Technology Process of (3S,4R,5S,6S,7R)-3-(tert-butyldimethylsilyloxy)-5,7-((R)-benzylidenedioxy)-4,6-dimethyl-1-octene-2-yl-trifluoromethanesulfonate
There total 15 articles about (3S,4R,5S,6S,7R)-3-(tert-butyldimethylsilyloxy)-5,7-((R)-benzylidenedioxy)-4,6-dimethyl-1-octene-2-yl-trifluoromethanesulfonate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(3S,4R,5S,6S,7R)-3-(tert-butyldimethylsilyloxy)-5,7-((R)-benzylidenedioxy)-4,6-dimethyloctan-2-one;
With
potassium hexamethylsilazane;
at -78 ℃;
N,N-phenylbistrifluoromethane-sulfonimide;
at -78 ℃;
DOI:10.1021/ja992370x
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: TiCl4 / CH2Cl2 / 49 h / -78 - -30 °C
2.1: O3; pyridine / methanol / -78 °C
2.2: Me2S / methanol / 6 h / 20 °C
3.1: 89 percent / tetramethylammonium triacetoxyborohydride / acetonitrile; acetic acid / 26 h / -20 - 0 °C
4.1: 89 percent / CSA / 12 h / 20 °C
5.1: 96 percent / HF*py; pyridine / tetrahydrofuran / 3.67 h / 0 - 20 °C
6.1: 95 percent / Dess-Martin periodinane; pyridine / CH2Cl2 / 2.67 h / 0 - 20 °C
7.1: CH2Cl2; diethyl ether / 0.25 h / -78 °C
8.1: 516 mg / Dess-Martin periodinane; pyridine / CH2Cl2 / 4.5 h / 0 - 20 °C
9.1: potassium bis(trimethylsilyl)amide / tetrahydrofuran; toluene / 1 h / -78 °C
9.2: 88 percent / tetrahydrofuran; toluene / 1 h / -78 °C
With
pyridine; camphor-10-sulfonic acid; titanium tetrachloride; potassium hexamethylsilazane; Dess-Martin periodane; pyridine hydrogenfluoride; ozone; tetramethylammonium triacetoxyborohydride;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; acetic acid; toluene; acetonitrile;
DOI:10.1021/ja020853m
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: 95 percent / Dess-Martin periodinane; pyridine / CH2Cl2 / 2.67 h / 0 - 20 °C
2.1: CH2Cl2; diethyl ether / 0.25 h / -78 °C
3.1: 516 mg / Dess-Martin periodinane; pyridine / CH2Cl2 / 4.5 h / 0 - 20 °C
4.1: potassium bis(trimethylsilyl)amide / tetrahydrofuran; toluene / 1 h / -78 °C
4.2: 88 percent / tetrahydrofuran; toluene / 1 h / -78 °C
With
pyridine; potassium hexamethylsilazane; Dess-Martin periodane;
In
tetrahydrofuran; diethyl ether; dichloromethane; toluene;
DOI:10.1021/ja020853m
