(+)-(S)-3,4-dihydroxy-2-methylenebutyl (E)-3-(3,4-dihydroxyphenyl)acrylate

Base Information

Chemical Name:(+)-(S)-3,4-dihydroxy-2-methylenebutyl (E)-3-(3,4-dihydroxyphenyl)acrylate
CAS No.:1392130-58-3
Molecular Formula:C₁₄H₁₆O₆
Molecular Weight:280.277
Hs Code.:

Synonyms:(+)-(S)-3,4-dihydroxy-2-methylenebutyl (E)-3-(3,4-dihydroxyphenyl)acrylate

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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 (+)-(S)-3,4-dihydroxy-2-methylenebutyl (E)-3-(3,4-dihydroxyphenyl)acrylate

Chemical Property:

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Technology Process of (+)-(S)-3,4-dihydroxy-2-methylenebutyl (E)-3-(3,4-dihydroxyphenyl)acrylate

There total 10 articles about (+)-(S)-3,4-dihydroxy-2-methylenebutyl (E)-3-(3,4-dihydroxyphenyl)acrylate 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: 67.0%

: (+)-(S)-2-(2,2-dimethyl-1,3-dioxolan-4-yl)allyl (E)-3-[3,4-bis(methoxymethoxy)phenyl]acrylate

: 1392130-58-3
(+)-(S)-3,4-dihydroxy-2-methylenebutyl (E)-3-(3,4-dihydroxyphenyl)acrylate

Guidance literature:: With toluene-4-sulfonic acid; In methanol; at 0 ℃; for 3h; Inert atmosphere;
DOI:10.1055/s-0035-1561588

Reference yield: 5.0%

: (+)-(S)-3,4-dihydroxy-2-methylenebutyl (E)-3-(benzo[d][1,3]dioxol-5-yl)acrylate

: 1392130-58-3
(+)-(S)-3,4-dihydroxy-2-methylenebutyl (E)-3-(3,4-dihydroxyphenyl)acrylate

Guidance literature:: With boron tribromide; In dichloromethane; at -78 - 25 ℃; for 2.5h; Inert atmosphere;
DOI:10.1055/s-0035-1561588

Reference yield:

: 50592-73-9
(+/-)-2-hydroxy-3-methylenesuccinic acid dimethyl ester

: 1392130-58-3
(+)-(S)-3,4-dihydroxy-2-methylenebutyl (E)-3-(3,4-dihydroxyphenyl)acrylate

Guidance literature:: Multi-step reaction with 7 steps

1: Amano PS / benzene / 48 h / 25 °C / Resolution of racemate

2: 1H-imidazole / dichloromethane / 6 h / 0 - 25 °C / Inert atmosphere

3: diisobutylaluminium hydride / tetrahydrofuran; hexane / 2 h / -78 °C / Inert atmosphere

4: tetrabutyl ammonium fluoride / tetrahydrofuran / 10 h / 0 - 25 °C

5: tetrahydrofuran / 4 h / 0 - 25 °C

6: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; dmap / dichloromethane / 6 h / 0 - 25 °C / Inert atmosphere

7: toluene-4-sulfonic acid / methanol / 3 h / 0 °C / Inert atmosphere

With 1H-imidazole; dmap; Amano PS; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; methanol; hexane; dichloromethane; benzene;
DOI:10.1055/s-0035-1561588