Technology Process of 4β,5α-5-(Phenylmethoxy)-4-<<(tert-butyldimethylsilyl)-oxy>methyl>-3,3aβ,5,6-tetrahydro-4H-cyclopentisoxazole
There total 9 articles about 4β,5α-5-(Phenylmethoxy)-4-<<(tert-butyldimethylsilyl)-oxy>methyl>-3,3aβ,5,6-tetrahydro-4H-cyclopentisoxazole 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 2 steps
1: imidazole / dimethylformamide / 3 h
2: 1.) NaH / 2.) n-Bu4NI / 1.) THF, 15 h; 2.) 3 h
With
1H-imidazole; sodium hydride;
tetra-(n-butyl)ammonium iodide;
In
N,N-dimethyl-formamide;
DOI:10.1021/jo00187a001
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 13.4 g / LAH / diethyl ether
2: Amberlyst-15 / 24 h
3: 37 percent / Na / NH3 / ethanol / tetrahydrofuran / 0.08 h / -78 °C
4: oxalyl chloride, DMSO, Et3N / CH2Cl2 / 1.) -78 deg C; 2.) 5 min room temp.
5: 66 percent / H2NOH*HCl, pyridime / 1 h
6: 75 percent / aq.NaOCl / CH2Cl2 / 1.) 0 deg C, 1 h, 2.) room temp., 18 h;
7: Amberlyst-15 / methanol / 1 h / Ambient temperature
8: imidazole / dimethylformamide / 3 h
9: 1.) NaH / 2.) n-Bu4NI / 1.) THF, 15 h; 2.) 3 h
With
pyridine; 1H-imidazole; sodium hypochlorite; lithium aluminium tetrahydride; oxalyl dichloride; ethanol; hydroxylamine hydrochloride; ammonia; sodium; sodium hydride; dimethyl sulfoxide; triethylamine;
amberlyst-15; tetra-(n-butyl)ammonium iodide;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo00187a001
- Guidance literature:
-
Multi-step reaction with 6 steps
1: oxalyl chloride, DMSO, Et3N / CH2Cl2 / 1.) -78 deg C; 2.) 5 min room temp.
2: 66 percent / H2NOH*HCl, pyridime / 1 h
3: 75 percent / aq.NaOCl / CH2Cl2 / 1.) 0 deg C, 1 h, 2.) room temp., 18 h;
4: Amberlyst-15 / methanol / 1 h / Ambient temperature
5: imidazole / dimethylformamide / 3 h
6: 1.) NaH / 2.) n-Bu4NI / 1.) THF, 15 h; 2.) 3 h
With
pyridine; 1H-imidazole; sodium hypochlorite; oxalyl dichloride; hydroxylamine hydrochloride; sodium hydride; dimethyl sulfoxide; triethylamine;
amberlyst-15; tetra-(n-butyl)ammonium iodide;
In
methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo00187a001
