(S)-1-[(2R,4R,6R)-6-(benzyloxymethyl)-2-methyl-1,3-dioxan-4-yl]pent-4-en-2-ol

Base Information

Chemical Name:(S)-1-[(2R,4R,6R)-6-(benzyloxymethyl)-2-methyl-1,3-dioxan-4-yl]pent-4-en-2-ol
CAS No.:1357931-49-7
Molecular Formula:C₁₈H₂₆O₄
Molecular Weight:306.402
Hs Code.:

Synonyms:(S)-1-[(2R,4R,6R)-6-(benzyloxymethyl)-2-methyl-1,3-dioxan-4-yl]pent-4-en-2-ol

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Chemical Property of (S)-1-[(2R,4R,6R)-6-(benzyloxymethyl)-2-methyl-1,3-dioxan-4-yl]pent-4-en-2-ol

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Technology Process of (S)-1-[(2R,4R,6R)-6-(benzyloxymethyl)-2-methyl-1,3-dioxan-4-yl]pent-4-en-2-ol

There total 2 articles about (S)-1-[(2R,4R,6R)-6-(benzyloxymethyl)-2-methyl-1,3-dioxan-4-yl]pent-4-en-2-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: 87.0%

: 1357931-48-6
2-[(2R,4S,6R)-6-(benzyloxymethyl)-2-methyl-1,3-dioxan-4-yl]acetaldehyde

: 24850-33-7
allyltributylstanane

: 1357931-49-7
(S)-1-[(2R,4R,6R)-6-(benzyloxymethyl)-2-methyl-1,3-dioxan-4-yl]pent-4-en-2-ol

Guidance literature:: With titanium(IV) isopropylate; (R)-1,1'-Bi-2-naphthol; titanium tetrachloride; silver(l) oxide; In dichloromethane; at -15 - 20 ℃; for 48h; Inert atmosphere; Darkness;
DOI:10.1021/ja208668u

Reference yield:

: 58931-16-1,88981-35-5,110339-28-1
(R)-1-benzyloxypent-4-en-2-ol

: 1357931-49-7
(S)-1-[(2R,4R,6R)-6-(benzyloxymethyl)-2-methyl-1,3-dioxan-4-yl]pent-4-en-2-ol

Guidance literature:: Multi-step reaction with 4 steps

1: Hoveyda-Grubbs catalyst second generation / dichloromethane / 4 h / Inert atmosphere; Reflux

2: 2,6-dimethylpyridine / dichloromethane / 0.17 h / -78 °C / Inert atmosphere; Reflux

3: bismuth (III) nitrate pentahydrate / dichloromethane / 20 °C

4: titanium(IV) isopropylate; (R)-1,1'-Bi-2-naphthol; titanium tetrachloride; silver(l) oxide / dichloromethane / 48 h / -15 - 20 °C / Inert atmosphere; Darkness

With 2,6-dimethylpyridine; titanium(IV) isopropylate; Hoveyda-Grubbs catalyst second generation; bismuth (III) nitrate pentahydrate; (R)-1,1'-Bi-2-naphthol; titanium tetrachloride; silver(l) oxide; In dichloromethane;
DOI:10.1021/ja208668u

Reference yield: 87.0%

: 1357931-49-7
(S)-1-[(2R,4R,6R)-6-(benzyloxymethyl)-2-methyl-1,3-dioxan-4-yl]pent-4-en-2-ol

: 78-94-4,25038-87-3
methyl vinyl ketone

: 1357931-50-0
(S,E)-7-[(2R,4R,6R)-6-(benzyloxymethyl)-2-methyl-1,3-dioxan-4-yl]-6-hydroxyhept-3-en-2-one

Guidance literature:: With Hoveyda-Grubbs catalyst second generation; In dichloromethane; for 2h; Inert atmosphere; Reflux;
DOI:10.1021/ja208668u