(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

Base Information

Chemical Name:(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
CAS No.:91712-54-8
Molecular Formula:C₃₅H₅₈O₆SSi₂
Molecular Weight:663.079
Hs Code.:

Synonyms:(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

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Chemical Property of (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

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Technology Process of (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

There total 6 articles about (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 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: 75.0%

: 91712-52-6
C₁₃H₁₇LiO₃S

: 91712-53-7
2,5-Bis-(tert-butyl-dimethyl-silanyloxy)-3,4,6-trimethyl-benzaldehyde

: 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

Guidance literature:: In tetrahydrofuran; at -78 ℃; for 2h;
DOI:10.1021/ja00332a066

Reference yield:

: 10439-23-3
4-methylbenzenesulfinyl chloride

: 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

Guidance literature:: Multi-step reaction with 4 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

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

Reference yield:

: 6342-56-9
Pyruvic aldehyde dimethyl acetal

: 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

Guidance literature:: Multi-step reaction with 2 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

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