Technology Process of (2S,3S,4R,4aS,8aR)-3-[(S)-1-(2-Benzyloxy-ethyl)-2-methyl-allyl]-4-(tert-butyl-dimethyl-silanyloxymethyl)-3-hydroxymethyl-4a-methyl-decahydro-naphthalen-2-ol
There total 10 articles about (2S,3S,4R,4aS,8aR)-3-[(S)-1-(2-Benzyloxy-ethyl)-2-methyl-allyl]-4-(tert-butyl-dimethyl-silanyloxymethyl)-3-hydroxymethyl-4a-methyl-decahydro-naphthalen-2-ol 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: 1.) sodium herxamethyldisilazide / tetrahydrofuran / 1.) 0 degC, 7 h; 2.) -78 degC, 1 h
2: 89 percent / potassium tert-butoxide, sodium iodide / hexamethylphosphoric acid triamide / 6 h / 60 °C
3: 86 percent / nonane / 36 h / Heating
4: 69 percent / diisobutylaluminum hydride / diethyl ether; hexane / 1.5 h / 0 °C
5: 1.) triethylamine, tert-butyldimethylsilyl trifluoromethanesulfonate; 2.) lithium aluminum hydride / 1.) ether, 25 degC, 2.5 h; 2.) 4 h, 25 degC
With
lithium aluminium tetrahydride; t-butyldimethylsiyl triflate; potassium tert-butylate; sodium hexamethyldisilazane; diisobutylaluminium hydride; triethylamine; sodium iodide;
In
tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; nonane; hexane;
DOI:10.1021/ja00295a027
- Guidance literature:
-
Multi-step reaction with 6 steps
1: 91 percent / triethylamine, 4-dimethylaminopyridine / CH2Cl2 / 4 h / 25 °C
2: 1.) sodium herxamethyldisilazide / tetrahydrofuran / 1.) 0 degC, 7 h; 2.) -78 degC, 1 h
3: 89 percent / potassium tert-butoxide, sodium iodide / hexamethylphosphoric acid triamide / 6 h / 60 °C
4: 86 percent / nonane / 36 h / Heating
5: 69 percent / diisobutylaluminum hydride / diethyl ether; hexane / 1.5 h / 0 °C
6: 1.) triethylamine, tert-butyldimethylsilyl trifluoromethanesulfonate; 2.) lithium aluminum hydride / 1.) ether, 25 degC, 2.5 h; 2.) 4 h, 25 degC
With
dmap; lithium aluminium tetrahydride; t-butyldimethylsiyl triflate; potassium tert-butylate; sodium hexamethyldisilazane; diisobutylaluminium hydride; triethylamine; sodium iodide;
In
tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; nonane; hexane; dichloromethane;
DOI:10.1021/ja00295a027
- Guidance literature:
-
Multi-step reaction with 4 steps
1: 89 percent / potassium tert-butoxide, sodium iodide / hexamethylphosphoric acid triamide / 6 h / 60 °C
2: 86 percent / nonane / 36 h / Heating
3: 69 percent / diisobutylaluminum hydride / diethyl ether; hexane / 1.5 h / 0 °C
4: 1.) triethylamine, tert-butyldimethylsilyl trifluoromethanesulfonate; 2.) lithium aluminum hydride / 1.) ether, 25 degC, 2.5 h; 2.) 4 h, 25 degC
With
lithium aluminium tetrahydride; t-butyldimethylsiyl triflate; potassium tert-butylate; diisobutylaluminium hydride; triethylamine; sodium iodide;
In
N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; nonane; hexane;
DOI:10.1021/ja00295a027
