(S)-5-[(R,E)-3-(2,5-dimethoxy-4-methylphenyl)but-1-enyl]-2,2,4,4-tetramethyl-1,3-dioxolane

Base Information

Chemical Name:(S)-5-[(R,E)-3-(2,5-dimethoxy-4-methylphenyl)but-1-enyl]-2,2,4,4-tetramethyl-1,3-dioxolane
CAS No.:1329428-74-1
Molecular Formula:C₂₀H₃₀O₄
Molecular Weight:334.456
Hs Code.:

Synonyms:(S)-5-[(R,E)-3-(2,5-dimethoxy-4-methylphenyl)but-1-enyl]-2,2,4,4-tetramethyl-1,3-dioxolane

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Chemical Property of (S)-5-[(R,E)-3-(2,5-dimethoxy-4-methylphenyl)but-1-enyl]-2,2,4,4-tetramethyl-1,3-dioxolane

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Technology Process of (S)-5-[(R,E)-3-(2,5-dimethoxy-4-methylphenyl)but-1-enyl]-2,2,4,4-tetramethyl-1,3-dioxolane

There total 4 articles about (S)-5-[(R,E)-3-(2,5-dimethoxy-4-methylphenyl)but-1-enyl]-2,2,4,4-tetramethyl-1,3-dioxolane 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:

: 1329428-70-7
(S)-2-[2-(2,5-dimethoxy-4-methylphenyl)propylsulfonyl]benzo[d]thiazole

: 86562-73-4
(4R)-2,2,5,5-Tetramethyl-1,3-dioxolane-4-carboxaldehyde

: 1346677-59-5
(S)-5-[(R,Z)-3-(2,5-dimethoxy-4-methylphenyl)but-1-enyl]-2,2,4,4-tetramethyl-1,3-dioxolane

: 1329428-74-1
(S)-5-[(R,E)-3-(2,5-dimethoxy-4-methylphenyl)but-1-enyl]-2,2,4,4-tetramethyl-1,3-dioxolane

Guidance literature:: (S)-2-[2-(2,5-dimethoxy-4-methylphenyl)propylsulfonyl]benzo[d]thiazole; With sodium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.25h; Inert atmosphere;

(4R)-2,2,5,5-Tetramethyl-1,3-dioxolane-4-carboxaldehyde; In tetrahydrofuran; at -78 - 20 ℃; for 1h; optical yield given as %de; diastereoselective reaction; Inert atmosphere;
DOI:10.1016/j.tet.2011.03.064

Reference yield:

: 1329428-69-4
(S)-2-[2-(2,5-dimethoxy-4-methylphenyl)propylthio]benzo[d]thiazole

: 1346677-59-5
(S)-5-[(R,Z)-3-(2,5-dimethoxy-4-methylphenyl)but-1-enyl]-2,2,4,4-tetramethyl-1,3-dioxolane

: 1329428-74-1
(S)-5-[(R,E)-3-(2,5-dimethoxy-4-methylphenyl)but-1-enyl]-2,2,4,4-tetramethyl-1,3-dioxolane

Guidance literature:: Multi-step reaction with 2 steps

1.1: hexaammonium heptamolybdate tetrahydrate; dihydrogen peroxide / ethanol; water / 4 h / 20 °C / Inert atmosphere

2.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.25 h / -78 °C / Inert atmosphere

2.2: 1 h / -78 - 20 °C / Inert atmosphere

With hexaammonium heptamolybdate tetrahydrate; dihydrogen peroxide; sodium hexamethyldisilazane; In tetrahydrofuran; ethanol; water; 2.2: Julia Olefin synthesis;
DOI:10.1016/j.tet.2011.03.064

Reference yield:

: 528606-13-5
(S)-2-(2,5-dimethoxy-4-methylphenyl)propan-1-ol

: 1346677-59-5
(S)-5-[(R,Z)-3-(2,5-dimethoxy-4-methylphenyl)but-1-enyl]-2,2,4,4-tetramethyl-1,3-dioxolane

: 1329428-74-1
(S)-5-[(R,E)-3-(2,5-dimethoxy-4-methylphenyl)but-1-enyl]-2,2,4,4-tetramethyl-1,3-dioxolane

Guidance literature:: Multi-step reaction with 3 steps

1.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 2.5 h / 0 - 20 °C / Inert atmosphere

2.1: hexaammonium heptamolybdate tetrahydrate; dihydrogen peroxide / ethanol; water / 4 h / 20 °C / Inert atmosphere

3.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.25 h / -78 °C / Inert atmosphere

3.2: 1 h / -78 - 20 °C / Inert atmosphere

With hexaammonium heptamolybdate tetrahydrate; di-isopropyl azodicarboxylate; dihydrogen peroxide; sodium hexamethyldisilazane; triphenylphosphine; In tetrahydrofuran; ethanol; water; 3.2: Julia Olefin synthesis;
DOI:10.1016/j.tet.2011.03.064