2-((2S,4R)-4-hydroxy-5,5-dimethyl-2-vinyltetrahydrofuran-2-yl)-5-methylcyclohexa-2,5-diene-1,4-dione

Base Information

• Chemical Name: 2-((2S,4R)-4-hydroxy-5,5-dimethyl-2-vinyltetrahydrofuran-2-yl)-5-methylcyclohexa-2,5-diene-1,4-dione
• CAS No.: 1350803-23-4
• Molecular Formula: C₁₅H₁₈O₄
• Molecular Weight: 262.306

Synonyms:2-((2S,4R)-4-hydroxy-5,5-dimethyl-2-vinyltetrahydrofuran-2-yl)-5-methylcyclohexa-2,5-diene-1,4-dione

Chemical Property of 2-((2S,4R)-4-hydroxy-5,5-dimethyl-2-vinyltetrahydrofuran-2-yl)-5-methylcyclohexa-2,5-diene-1,4-dione

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Technology Process of 2-((2S,4R)-4-hydroxy-5,5-dimethyl-2-vinyltetrahydrofuran-2-yl)-5-methylcyclohexa-2,5-diene-1,4-dione

There total 31 articles about 2-((2S,4R)-4-hydroxy-5,5-dimethyl-2-vinyltetrahydrofuran-2-yl)-5-methylcyclohexa-2,5-diene-1,4-dione 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: 90.0%

(2R,5S)-7-methoxy-3,3,8-trimethyl-5-vinyl-3,5-dihydro-2H-2,5-methanobenzo[e][1,4]dioxepine (1350803-22-3) → 2-((2S,4R)-4-hydroxy-5,5-dimethyl-2-vinyltetrahydrofuran-2-yl)-5-methylcyclohexa-2,5-diene-1,4-dione (1350803-23-4)

Guidance literature:

With ammonium cerium (IV) nitrate; In water; acetonitrile; at 0 ℃; for 0.5h;

DOI:10.1021/jo201971g

Reference yield: 62.0%

2-((2R,4S)-6-methoxy-7-methyl-4-vinylchroman-2-yl)propan-2-ol (1350803-20-1) → (3R,5S,9aR)-2,2,8-trimethyl-5-vinyl-4,5-dihydro-2H-3,9a-epoxybenzo[b]oxepin-7(3H)-one (1350803-21-2) + 2-((2S,4R)-4-hydroxy-5,5-dimethyl-2-vinyltetrahydrofuran-2-yl)-5-methylcyclohexa-2,5-diene-1,4-dione (1350803-23-4) + 2-((3S,5S)-5,6-dihydroxy-6-methylhept-1-en-3-yl)-5-methylcyclohexa-2,5-diene-1,4-dione (1242430-87-0)

Guidance literature:

With nitric acid; In 1,4-dioxane; water; at 20 ℃; for 0.05h;

DOI:10.1021/jo201971g

Reference yield: 23.0%

2-((2R,4S)-6-methoxy-7-methyl-4-vinylchroman-2-yl)propan-2-ol (1350803-20-1) → (3R,5S,9aR)-2,2,8-trimethyl-5-vinyl-4,5-dihydro-2H-3,9a-epoxybenzo[b]oxepin-7(3H)-one (1350803-21-2) + (2R,5S)-7-methoxy-3,3,8-trimethyl-5-vinyl-3,5-dihydro-2H-2,5-methanobenzo[e][1,4]dioxepine (1350803-22-3) + 2-((2S,4R)-4-hydroxy-5,5-dimethyl-2-vinyltetrahydrofuran-2-yl)-5-methylcyclohexa-2,5-diene-1,4-dione (1350803-23-4) + 2-((3S,5S)-5,6-dihydroxy-6-methylhept-1-en-3-yl)-5-methylcyclohexa-2,5-diene-1,4-dione (1242430-87-0)

Guidance literature:

With ammonium cerium (IV) nitrate; In water; acetonitrile; at 0 ℃; for 0.5h;

DOI:10.1021/jo201971g

upstream raw materials:

1-(2-hydroxy-5-methoxy-4-methylphenyl)prop-2-en-1-one

1-(2-Hydroxy-5-methoxy-4-methylphenyl)-3-(phenylthio)propan-1-one

C₂₂H₂₆O₅S

tert-butyl (2-(1-hydroxy-3-(phenylthio)propyl)-4-methoxy-5-methylphenyl) carbonate

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