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

Base Information

Chemical Name:(3S)-(+)-2-(3,4-dihydroxy-2,3-epoxy-3-methylbutyl)-4-methoxy-1-methoxymethoxybenzene
CAS No.:307492-80-4
Molecular Formula:C₁₄H₂₂O₅
Molecular Weight:270.326
Hs Code.:

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

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (3S)-(+)-2-(3,4-dihydroxy-2,3-epoxy-3-methylbutyl)-4-methoxy-1-methoxymethoxybenzene

Chemical Property:

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Technology Process of (3S)-(+)-2-(3,4-dihydroxy-2,3-epoxy-3-methylbutyl)-4-methoxy-1-methoxymethoxybenzene

There total 7 articles about (3S)-(+)-2-(3,4-dihydroxy-2,3-epoxy-3-methylbutyl)-4-methoxy-1-methoxymethoxybenzene 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%

: 307492-79-1
(2R,3R)-2-(2,3-epoxy-4-hydroxy-3-methylbutyl)-4-methoxy-1-methoxymethoxybenzene

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

Guidance literature:: With lithium aluminium tetrahydride; In diethyl ether; at 25 ℃; for 5h;
DOI:10.1002/1099-0690(200009)2000:18<3223::AID-EJOC3223>3.0.CO;2-L

Reference yield:

: 2-(2,3-epoxy-4-hydroxy-3-methylbutyl)-4-methoxy-1-methoxymethoxybenzene

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

: (3R)-(-)-2-(3,4-dihydroxy-2,3-epoxy-3-methylbutyl)-4-methoxy-1-methoxymethoxybenzene

Guidance literature:: With lithium aluminium tetrahydride; In diethyl ether; at 20 ℃; for 5h; Title compound not separated from byproducts.;
DOI:10.1039/b110578g

Reference yield:

: 25458-46-2
4-methoxyphenyl methoxymethyl ether

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

Guidance literature:: Multi-step reaction with 4 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

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