(S)-(+)-2-[2-(2,2,4-trimethyl-1,3-dioxolan-4-yl)ethyl]-4-methoxy-1-(methoxymethox)ybenzene

Base Information

Chemical Name:(S)-(+)-2-[2-(2,2,4-trimethyl-1,3-dioxolan-4-yl)ethyl]-4-methoxy-1-(methoxymethox)ybenzene
CAS No.:307492-81-5
Molecular Formula:C₁₇H₂₆O₅
Molecular Weight:310.39
Hs Code.:

Synonyms:(S)-(+)-2-[2-(2,2,4-trimethyl-1,3-dioxolan-4-yl)ethyl]-4-methoxy-1-(methoxymethox)ybenzene

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Chemical Property of (S)-(+)-2-[2-(2,2,4-trimethyl-1,3-dioxolan-4-yl)ethyl]-4-methoxy-1-(methoxymethox)ybenzene

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Technology Process of (S)-(+)-2-[2-(2,2,4-trimethyl-1,3-dioxolan-4-yl)ethyl]-4-methoxy-1-(methoxymethox)ybenzene

There total 6 articles about (S)-(+)-2-[2-(2,2,4-trimethyl-1,3-dioxolan-4-yl)ethyl]-4-methoxy-1-(methoxymethox)ybenzene 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%

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

: 307492-80-4
(3S)-(+)-2-(3,4-dihydroxy-2,3-epoxy-3-methylbutyl)-4-methoxy-1-methoxymethoxybenzene

: 307492-81-5
(S)-(+)-2-[2-(2,2,4-trimethyl-1,3-dioxolan-4-yl)ethyl]-4-methoxy-1-(methoxymethox)ybenzene

Guidance literature:: With toluene-4-sulfonic acid; at 25 ℃; for 0.5h;
DOI:10.1002/1099-0690(200009)2000:18<3223::AID-EJOC3223>3.0.CO;2-L

Reference yield:

: 25458-46-2
4-methoxyphenyl methoxymethyl ether

: 307492-81-5
(S)-(+)-2-[2-(2,2,4-trimethyl-1,3-dioxolan-4-yl)ethyl]-4-methoxy-1-(methoxymethox)ybenzene

Guidance literature:: Multi-step reaction with 5 steps

1.1: nBuLi / tetrahydrofuran; hexane; diethyl ether / 6 h / 25 °C

1.2: 85 percent / CuI / tetrahydrofuran; hexane; diethyl ether / -78 °C

2.1: SeO₂ / ethanol / 0.5 h / Heating

2.2: 80 percent / NaBH₄ / ethanol / 1 h / 0 °C

3.1: 88 percent / Ti(OiPr)4; D-(-)-diethyl tartrate; tBuOOH / CH₂Cl₂; toluene / 24 h / -24 °C

4.1: 95 percent / LiAlH₄ / diethyl ether / 5 h / 25 °C

5.1: 95 percent / TsOH / 0.5 h / 25 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; lithium aluminium tetrahydride; n-butyllithium; selenium(IV) oxide; diethyl (2S,3S)-tartrate; toluene-4-sulfonic acid; In tetrahydrofuran; diethyl ether; ethanol; hexane; dichloromethane; toluene; 1.1: Metallation / 2.1: Oxidation / 3.1: Sharpless epoxidation / 4.1: Reduction / 5.1: Cyclization;
DOI:10.1002/1099-0690(200009)2000:18<3223::AID-EJOC3223>3.0.CO;2-L

Reference yield:

: 150-76-5
4-methoxy-phenol

: 307492-81-5
(S)-(+)-2-[2-(2,2,4-trimethyl-1,3-dioxolan-4-yl)ethyl]-4-methoxy-1-(methoxymethox)ybenzene

Guidance literature:: Multi-step reaction with 6 steps

1.1: 97 percent / iPr₂NEt / CH₂Cl₂ / 12 h / 40 °C

2.1: nBuLi / tetrahydrofuran; hexane; diethyl ether / 6 h / 25 °C

2.2: 85 percent / CuI / tetrahydrofuran; hexane; diethyl ether / -78 °C

3.1: SeO₂ / ethanol / 0.5 h / Heating

3.2: 80 percent / NaBH₄ / ethanol / 1 h / 0 °C

4.1: 88 percent / Ti(OiPr)4; D-(-)-diethyl tartrate; tBuOOH / CH₂Cl₂; toluene / 24 h / -24 °C

5.1: 95 percent / LiAlH₄ / diethyl ether / 5 h / 25 °C

6.1: 95 percent / TsOH / 0.5 h / 25 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; lithium aluminium tetrahydride; n-butyllithium; selenium(IV) oxide; diethyl (2S,3S)-tartrate; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; diethyl ether; ethanol; hexane; dichloromethane; toluene; 1.1: Alkylation / 2.1: Metallation / 3.1: Oxidation / 4.1: Sharpless epoxidation / 5.1: Reduction / 6.1: Cyclization;
DOI:10.1002/1099-0690(200009)2000:18<3223::AID-EJOC3223>3.0.CO;2-L