Technology Process of (2S,3R,4S,5R,6R,8S,9R,10R,11S,12R,13R)-13-acetoxy-2,4,6,8,10,12-hexamethyl-3,5:9,11-bis-(2,4,6-trimethylbenzylidenedioxy)-tetradecane-1,8-diol
There total 8 articles about (2S,3R,4S,5R,6R,8S,9R,10R,11S,12R,13R)-13-acetoxy-2,4,6,8,10,12-hexamethyl-3,5:9,11-bis-(2,4,6-trimethylbenzylidenedioxy)-tetradecane-1,8-diol 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:
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![(2R,3R,4S,5R,6R,7S,9R,10R,11S,12R,13S)-2-acetoxy-14-[(t-butyl)dimethylsilyloxy]-3,5,7,9,11,13-hexamethyl-4,6:10,12-bis-(2,4,6-trimethylbenzylidenedioxy)-tetradecane-7-ol](/Databaselist/images/loading.webp)
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565220-28-2
(2R,3R,4S,5R,6R,7S,9R,10R,11S,12R,13S)-2-acetoxy-14-[(t-butyl)dimethylsilyloxy]-3,5,7,9,11,13-hexamethyl-4,6:10,12-bis-(2,4,6-trimethylbenzylidenedioxy)-tetradecane-7-ol
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714217-49-9
(2S,3R,4S,5R,6R,8S,9R,10R,11S,12R,13R)-13-acetoxy-2,4,6,8,10,12-hexamethyl-3,5:9,11-bis-(2,4,6-trimethylbenzylidenedioxy)-tetradecane-1,8-diol
- Guidance literature:
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With
tetrabutyl ammonium fluoride;
In
tetrahydrofuran;
at 20 ℃;
for 3.5h;
DOI:10.1016/j.tet.2004.03.061
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714217-49-9
(2S,3R,4S,5R,6R,8S,9R,10R,11S,12R,13R)-13-acetoxy-2,4,6,8,10,12-hexamethyl-3,5:9,11-bis-(2,4,6-trimethylbenzylidenedioxy)-tetradecane-1,8-diol
- Guidance literature:
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Multi-step reaction with 8 steps
1: 57 percent / camphorsulfonic acid / CH2Cl2 / 6 h / 20 °C
2: 118 mg / aq. NaHCO3 / tetrahydrofuran / 0.33 h / 0 °C
3: 97 percent / sodium borohydride / propan-2-ol; ethyl acetate / 0.25 h / 20 °C
4: 188 mg / camphorsulfonic acid / CH2Cl2 / 5 h / 20 °C
5: 85 percent / LiAlH4 / diethyl ether / 2 h / 30 °C
6: 74 percent / triethylamine; DMAP / CH2Cl2 / 32 h / 20 °C
7: 95 percent / triethylamine; DMAP / CH2Cl2 / 33 h / 20 °C
8: 99 percent / TBAF / tetrahydrofuran / 3.5 h / 20 °C
With
dmap; sodium tetrahydroborate; lithium aluminium tetrahydride; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; sodium hydrogencarbonate; triethylamine;
In
tetrahydrofuran; diethyl ether; dichloromethane; ethyl acetate; isopropyl alcohol;
DOI:10.1016/j.tet.2004.03.061
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714217-49-9
(2S,3R,4S,5R,6R,8S,9R,10R,11S,12R,13R)-13-acetoxy-2,4,6,8,10,12-hexamethyl-3,5:9,11-bis-(2,4,6-trimethylbenzylidenedioxy)-tetradecane-1,8-diol
- Guidance literature:
-
Multi-step reaction with 8 steps
1: 57 percent / camphorsulfonic acid / CH2Cl2 / 6 h / 20 °C
2: 118 mg / aq. NaHCO3 / tetrahydrofuran / 0.33 h / 0 °C
3: 97 percent / sodium borohydride / propan-2-ol; ethyl acetate / 0.25 h / 20 °C
4: 188 mg / camphorsulfonic acid / CH2Cl2 / 5 h / 20 °C
5: 85 percent / LiAlH4 / diethyl ether / 2 h / 30 °C
6: 74 percent / triethylamine; DMAP / CH2Cl2 / 32 h / 20 °C
7: 95 percent / triethylamine; DMAP / CH2Cl2 / 33 h / 20 °C
8: 99 percent / TBAF / tetrahydrofuran / 3.5 h / 20 °C
With
dmap; sodium tetrahydroborate; lithium aluminium tetrahydride; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; sodium hydrogencarbonate; triethylamine;
In
tetrahydrofuran; diethyl ether; dichloromethane; ethyl acetate; isopropyl alcohol;
DOI:10.1016/j.tet.2004.03.061
