Technology Process of (+)-(E,R)-3-(tert-butyldimethylsilyloxy)-1,7-diphenylhept-6-ene
There total 6 articles about (+)-(E,R)-3-(tert-butyldimethylsilyloxy)-1,7-diphenylhept-6-ene which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
O,O-diethyl benzylphosphonate;
With
n-butyllithium;
In
tetrahydrofuran; hexane;
at -78 ℃;
for 0.5h;
C18H30O2Si;
In
tetrahydrofuran; hexane;
at -78 - 20 ℃;
for 18h;
DOI:10.1002/anie.201108315
- Guidance literature:
-
Multi-step reaction with 2 steps
1.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.33 h / -78 °C / Inert atmosphere
1.2: 1 h / 20 °C / Inert atmosphere
2.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C
2.2: 18 h / -78 - 20 °C
With
n-butyllithium; oxalyl dichloride; dimethyl sulfoxide;
In
tetrahydrofuran; hexane; dichloromethane;
1.1: Swern oxidation;
DOI:10.1002/anie.201108315
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: titanium(IV) isopropylate; (R)-1,1'-Bi-2-naphthol / dichloromethane / 81 h / -78 - 20 °C / Inert atmosphere; Molecular sieve; Reflux
2.1: 1H-imidazole; dmap / dichloromethane / 16 h / Inert atmosphere
3.1: 9-bora-bicyclo[3.3.1]nonane / tetrahydrofuran / 6 h / 0 - 20 °C / Inert atmosphere
4.1: dihydrogen peroxide; sodium hydroxide / tetrahydrofuran / 1 h / 0 - 20 °C / Inert atmosphere
5.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.33 h / -78 °C / Inert atmosphere
5.2: 1 h / 20 °C / Inert atmosphere
6.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C
6.2: 18 h / -78 - 20 °C
With
1H-imidazole; titanium(IV) isopropylate; dmap; n-butyllithium; oxalyl dichloride; dihydrogen peroxide; (R)-1,1'-Bi-2-naphthol; dimethyl sulfoxide; 9-bora-bicyclo[3.3.1]nonane; sodium hydroxide;
In
tetrahydrofuran; hexane; dichloromethane;
1.1: Keck allylation / 5.1: Swern oxidation;
DOI:10.1002/anie.201108315
