5-(t-butyldimethylsilanyloxy)-2-(4,4-dimethylcyclopent-1-enyl)pentyl toluene-4-sulfonate

Base Information

Chemical Name:5-(t-butyldimethylsilanyloxy)-2-(4,4-dimethylcyclopent-1-enyl)pentyl toluene-4-sulfonate
CAS No.:261350-28-1
Molecular Formula:C₂₅H₄₂O₄SSi
Molecular Weight:466.758
Hs Code.:

Synonyms:5-(t-butyldimethylsilanyloxy)-2-(4,4-dimethylcyclopent-1-enyl)pentyl toluene-4-sulfonate

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Chemical Property of 5-(t-butyldimethylsilanyloxy)-2-(4,4-dimethylcyclopent-1-enyl)pentyl toluene-4-sulfonate

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Technology Process of 5-(t-butyldimethylsilanyloxy)-2-(4,4-dimethylcyclopent-1-enyl)pentyl toluene-4-sulfonate

There total 6 articles about 5-(t-butyldimethylsilanyloxy)-2-(4,4-dimethylcyclopent-1-enyl)pentyl toluene-4-sulfonate 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: 88.0%

: 98-59-9
p-toluenesulfonyl chloride

: 261350-31-6
5-(t-butyldimethylsilanyloxy)-2-(4,4-dimethylcyclopent-1-enyl)pentan-1-ol

: 261350-28-1
5-(t-butyldimethylsilanyloxy)-2-(4,4-dimethylcyclopent-1-enyl)pentyl toluene-4-sulfonate

Guidance literature:: With dmap; triethylamine; In dichloromethane;
DOI:10.1016/S0040-4039(99)02070-5

Reference yield:

: 78878-05-4
1-iodo-3-(tert-butyldimethylsilyloxy)propane

: 261350-28-1
5-(t-butyldimethylsilanyloxy)-2-(4,4-dimethylcyclopent-1-enyl)pentyl toluene-4-sulfonate

Guidance literature:: Multi-step reaction with 3 steps

1.1: lithium 2,2,6,6-tetramethylpiperidinamide; DMPU / tetrahydrofuran; hexane / 0.67 h / -100 °C

1.2: 49 percent / tetrahydrofuran; hexane / 0.08 h / -100 °C

2.1: 98 percent / DIBAL-H / toluene / 0.33 h / -78 °C

3.1: 88 percent / Et₃N; DMAP / CH₂Cl₂ / 22 h / 20 °C

With dmap; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; lithium 1-amino-2,2,6,6-tetramethylpiperidine; diisobutylaluminium hydride; triethylamine; In tetrahydrofuran; hexane; dichloromethane; toluene;
DOI:10.1039/b413817c

Reference yield:

: 261350-27-0
methyl 5-(t-butyldimethylsilanyloxy)-2-(4,4-dimethylcyclopent-1-enyl)pentanoate

: 261350-28-1
5-(t-butyldimethylsilanyloxy)-2-(4,4-dimethylcyclopent-1-enyl)pentyl toluene-4-sulfonate

Guidance literature:: Multi-step reaction with 2 steps

1: 98 percent / DIBAL-H / toluene / 0.33 h / -78 °C

2: 88 percent / Et₃N; DMAP / CH₂Cl₂ / 22 h / 20 °C

With dmap; diisobutylaluminium hydride; triethylamine; In dichloromethane; toluene;
DOI:10.1039/b413817c