Technology Process of (5S,7R,9S,12R,13S,14R)-15-(tert-butyldimethylsilyloxy)-13-(4-methoxybenzyloxy)-2,12,14-trimethylpentadec-1-ene-5,7,9-triol
There total 14 articles about (5S,7R,9S,12R,13S,14R)-15-(tert-butyldimethylsilyloxy)-13-(4-methoxybenzyloxy)-2,12,14-trimethylpentadec-1-ene-5,7,9-triol 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
sodium tetrahydroborate; diethyl methoxy borane;
In
tetrahydrofuran; methanol;
at -78 - 20 ℃;
DOI:10.1021/ol7025944
- Guidance literature:
-
With
sodium tetrahydroborate; diethyl methoxy borane;
In
tetrahydrofuran; methanol;
at -78 ℃;
optical yield given as %de;
diastereoselective reaction;
Inert atmosphere;
DOI:10.1021/jo2003506
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: Hoveyda-Grubbs catalyst second generation / 1,1-dichloroethane / 90 °C / Inert atmosphere
2.1: 2-nitrobenzenesulfonyl hydrazide; triethylamine / 1,2-dichloro-ethane / Inert atmosphere
3.1: formic acid; palladium diacetate; triethylamine / 1,2-dichloro-ethane / 40 °C / Inert atmosphere
3.2: Inert atmosphere
4.1: lithium aluminium tetrahydride / diethyl ether / Inert atmosphere
5.1: pyridinium p-toluenesulfonate / dichloromethane / Inert atmosphere
6.1: pyridine; ozone / methanol; dichloromethane / -78 °C / Inert atmosphere
6.2: Inert atmosphere
7.1: magnesium / diethyl ether / -78 °C / Inert atmosphere
8.1: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / Inert atmosphere
9.1: cerium(III) chloride heptahydrate / water; acetonitrile / Inert atmosphere
10.1: sodium tetrahydroborate; diethyl methoxy borane / tetrahydrofuran; methanol / -78 °C / Inert atmosphere
With
pyridine; sodium tetrahydroborate; lithium aluminium tetrahydride; formic acid; Hoveyda-Grubbs catalyst second generation; cerium(III) chloride heptahydrate; diethyl methoxy borane; 2-nitrobenzenesulfonyl hydrazide; palladium diacetate; pyridinium p-toluenesulfonate; sodium hydrogencarbonate; Dess-Martin periodane; ozone; magnesium; triethylamine;
In
tetrahydrofuran; methanol; diethyl ether; 1,1-dichloroethane; dichloromethane; water; 1,2-dichloro-ethane; acetonitrile;
DOI:10.1021/jo2003506
