2,7-Octadiynoic acid, 5,5-dimethyl-, (1R)-1-[[[(4-methylphenyl)sulfonyl]oxy]methyl]-2-butynyl ester

Base Information

Chemical Name:2,7-Octadiynoic acid, 5,5-dimethyl-, (1R)-1-[[[(4-methylphenyl)sulfonyl]oxy]methyl]-2-butynyl ester
CAS No.:500596-42-9
Molecular Formula:C22H24O5S
Molecular Weight:400.496
Hs Code.:

Synonyms:

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Chemical Property of 2,7-Octadiynoic acid, 5,5-dimethyl-, (1R)-1-[[[(4-methylphenyl)sulfonyl]oxy]methyl]-2-butynyl ester

Chemical Property:

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Technology Process of 2,7-Octadiynoic acid, 5,5-dimethyl-, (1R)-1-[[[(4-methylphenyl)sulfonyl]oxy]methyl]-2-butynyl ester

There total 7 articles about 2,7-Octadiynoic acid, 5,5-dimethyl-, (1R)-1-[[[(4-methylphenyl)sulfonyl]oxy]methyl]-2-butynyl ester 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: 70.0%

: 500596-39-4
5,5-dimethyl-octa-2,7-diynoic acid

: 500596-41-8
(R)-toluene-4-sulfonic acid 2-hydroxy-pent-3-ynyl ester

: 500596-42-9
(R)-5,5-dimethyl-octa-2,7-diynoic acid 1-(toluene-4-sulfonyloxymethyl)-but-2-ynyl ester

Guidance literature:: With dicyclohexyl-carbodiimide; dmap; In dichloromethane; at -78 - 20 ℃;
DOI:10.1039/b209573d

Reference yield:

: 17520-15-9
4,4-dimethyl-6-heptyn-2-one

: 500596-42-9
(R)-5,5-dimethyl-octa-2,7-diynoic acid 1-(toluene-4-sulfonyloxymethyl)-but-2-ynyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: diisopropylamine; n-BuLi / tetrahydrofuran; hexane / 0.33 h / -78 °C

1.2: 98 percent / tetrahydrofuran; hexane / -78 - 20 °C

2.1: diisopropylamine; n-BuLi / tetrahydrofuran; hexane / 0.25 h / -78 °C

2.2: diethyl chlorophosphate / tetrahydrofuran; hexane / 2.5 h / 20 °C

2.3: 70 percent / diisopropylamine; n-BuLi / tetrahydrofuran; hexane / -78 - 20 °C

3.1: n-BuLi / tetrahydrofuran; hexane / 0.33 h / -78 °C

3.2: 89 percent / tetrahydrofuran; hexane / -40 °C

4.1: 94 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / 0 °C

5.1: 70 percent / dicyclohexyl carbodiimide / 4-dimethylaminopyridine / CH₂Cl₂ / -78 - 20 °C

With n-butyllithium; tetrabutyl ammonium fluoride; diisopropylamine; dicyclohexyl-carbodiimide; dmap; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1039/b209573d

Reference yield:

: 230964-21-3
1--4,4-dimethylhepta-1,6-diyne

: 500596-42-9
(R)-5,5-dimethyl-octa-2,7-diynoic acid 1-(toluene-4-sulfonyloxymethyl)-but-2-ynyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 0.33 h / -78 °C

1.2: 89 percent / tetrahydrofuran; hexane / -40 °C

2.1: 94 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / 0 °C

3.1: 70 percent / dicyclohexyl carbodiimide / 4-dimethylaminopyridine / CH₂Cl₂ / -78 - 20 °C

With n-butyllithium; tetrabutyl ammonium fluoride; dicyclohexyl-carbodiimide; dmap; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1039/b209573d