Technology Process of (7R,11R,15R)-16-tert-butyldimethylsilyloxy-1-tert-butyldiphenylsilyloxy-11-hydroxy-3,7,11,15-tetramethyl-4-hexadecanone
There total 23 articles about (7R,11R,15R)-16-tert-butyldimethylsilyloxy-1-tert-butyldiphenylsilyloxy-11-hydroxy-3,7,11,15-tetramethyl-4-hexadecanone 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 6 steps
1.1: 1H-imidazole / N,N-dimethyl-formamide / 6 h
2.1: 9-bora-bicyclo[3.3.1]nonane / tetrahydrofuran / 0 - 20 °C / Inert atmosphere
2.2: 0 - 20 °C
3.1: pyridinium chlorochromate / dichloromethane / 20 °C / Molecular sieve
4.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere
4.2: -78 - -20 °C / Inert atmosphere
5.1: Dess-Martin periodane / dichloromethane / 1 h / 0 - 20 °C
6.1: aluminum amalgam / tetrahydrofuran / 2 h / 70 °C
With
1H-imidazole; aluminum amalgam; n-butyllithium; Dess-Martin periodane; 9-bora-bicyclo[3.3.1]nonane; pyridinium chlorochromate;
In
tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2011.09.066
- Guidance literature:
-
Multi-step reaction with 12 steps
1.1: disodium hydrogenphosphate; sodium-mercury amalgam (5%) / tetrahydrofuran; methanol / 1.5 h / -15 - 20 °C
2.1: AD-mix-α; methanesulfonamide / water; tert-butyl alcohol / 0 °C
3.1: triethylamine / dichloromethane / 0 °C
4.1: potassium carbonate / methanol / 20 °C
5.1: lithium triethylborohydride / tetrahydrofuran / 0 - 20 °C / Inert atmosphere
6.1: ammonia; lithium / -40 °C
7.1: pyridine / 0 °C
8.1: sodium iodide / acetone / 20 °C / Reflux
9.1: N,N-dimethyl-formamide / 6 h
10.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere
10.2: -78 - -20 °C / Inert atmosphere
11.1: Dess-Martin periodane / dichloromethane / 1 h / 0 - 20 °C
12.1: aluminum amalgam / tetrahydrofuran / 2 h / 70 °C
With
pyridine; disodium hydrogenphosphate; sodium-mercury amalgam (5%); aluminum amalgam; n-butyllithium; methanesulfonamide; AD-mix-α; ammonia; lithium; lithium triethylborohydride; potassium carbonate; Dess-Martin periodane; triethylamine; sodium iodide;
In
tetrahydrofuran; methanol; hexane; dichloromethane; water; N,N-dimethyl-formamide; acetone; tert-butyl alcohol;
2.1: Sharpless asymmetric dihydroxylation / 6.1: Birch reduction;
DOI:10.1016/j.tet.2011.09.066
