Technology Process of (1S,3R,4S,5R,7R)-5-(2-Benzyloxy-ethyl)-1-(tert-butyl-dimethyl-silanyloxy)-1-cyclohexyl-4,8-dihydroxy-3,7-dimethyl-octan-2-one
There total 8 articles about (1S,3R,4S,5R,7R)-5-(2-Benzyloxy-ethyl)-1-(tert-butyl-dimethyl-silanyloxy)-1-cyclohexyl-4,8-dihydroxy-3,7-dimethyl-octan-2-one 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:
-
With
acetic acid;
In
tetrahydrofuran;
at 55 ℃;
for 3h;
DOI:10.1021/ja00384a061
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 82 percent / lithium diisopropylamide, hexamethylphosphoramide / tetrahydrofuran; hexane / 1.5 h / 0 deg C -> room temperature
2: 98 percent / lithium aluminium hydride / tetrahydrofuran / 0.75 h / 0 deg C -> room temperature
3: 87 percent / CrO3*2C5H5N / CH2Cl2 / 0.25 h / 0 °C
4: CH2Cl2 / 17 h / Ambient temperature
5: 100 percent / 2,6-lutidine / CH2Cl2 / 0.33 h / -10 deg C -> 0 deg C
6: 1.) (-)-bis(isopinocamphenyl)borane, 2.) m-chloroperoxybenzoic acid / 1.) THF, room temperature, 30 min, 2.) 0 deg C, 1 h
7: 70percent aq. HOAc / tetrahydrofuran / 3 h / 55 °C
With
2,6-dimethylpyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; lithium aluminium tetrahydride; dipyridine chromium trioxide; acetic acid; 3-chloro-benzenecarboperoxoic acid; diisopinocampheylborane; lithium diisopropyl amide;
In
tetrahydrofuran; hexane; dichloromethane;
DOI:10.1021/ja00384a061
- Guidance literature:
-
Multi-step reaction with 4 steps
1: CH2Cl2 / 17 h / Ambient temperature
2: 100 percent / 2,6-lutidine / CH2Cl2 / 0.33 h / -10 deg C -> 0 deg C
3: 1.) (-)-bis(isopinocamphenyl)borane, 2.) m-chloroperoxybenzoic acid / 1.) THF, room temperature, 30 min, 2.) 0 deg C, 1 h
4: 70percent aq. HOAc / tetrahydrofuran / 3 h / 55 °C
With
2,6-dimethylpyridine; acetic acid; 3-chloro-benzenecarboperoxoic acid; diisopinocampheylborane;
In
tetrahydrofuran; dichloromethane;
DOI:10.1021/ja00384a061
