Technology Process of tert-butyl((2S,3R,4S,5E,8S,9E)-10-iodo-3-methoxy-4,6,8-trimethyldeca-5,9-dien-2-yloxy)diphenylsilane
There total 10 articles about tert-butyl((2S,3R,4S,5E,8S,9E)-10-iodo-3-methoxy-4,6,8-trimethyldeca-5,9-dien-2-yloxy)diphenylsilane which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
chromium dichloride;
In
tetrahydrofuran; 1,4-dioxane;
at 0 - 20 ℃;
DOI:10.1021/ol701427k
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: 62 percent / trimethylsilyl trifluoromethanesulfonate / CH2Cl2 / 24 h / -50 °C
2.1: LiOH / tetrahydrofuran; methanol; H2O / 3 h / 20 °C
3.1: oxalyl chloride / CH2Cl2; dimethylformamide / 20 °C
4.1: 1.68 g / diethyl ether / 0.5 h / 0 °C
5.1: 80 percent / silver benzoate / CH2Cl2 / 0.08 h / 20 °C
6.1: lithium diisopropylamide / tetrahydrofuran; hexane / 1.75 h / -78 - 0 °C
6.2: tetrahydrofuran; hexane / 0.5 h / 0 °C
7.1: lithium diisopropylamide; BH3*NH3 / tetrahydrofuran; hexane / 2 h / 20 °C
8.1: 100 percent / oxalyl chloride; methyl sulfoxide; triethylamine / CH2Cl2
9.1: 381 mg / CrCl2 / dioxane; tetrahydrofuran / 0 - 20 °C
With
chromium dichloride; lithium hydroxide; borane-ammonia complex; oxalyl dichloride; trimethylsilyl trifluoromethanesulfonate; silver benzoate; dimethyl sulfoxide; triethylamine; lithium diisopropyl amide;
In
tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; hexane; dichloromethane; water; N,N-dimethyl-formamide;
8.1: Swern oxidation / 9.1: Takai olefination;
DOI:10.1021/ol701427k
- Guidance literature:
-
Multi-step reaction with 3 steps
1: lithium diisopropylamide; BH3*NH3 / tetrahydrofuran; hexane / 2 h / 20 °C
2: 100 percent / oxalyl chloride; methyl sulfoxide; triethylamine / CH2Cl2
3: 381 mg / CrCl2 / dioxane; tetrahydrofuran / 0 - 20 °C
With
chromium dichloride; borane-ammonia complex; oxalyl dichloride; dimethyl sulfoxide; triethylamine; lithium diisopropyl amide;
In
tetrahydrofuran; 1,4-dioxane; hexane; dichloromethane;
2: Swern oxidation / 3: Takai olefination;
DOI:10.1021/ol701427k
