(2S,3R,4R)-3-[2,3-bis(methoxymethoxy)-4-methylphenyl]-2,3-epoxy-4-methyl-δ-valerolactone

Base Information

Chemical Name:(2S,3R,4R)-3-[2,3-bis(methoxymethoxy)-4-methylphenyl]-2,3-epoxy-4-methyl-δ-valerolactone
CAS No.:519156-78-6
Molecular Formula:C₁₇H₂₂O₇
Molecular Weight:338.357
Hs Code.:

Synonyms:(2S,3R,4R)-3-[2,3-bis(methoxymethoxy)-4-methylphenyl]-2,3-epoxy-4-methyl-δ-valerolactone

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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 (2S,3R,4R)-3-[2,3-bis(methoxymethoxy)-4-methylphenyl]-2,3-epoxy-4-methyl-δ-valerolactone

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Technology Process of (2S,3R,4R)-3-[2,3-bis(methoxymethoxy)-4-methylphenyl]-2,3-epoxy-4-methyl-δ-valerolactone

There total 4 articles about (2S,3R,4R)-3-[2,3-bis(methoxymethoxy)-4-methylphenyl]-2,3-epoxy-4-methyl-δ-valerolactone 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: 97.0%

: 519156-73-1
(4S)-3-[2,3-bis(methoxymethoxy)-4-methylphenyl]-4-methyl-2,3-didehydro-δ-valerolactone

: 519156-78-6
(2S,3R,4R)-3-[2,3-bis(methoxymethoxy)-4-methylphenyl]-2,3-epoxy-4-methyl-δ-valerolactone

Guidance literature:: With 3,3-dimethyldioxirane; In acetone; at 20 ℃; for 18h;
DOI:10.1055/s-2003-36269

Reference yield:

: 502506-85-6
1,2-bis[methoxymethoxy]-3-methylbenzene

: 519156-78-6
(2S,3R,4R)-3-[2,3-bis(methoxymethoxy)-4-methylphenyl]-2,3-epoxy-4-methyl-δ-valerolactone

Guidance literature:: Multi-step reaction with 4 steps

1.1: BuLi / tetrahydrofuran; hexane / 2 h / 20 °C

1.2: 47 percent / tetrahydrofuran; hexane / 15 h / 20 °C

2.1: 91 percent / p-TsOH / tetrahydrofuran / 2 h / 0 °C

3.1: 38 percent / LiBr; Et₃N / acetonitrile / 9 h / 0 °C

4.1: 97 percent / dimethyldioxirane / acetone / 18 h / 20 °C

With n-butyllithium; 3,3-dimethyldioxirane; toluene-4-sulfonic acid; triethylamine; lithium bromide; In tetrahydrofuran; hexane; acetone; acetonitrile; 2.1: Horner-Emmons reaction;
DOI:10.1055/s-2003-36269

Reference yield:

: 519156-77-5
(R)-1-[2,3-bis(methoxymethoxy)-4-methylphenyl]-3-hydroxy-2-methylpropan-1-one

: 519156-78-6
(2S,3R,4R)-3-[2,3-bis(methoxymethoxy)-4-methylphenyl]-2,3-epoxy-4-methyl-δ-valerolactone

Guidance literature:: Multi-step reaction with 3 steps

1: 91 percent / p-TsOH / tetrahydrofuran / 2 h / 0 °C

2: 38 percent / LiBr; Et₃N / acetonitrile / 9 h / 0 °C

3: 97 percent / dimethyldioxirane / acetone / 18 h / 20 °C

With 3,3-dimethyldioxirane; toluene-4-sulfonic acid; triethylamine; lithium bromide; In tetrahydrofuran; acetone; acetonitrile; 1: Horner-Emmons reaction;
DOI:10.1055/s-2003-36269