tert-butyl(((S)-1-((4R,5R)-5-(2-((4-methoxybenzyl)oxy)ethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)allyl)oxy)dimethylsilane

Base Information

Chemical Name:tert-butyl(((S)-1-((4R,5R)-5-(2-((4-methoxybenzyl)oxy)ethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)allyl)oxy)dimethylsilane
CAS No.:1610954-26-1
Molecular Formula:C₂₄H₄₀O₅Si
Molecular Weight:436.664
Hs Code.:

Synonyms:tert-butyl(((S)-1-((4R,5R)-5-(2-((4-methoxybenzyl)oxy)ethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)allyl)oxy)dimethylsilane

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Chemical Property of tert-butyl(((S)-1-((4R,5R)-5-(2-((4-methoxybenzyl)oxy)ethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)allyl)oxy)dimethylsilane

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Technology Process of tert-butyl(((S)-1-((4R,5R)-5-(2-((4-methoxybenzyl)oxy)ethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)allyl)oxy)dimethylsilane

There total 18 articles about tert-butyl(((S)-1-((4R,5R)-5-(2-((4-methoxybenzyl)oxy)ethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)allyl)oxy)dimethylsilane 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: 91.0%

: 1610954-40-9
(S)-1-((4S,5R)-5-(2-((4-methoxybenzyl)oxy)ethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)prop-2-en-1-ol

: 18162-48-6
tert-butyldimethylsilyl chloride

: 1610954-26-1
tert-butyl(((S)-1-((4R,5R)-5-(2-((4-methoxybenzyl)oxy)ethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)allyl)oxy)dimethylsilane

Guidance literature:: With 1H-imidazole; In dichloromethane; at 0 - 20 ℃; for 3h;
DOI:10.1016/j.tetlet.2014.04.068

Reference yield: 78.0%

: 1610954-25-0
(3R,4R,5S)-5-((tert-butyldimethylsilyl)oxy)-1-((4-methoxybenzyl)oxy)hept-6-ene-3,4-diol

: 77-76-9
2,2-dimethoxy-propane

: 1610954-26-1
tert-butyl(((S)-1-((4R,5R)-5-(2-((4-methoxybenzyl)oxy)ethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)allyl)oxy)dimethylsilane

Guidance literature:: With toluene-4-sulfonic acid; In dichloromethane; at 0 - 20 ℃; for 4h;
DOI:10.1016/j.tetlet.2014.04.068

Reference yield:

: 158817-21-1
(E)-5-(4-methoxybenzyloxy)pent-2-en-1-ol

: 1610954-26-1
tert-butyl(((S)-1-((4R,5R)-5-(2-((4-methoxybenzyl)oxy)ethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)allyl)oxy)dimethylsilane

Guidance literature:: Multi-step reaction with 12 steps

1.1: L-(+)-diisopropyl tartrate; titanium(IV) isopropylate; tert.-butylhydroperoxide / dichloromethane / 12 h / -78 °C / Molecular sieve

2.1: titanium(IV) isopropylate / dichloromethane / 3 h / 0 - 20 °C

3.1: 1H-imidazole; di(n-butyl)tin oxide / dichloromethane / 3 h / 0 - 20 °C

4.1: potassium carbonate; methanol / 2 h / 0 - 20 °C

5.1: pyridinium p-toluenesulfonate / dichloromethane / 6 h / 0 - 20 °C

6.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 0 - 20 °C

7.1: oxalyl dichloride; dimethyl sulfoxide; triethylamine / dichloromethane / 1 h / -78 °C

8.1: benzene / Reflux

9.1: diisobutylaluminium hydride / dichloromethane / 1 h / 0 - 20 °C

10.1: titanium(IV) isopropylate; tert.-butylhydroperoxide; D-(-)-diisopropyl tartrate / dichloromethane / 12 h / Molecular sieve

11.1: 1H-imidazole; iodine; triphenylphosphine / tetrahydrofuran / 1 h / 0 - 20 °C

11.2: Reflux

12.1: 1H-imidazole / dichloromethane / 3 h / 0 - 20 °C

With 1H-imidazole; titanium(IV) isopropylate; methanol; tert.-butylhydroperoxide; oxalyl dichloride; L-(+)-diisopropyl tartrate; tetrabutyl ammonium fluoride; iodine; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; di(n-butyl)tin oxide; potassium carbonate; D-(-)-diisopropyl tartrate; dimethyl sulfoxide; triethylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; benzene; 7.1: |Swern Oxidation / 8.1: |Wittig Olefination / 10.1: |Sharpless Asymmetric Epoxidation;
DOI:10.1016/j.tetlet.2014.04.068