Technology Process of (1S,4aS,8aR)-3-((E)-5-Benzyloxy-2-methyl-pent-2-enyloxy)-1-(tert-butyl-dimethyl-silanyloxymethyl)-8a-methyl-1,4,4a,5,6,7,8,8a-octahydro-naphthalene-2-carboxylic acid methyl ester
There total 14 articles about (1S,4aS,8aR)-3-((E)-5-Benzyloxy-2-methyl-pent-2-enyloxy)-1-(tert-butyl-dimethyl-silanyloxymethyl)-8a-methyl-1,4,4a,5,6,7,8,8a-octahydro-naphthalene-2-carboxylic acid methyl ester 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
potassium tert-butylate; sodium iodide;
In
N,N,N,N,N,N-hexamethylphosphoric triamide;
at 60 ℃;
for 6h;
DOI:10.1021/ja00295a027
- Guidance literature:
-
Multi-step reaction with 8 steps
1: 1.) methanesulfonyl chloride, triethylamine; 2.) lithium bromide / 1.) 30 min, 0 degC, CH2Cl2; 2.) acetone, 6 h, reflux
2: 85 percent / toluene / 7 h / Heating
3: n-butyllithium / tetrahydrofuran; hexane / 5 h / 25 °C
4: 67 g / concd. hydrochloric acid / methanol; diethyl ether / 20 h / 25 °C
5: 68 percent / pyridinium chlorochromate / CH2Cl2 / 8 h / 25 °C
6: 92 percent / sodium borohydride / ethanol / 1 h / 25 °C
7: 1.) triethylamine, methanesulfonyl chloride; 2.) lithium bromide / 1.) CH2Cl2, 0 degC, 30 min; 2.) acetone, 25 degC, 2.5 h
8: 89 percent / potassium tert-butoxide, sodium iodide / hexamethylphosphoric acid triamide / 6 h / 60 °C
With
hydrogenchloride; sodium tetrahydroborate; n-butyllithium; potassium tert-butylate; methanesulfonyl chloride; triethylamine; pyridinium chlorochromate; sodium iodide; lithium bromide;
In
tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; ethanol; hexane; dichloromethane; toluene;
DOI:10.1021/ja00295a027
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 85 percent / toluene / 7 h / Heating
2: n-butyllithium / tetrahydrofuran; hexane / 5 h / 25 °C
3: 67 g / concd. hydrochloric acid / methanol; diethyl ether / 20 h / 25 °C
4: 68 percent / pyridinium chlorochromate / CH2Cl2 / 8 h / 25 °C
5: 92 percent / sodium borohydride / ethanol / 1 h / 25 °C
6: 1.) triethylamine, methanesulfonyl chloride; 2.) lithium bromide / 1.) CH2Cl2, 0 degC, 30 min; 2.) acetone, 25 degC, 2.5 h
7: 89 percent / potassium tert-butoxide, sodium iodide / hexamethylphosphoric acid triamide / 6 h / 60 °C
With
hydrogenchloride; sodium tetrahydroborate; n-butyllithium; potassium tert-butylate; methanesulfonyl chloride; triethylamine; pyridinium chlorochromate; sodium iodide; lithium bromide;
In
tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; ethanol; hexane; dichloromethane; toluene;
DOI:10.1021/ja00295a027
