2-[(E)-(S)-1-Hydroxy-4,4-dimethoxy-3-methyl-2-((R)-toluene-4-sulfinyl)-but-2-enyl]-3,5,6-trimethyl-benzene-1,4-diol

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Chemical Name:2-[(E)-(S)-1-Hydroxy-4,4-dimethoxy-3-methyl-2-((R)-toluene-4-sulfinyl)-but-2-enyl]-3,5,6-trimethyl-benzene-1,4-diol
CAS No.:91741-62-7
Molecular Formula:C₂₃H₃₀O₆S
Molecular Weight:434.554
Hs Code.:

Synonyms:2-[(E)-(S)-1-Hydroxy-4,4-dimethoxy-3-methyl-2-((R)-toluene-4-sulfinyl)-but-2-enyl]-3,5,6-trimethyl-benzene-1,4-diol

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Chemical Property of 2-[(E)-(S)-1-Hydroxy-4,4-dimethoxy-3-methyl-2-((R)-toluene-4-sulfinyl)-but-2-enyl]-3,5,6-trimethyl-benzene-1,4-diol

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Technology Process of 2-[(E)-(S)-1-Hydroxy-4,4-dimethoxy-3-methyl-2-((R)-toluene-4-sulfinyl)-but-2-enyl]-3,5,6-trimethyl-benzene-1,4-diol

There total 7 articles about 2-[(E)-(S)-1-Hydroxy-4,4-dimethoxy-3-methyl-2-((R)-toluene-4-sulfinyl)-but-2-enyl]-3,5,6-trimethyl-benzene-1,4-diol 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: 60.0%

: 91712-54-8
(E)-(S)-1-[2,5-Bis-(tert-butyl-dimethyl-silanyloxy)-3,4,6-trimethyl-phenyl]-4,4-dimethoxy-3-methyl-2-((R)-toluene-4-sulfinyl)-but-2-en-1-ol

: 91741-62-7
2-[(E)-(S)-1-Hydroxy-4,4-dimethoxy-3-methyl-2-((R)-toluene-4-sulfinyl)-but-2-enyl]-3,5,6-trimethyl-benzene-1,4-diol

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 2h; Ambient temperature;
DOI:10.1021/ja00332a066

Reference yield:

: 10439-23-3
4-methylbenzenesulfinyl chloride

: 91741-62-7
2-[(E)-(S)-1-Hydroxy-4,4-dimethoxy-3-methyl-2-((R)-toluene-4-sulfinyl)-but-2-enyl]-3,5,6-trimethyl-benzene-1,4-diol

Guidance literature:: Multi-step reaction with 5 steps

1: 1) pyridine, 2) HCl / 1) Et₂O, 0 deg C; 2) acetone

2: 50 percent / n-BuLi / tetrahydrofuran / -78 °C

3: 1) n-BuLi, 2) LDA / 1) THF, -78 deg C; 2) THF, -100 deg C, 3 min

4: 75 percent / tetrahydrofuran / 2 h / -78 °C

5: 60 percent / (n-Bu)4NF / tetrahydrofuran / 2 h / Ambient temperature

With pyridine; hydrogenchloride; n-butyllithium; tetrabutyl ammonium fluoride; lithium diisopropyl amide; In tetrahydrofuran;
DOI:10.1021/ja00332a066

Reference yield:

: 6342-56-9
Pyruvic aldehyde dimethyl acetal

: 91741-62-7
2-[(E)-(S)-1-Hydroxy-4,4-dimethoxy-3-methyl-2-((R)-toluene-4-sulfinyl)-but-2-enyl]-3,5,6-trimethyl-benzene-1,4-diol

Guidance literature:: Multi-step reaction with 3 steps

1: 1) n-BuLi, 2) LDA / 1) THF, -78 deg C; 2) THF, -100 deg C, 3 min

2: 75 percent / tetrahydrofuran / 2 h / -78 °C

3: 60 percent / (n-Bu)4NF / tetrahydrofuran / 2 h / Ambient temperature

With n-butyllithium; tetrabutyl ammonium fluoride; lithium diisopropyl amide; In tetrahydrofuran;
DOI:10.1021/ja00332a066