4-methyl-2-(3-(trimethylsilyl)prop-1-ene-2-yl)pentyl-4-methylbenzenesulfonate

Base Information

Chemical Name:4-methyl-2-(3-(trimethylsilyl)prop-1-ene-2-yl)pentyl-4-methylbenzenesulfonate
CAS No.:1346909-18-9
Molecular Formula:C₁₉H₃₂O₃SSi
Molecular Weight:368.613
Hs Code.:

Synonyms:4-methyl-2-(3-(trimethylsilyl)prop-1-ene-2-yl)pentyl-4-methylbenzenesulfonate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 4-methyl-2-(3-(trimethylsilyl)prop-1-ene-2-yl)pentyl-4-methylbenzenesulfonate

Chemical Property:

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Technology Process of 4-methyl-2-(3-(trimethylsilyl)prop-1-ene-2-yl)pentyl-4-methylbenzenesulfonate

There total 2 articles about 4-methyl-2-(3-(trimethylsilyl)prop-1-ene-2-yl)pentyl-4-methylbenzenesulfonate 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: 74.0%

: 1346909-44-1
4-methyl-2-(3-(trimethylsilyl)prop-1-ene-2-yl)pentan-1-ol

: 98-59-9
p-toluenesulfonyl chloride

: 1346909-18-9
4-methyl-2-(3-(trimethylsilyl)prop-1-ene-2-yl)pentyl-4-methylbenzenesulfonate

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 0 ℃; Inert atmosphere;
DOI:10.1021/ol202792q

Reference yield:

: 403804-65-9
rac-2-(hydroxymethyl)-4-methylpentanoic acid methyl ester

: 1346909-18-9
4-methyl-2-(3-(trimethylsilyl)prop-1-ene-2-yl)pentyl-4-methylbenzenesulfonate

Guidance literature:: Multi-step reaction with 7 steps

1.1: toluene-4-sulfonic acid / dichloromethane / 1 h / 20 °C / Inert atmosphere

2.1: isopropylmagnesium chloride / tetrahydrofuran / 0.58 h / -20 - -5 °C / Inert atmosphere

3.1: diethyl ether; hexane / 2 h / -78 - 20 °C / Inert atmosphere

4.1: potassium hexamethylsilazane / tetrahydrofuran; toluene / 0.5 h / -78 °C / Inert atmosphere

4.2: 0.67 h / Inert atmosphere

5.1: toluene-4-sulfonic acid / methanol / 0.5 h / 20 °C / Inert atmosphere

6.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; lithium chloride / diethyl ether / 0 °C / Inert atmosphere

6.2: 1 h / Inert atmosphere

7.1: dmap; triethylamine / dichloromethane / 0 °C / Inert atmosphere

With dmap; tetrakis(triphenylphosphine) palladium⁽⁰⁾; isopropylmagnesium chloride; potassium hexamethylsilazane; toluene-4-sulfonic acid; triethylamine; lithium chloride; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; toluene;
DOI:10.1021/ol202792q

Reference yield:

: 1346909-18-9
4-methyl-2-(3-(trimethylsilyl)prop-1-ene-2-yl)pentyl-4-methylbenzenesulfonate

: 58-46-8,1381929-92-5
(3R^*,11bR^*)-1,3,4,6,7,11b-hexahydro-9,10-dimethoxy-3-(2-methylpropyl)-2H-benzo quinolizin-2-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium carbonate / N,N-dimethyl-formamide / 30 h / 80 °C / Inert atmosphere

2.1: lithium perchlorate; 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane / 0.33 h / 20 °C / Molecular sieve; Inert atmosphere

3.1: osmium(VIII) oxide; water / tetrahydrofuran / 0.25 h / 0 °C / Inert atmosphere

3.2: 5 h / 0 °C / Inert atmosphere

With osmium(VIII) oxide; water; lithium perchlorate; sodium carbonate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 2.1: aza-Prins type cyclization;
DOI:10.1021/ol202792q