(12R)-2,2-dimethylpropionic acid 12-hydroxy-13-(toluene-4-sulfonyloxy)-tridecyl ester

Base Information

Chemical Name:(12R)-2,2-dimethylpropionic acid 12-hydroxy-13-(toluene-4-sulfonyloxy)-tridecyl ester
CAS No.:863604-50-6
Molecular Formula:C₂₅H₄₂O₆S
Molecular Weight:470.671
Hs Code.:

Synonyms:(12R)-2,2-dimethylpropionic acid 12-hydroxy-13-(toluene-4-sulfonyloxy)-tridecyl ester

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Chemical Property of (12R)-2,2-dimethylpropionic acid 12-hydroxy-13-(toluene-4-sulfonyloxy)-tridecyl ester

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Technology Process of (12R)-2,2-dimethylpropionic acid 12-hydroxy-13-(toluene-4-sulfonyloxy)-tridecyl ester

There total 8 articles about (12R)-2,2-dimethylpropionic acid 12-hydroxy-13-(toluene-4-sulfonyloxy)-tridecyl 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:

: (4R)-11-(2,2-dimethyl-[1,3]dioxolan-4-yl)undec-10-en-1-ol

: 863604-50-6
(12R)-2,2-dimethylpropionic acid 12-hydroxy-13-(toluene-4-sulfonyloxy)-tridecyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 85 percent / hydrogen / Pd/C / tetrahydrofuran; ethanol / 2 h / 20 °C

2: 93 percent / pyridine; DMAP / CH₂Cl₂ / 20 h / 20 °C

3: 62 percent / FeCl₃*6H₂O*SiO₂ / CHCl₃ / 168 h / 20 °C

4: 83 percent / dibutyltin oxide; triethylamine / CH₂Cl₂ / 16 h / 20 °C

With pyridine; dmap; hydrogen; silica gel; iron(III) chloride; di(n-butyl)tin oxide; triethylamine; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; chloroform;
DOI:10.1021/ja051986l

Reference yield:

: 1-(tert-butyldiphenylsilanyl)-11-[(4R)-2,2-dimethyl-[1,3]dioxolan-4-yl]undec-10-en-1-ol

: 863604-50-6
(12R)-2,2-dimethylpropionic acid 12-hydroxy-13-(toluene-4-sulfonyloxy)-tridecyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 92 percent / TBAF / tetrahydrofuran / 20 h / 20 °C

2: 85 percent / hydrogen / Pd/C / tetrahydrofuran; ethanol / 2 h / 20 °C

3: 93 percent / pyridine; DMAP / CH₂Cl₂ / 20 h / 20 °C

4: 62 percent / FeCl₃*6H₂O*SiO₂ / CHCl₃ / 168 h / 20 °C

5: 83 percent / dibutyltin oxide; triethylamine / CH₂Cl₂ / 16 h / 20 °C

With pyridine; dmap; tetrabutyl ammonium fluoride; hydrogen; silica gel; iron(III) chloride; di(n-butyl)tin oxide; triethylamine; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; chloroform;
DOI:10.1021/ja051986l

Reference yield:

: (10-((tert-butyldiphenylsilyl)oxy)decyl)triphenylphosphonium iodide

: 863604-50-6
(12R)-2,2-dimethylpropionic acid 12-hydroxy-13-(toluene-4-sulfonyloxy)-tridecyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 0.08 h / -78 °C

1.2: 8.9 g / tetrahydrofuran; hexane / -78 - 20 °C

2.1: 92 percent / TBAF / tetrahydrofuran / 20 h / 20 °C

3.1: 85 percent / hydrogen / Pd/C / tetrahydrofuran; ethanol / 2 h / 20 °C

4.1: 93 percent / pyridine; DMAP / CH₂Cl₂ / 20 h / 20 °C

5.1: 62 percent / FeCl₃*6H₂O*SiO₂ / CHCl₃ / 168 h / 20 °C

6.1: 83 percent / dibutyltin oxide; triethylamine / CH₂Cl₂ / 16 h / 20 °C

With pyridine; dmap; n-butyllithium; tetrabutyl ammonium fluoride; hydrogen; silica gel; iron(III) chloride; di(n-butyl)tin oxide; triethylamine; palladium on activated charcoal; In tetrahydrofuran; ethanol; hexane; dichloromethane; chloroform; 1.2: Wittig reaction;
DOI:10.1021/ja051986l