(2E,6E)-2,6-Dimethyl-4-(toluene-4-sulfonyl)-11-trimethylsilanyl-undeca-2,6-dien-10-yn-1-ol

Base Information

Chemical Name:(2E,6E)-2,6-Dimethyl-4-(toluene-4-sulfonyl)-11-trimethylsilanyl-undeca-2,6-dien-10-yn-1-ol
CAS No.:257885-53-3
Molecular Formula:C₂₃H₃₄O₃SSi
Molecular Weight:418.673
Hs Code.:

Synonyms:(2E,6E)-2,6-Dimethyl-4-(toluene-4-sulfonyl)-11-trimethylsilanyl-undeca-2,6-dien-10-yn-1-ol

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Chemical Property of (2E,6E)-2,6-Dimethyl-4-(toluene-4-sulfonyl)-11-trimethylsilanyl-undeca-2,6-dien-10-yn-1-ol

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Technology Process of (2E,6E)-2,6-Dimethyl-4-(toluene-4-sulfonyl)-11-trimethylsilanyl-undeca-2,6-dien-10-yn-1-ol

There total 11 articles about (2E,6E)-2,6-Dimethyl-4-(toluene-4-sulfonyl)-11-trimethylsilanyl-undeca-2,6-dien-10-yn-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: 65.0%

: 257885-47-5
E-1-chloro-2-methyl-7-trimethylsilyl-2-buten-6-yne

: 257885-52-2
E-2-methyl-4-(p-toluenesulfonyl)-2-butenol

: 257885-53-3
(2E,6E)-2,6-Dimethyl-4-(toluene-4-sulfonyl)-11-trimethylsilanyl-undeca-2,6-dien-10-yn-1-ol

Guidance literature:: E-2-methyl-4-(p-toluenesulfonyl)-2-butenol; With n-butyllithium;

E-1-chloro-2-methyl-7-trimethylsilyl-2-buten-6-yne;
DOI:10.1021/ja992164p

Reference yield:

: 3330-23-2
2-hydroxy-2-methyl-3-butenal dimethyl acetal

: 257885-53-3
(2E,6E)-2,6-Dimethyl-4-(toluene-4-sulfonyl)-11-trimethylsilanyl-undeca-2,6-dien-10-yn-1-ol

Guidance literature:: Multi-step reaction with 6 steps

1: CuCl₂; NaCl; conc. aq. HCl / benzene / 5 h / 50 °C

2: 94 percent / NaBH₄ / tetrahydrofuran / 0.5 h / -20 °C

3: POCl₃

4: dimethylformamide / 20 °C

5: TsOH / methanol / 12 h / 20 °C

6: 65 percent / n-BuLi

With hydrogenchloride; sodium tetrahydroborate; n-butyllithium; toluene-4-sulfonic acid; sodium chloride; copper dichloride; trichlorophosphate; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; benzene; 1: chlorination; rearrangement / 2: Reduction / 3: Etherification / 4: Substitution / 5: Hydrolysis / 6: Metallation / 6: Alkylation;
DOI:10.1021/ja992164p

Reference yield:

: 56904-88-2
trans-3-hydroxymethyl-2-butenyl chloride

: 257885-53-3
(2E,6E)-2,6-Dimethyl-4-(toluene-4-sulfonyl)-11-trimethylsilanyl-undeca-2,6-dien-10-yn-1-ol

Guidance literature:: Multi-step reaction with 4 steps

1: POCl₃

2: dimethylformamide / 20 °C

3: TsOH / methanol / 12 h / 20 °C

4: 65 percent / n-BuLi

With n-butyllithium; toluene-4-sulfonic acid; trichlorophosphate; In methanol; N,N-dimethyl-formamide; 1: Etherification / 2: Substitution / 3: Hydrolysis / 4: Metallation / 4: Alkylation;
DOI:10.1021/ja992164p