(S)-1-[2-hydroxy-4,6-dimethoxy-3-(2-propen-1-yl)-2-(4-methylphenylsulfinyl)]ethanone

Base Information

Chemical Name:(S)-1-[2-hydroxy-4,6-dimethoxy-3-(2-propen-1-yl)-2-(4-methylphenylsulfinyl)]ethanone
CAS No.:371258-84-3
Molecular Formula:C₂₀H₂₂O₅S
Molecular Weight:374.458
Hs Code.:

Synonyms:(S)-1-[2-hydroxy-4,6-dimethoxy-3-(2-propen-1-yl)-2-(4-methylphenylsulfinyl)]ethanone

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Chemical Property of (S)-1-[2-hydroxy-4,6-dimethoxy-3-(2-propen-1-yl)-2-(4-methylphenylsulfinyl)]ethanone

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Technology Process of (S)-1-[2-hydroxy-4,6-dimethoxy-3-(2-propen-1-yl)-2-(4-methylphenylsulfinyl)]ethanone

There total 2 articles about (S)-1-[2-hydroxy-4,6-dimethoxy-3-(2-propen-1-yl)-2-(4-methylphenylsulfinyl)]ethanone 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: 57.0%

: 5056-07-5
(S)-methyl p-tolyl sulfoxide

: 371258-85-4
2-hydroxy-3-(prop-2-en-1-yl)-4,6-dimethoxybenzaldehyde

: 371258-84-3
(S)-1-[2-hydroxy-4,6-dimethoxy-3-(2-propen-1-yl)-2-(4-methylphenylsulfinyl)]ethanone

Guidance literature:: (S)-methyl p-tolyl sulfoxide; 2-hydroxy-3-(prop-2-en-1-yl)-4,6-dimethoxybenzaldehyde; With lithium diisopropyl amide; In tetrahydrofuran; hexane; at -78 - 0 ℃; for 1.5h;

With manganese(IV) oxide; In dichloromethane; at 20 ℃; for 48h;
DOI:10.1016/S0040-4020(01)00615-9

Reference yield:

: 32977-07-4
2-allyl-3,5-dimethoxyphenol

: 371258-84-3
(S)-1-[2-hydroxy-4,6-dimethoxy-3-(2-propen-1-yl)-2-(4-methylphenylsulfinyl)]ethanone

Guidance literature:: Multi-step reaction with 2 steps

1.1: 51 percent / POCl₃ / acetonitrile / 8 h / 0 - 20 °C

2.1: LDA / tetrahydrofuran; hexane / 1.5 h / -78 - 0 °C

2.2: 57 percent / MnO₂ / CH₂Cl₂ / 48 h / 20 °C

With lithium diisopropyl amide; trichlorophosphate; In tetrahydrofuran; hexane; acetonitrile; 1.1: Vilsmeier formylation;
DOI:10.1016/S0040-4020(01)00615-9

Reference yield: 73.0%

: 3197-61-3
N-formylimidazole

: 371258-84-3
(S)-1-[2-hydroxy-4,6-dimethoxy-3-(2-propen-1-yl)-2-(4-methylphenylsulfinyl)]ethanone

: 371258-87-6
(R)-5,7-dimethoxy-8-(2-propen-1-yl)-3-(4-methylphenylsulfinyl)-4H-1-benzopyran-4-one

Guidance literature:: N-formylimidazole; (S)-1-[2-hydroxy-4,6-dimethoxy-3-(2-propen-1-yl)-2-(4-methylphenylsulfinyl)]ethanone; With lithium diisopropyl amide; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 18h;

With silica gel; In dichloromethane; for 16h;
DOI:10.1016/S0040-4020(01)00615-9