Technology Process of (1S,4S,5R)-4,5-Bis-(tert-butyl-dimethyl-silanyloxy)-cyclohex-2-enol
There total 6 articles about (1S,4S,5R)-4,5-Bis-(tert-butyl-dimethyl-silanyloxy)-cyclohex-2-enol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
Singh's (R)-lithium amide base;
In
tetrahydrofuran;
at 0 - 20 ℃;
for 20h;
Title compound not separated from byproducts;
DOI:10.1016/0040-4039(96)01824-2
- Guidance literature:
-
Multi-step reaction with 5 steps
1: 1.) KIO3, I2, 2.) KOAc / 1.) 60 deg C, 3 h, 2.) reflux, 3 h
2: 92 percent / MeOH, Amberlite IRA(OH) / tetrahydrofuran / 1 h / Ambient temperature
3: 97 percent / imidazole / CH2Cl2 / 16 h / Ambient temperature
4: 41 percent / m-CPBA / CH2Cl2 / 16 h / Ambient temperature
5: BuLi, (R)-N-methyl-1-phenyl-2-(pyrrolidin-1-yl)ethanamine / tetrahydrofuran; hexane / 1.) 0 deg C, 30 min, 2.) 0 deg C to r.t., 20 h
With
1H-imidazole; methanol; potassium iodate; n-butyllithium; Amberlite IRA(OH); iodine; potassium acetate; (R)-N-methyl-1-phenyl-2-(pyrrolidin-1-yl)ethanamine; 3-chloro-benzenecarboperoxoic acid;
In
tetrahydrofuran; hexane; dichloromethane;
- Guidance literature:
-
Multi-step reaction with 3 steps
1: 97 percent / imidazole / CH2Cl2 / 16 h / Ambient temperature
2: 41 percent / m-CPBA / CH2Cl2 / 16 h / Ambient temperature
3: BuLi, (R)-N-methyl-1-phenyl-2-(pyrrolidin-1-yl)ethanamine / tetrahydrofuran; hexane / 1.) 0 deg C, 30 min, 2.) 0 deg C to r.t., 20 h
With
1H-imidazole; n-butyllithium; (R)-N-methyl-1-phenyl-2-(pyrrolidin-1-yl)ethanamine; 3-chloro-benzenecarboperoxoic acid;
In
tetrahydrofuran; hexane; dichloromethane;
