Technology Process of (E,3aR*,5S*,6aS*)-3-(phenylmethyl)-2-oxo-3,3a,4,5,6,6a-hexahydro-5-<1-<<(triisopropylsilyl)oxy>methyl>propenyl>-6a-<2-(trimethylacetamido)benzoyl>-2H-cyclopentoxazole
There total 15 articles about (E,3aR*,5S*,6aS*)-3-(phenylmethyl)-2-oxo-3,3a,4,5,6,6a-hexahydro-5-<1-<<(triisopropylsilyl)oxy>methyl>propenyl>-6a-<2-(trimethylacetamido)benzoyl>-2H-cyclopentoxazole 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:
- Guidance literature:
-
Multi-step reaction with 5 steps
1: imidazole / dimethylformamide / 4.3 h / Ambient temperature
2: 1.) trimethylaluminum, 3.) NaF
3: triethylamine / CH2Cl2 / 1 h / 0 °C
4: 1.) oxalyl chloride, dimethylsulfoxide, 2.) Et3N / 1.) CH2Cl2, -78 deg C, 15 min, 2.) CH2Cl2, -78 deg C, 10 min
5: 1.) n-BuLi / 1.) hexane, THF, -78 deg C, 40 min, 2.) hexane, THF, -78 deg C, 30 min
With
1H-imidazole; n-butyllithium; oxalyl dichloride; trimethylaluminum; sodium fluoride; dimethyl sulfoxide; triethylamine;
In
dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo00221a012
- Guidance literature:
-
Multi-step reaction with 7 steps
1: m-chloroperbenzoic acid, NaHCO3 / CH2Cl2 / 0.5 h / 0 °C
2: 78 percent / diisobutylaluminum hydride / toluene / 0.17 h / -78 °C
3: imidazole / dimethylformamide / 4.3 h / Ambient temperature
4: 1.) trimethylaluminum, 3.) NaF
5: triethylamine / CH2Cl2 / 1 h / 0 °C
6: 1.) oxalyl chloride, dimethylsulfoxide, 2.) Et3N / 1.) CH2Cl2, -78 deg C, 15 min, 2.) CH2Cl2, -78 deg C, 10 min
7: 1.) n-BuLi / 1.) hexane, THF, -78 deg C, 40 min, 2.) hexane, THF, -78 deg C, 30 min
With
1H-imidazole; n-butyllithium; oxalyl dichloride; trimethylaluminum; diisobutylaluminium hydride; sodium hydrogencarbonate; sodium fluoride; dimethyl sulfoxide; triethylamine; 3-chloro-benzenecarboperoxoic acid;
In
dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo00221a012
- Guidance literature:
-
Multi-step reaction with 3 steps
1: 1.) MeLi, 2.) n-BuLi
2: 73 percent / KCN, 18-crowm-6 / CHCl3 / 0.5 h / Ambient temperature
3: 1.) n-BuLi / 1.) hexane, THF, -78 deg C, 40 min, 2.) hexane, THF, -78 deg C, 30 min
With
potassium cyanide; n-butyllithium; 18-crown-6 ether; methyllithium;
In
chloroform;
DOI:10.1021/jo00221a012
