1: 88 percent / HCl / diethyl ether / 1.5 h / 20 °C

With hydrogenchloride; tetrabutyl ammonium fluoride; potassium hydride; In tetrahydrofuran; diethyl ether;
DOI:10.1021/ja034332q

Reference yield:

: 536737-71-0
(2R,3R,4S)-3-(4-methoxybenzyloxy)-4-(1,3-dioxolan-2-yl)-4,5-dimethyl-1,2-bis(triisopropylsiloxy)-5(E)-octene

: 536737-72-1
(2S,3S,4S,5R)-5-(hydroxymethyl)-2-methoxy-4-(4-methoxybenzyloxy)-3-methyl-3-[2(E)-penten-2-yl]oxolane

Guidance literature:: Multi-step reaction with 2 steps

1: 95 percent / tetrabutylammonium fluoride / tetrahydrofuran / 3 h / 20 °C

2: 88 percent / HCl / diethyl ether / 1.5 h / 20 °C

With hydrogenchloride; tetrabutyl ammonium fluoride; In tetrahydrofuran; diethyl ether;
DOI:10.1021/ja034332q