Technology Process of (6S,9R)-1-{(4R,6S)-6-[2-(p-methoxybenzyloxy)ethyl]-2,2-dimethyl[1,3]dioxan-4-yl}-9-methyl-8-methylene-6,10-bis(triethylsilanyloxy)dec-3-yn-2-ol
There total 17 articles about (6S,9R)-1-{(4R,6S)-6-[2-(p-methoxybenzyloxy)ethyl]-2,2-dimethyl[1,3]dioxan-4-yl}-9-methyl-8-methylene-6,10-bis(triethylsilanyloxy)dec-3-yn-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:
-
(4R,7R)-7-methyl-6-methylene-4,8-bis(triethylsilanyloxy)oct-1-yne;
With
isopropylmagnesium chloride;
In
tetrahydrofuran;
at 0 ℃;
for 1.5h;
{(4R,6S)-6-[2-(p-methoxybenzyloxy)ethyl]-2,2-dimethyl[1,3]dioxan-4-yl}acetaldehyde;
In
tetrahydrofuran;
at -10 ℃;
for 1h;
DOI:10.1021/ol035849+
- Guidance literature:
-
Multi-step reaction with 2 steps
1.1: 85 percent / imidazole / tetrahydrofuran / 0.75 h / 20 °C
2.1: i-PrMgCl / tetrahydrofuran / 1.5 h / 0 °C
2.2: 77 percent / tetrahydrofuran / 1 h / -10 °C
With
1H-imidazole; isopropylmagnesium chloride;
In
tetrahydrofuran;
DOI:10.1021/ol035849+
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: 94 percent / NaH; TBAI / tetrahydrofuran; dimethylformamide / 12.5 h / 20 °C
2.1: 78 percent / TsOH*H2O / methanol / 18 h / 20 °C
3.1: 53 percent / NaH; triisopropylbenzylsulfonylimidazole / tetrahydrofuran; dimethylformamide / 0 - 20 °C
4.1: n-BuLi / tetrahydrofuran; hexane / 0.25 h / 20 °C
4.2: 72 percent / tetrahydrofuran; hexane / -20 - -10 °C
5.1: iodine; aq. NaHCO3 / acetonitrile / 0.83 h / 0 - 20 °C
6.1: Et2B(OMe); NaBH4 / tetrahydrofuran; methanol / 12 h / -78 °C
7.1: 6.02 g / para-toluenesulfonic acid monohydrate / acetone / 1 h / 0 °C
8.1: 75 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 1 h / 20 °C
9.1: 85 percent / oxalyl chloride; DMSO; TEA / CH2Cl2 / -78 - 0 °C
10.1: i-PrMgCl / tetrahydrofuran / 1.5 h / 0 °C
10.2: 77 percent / tetrahydrofuran / 1 h / -10 °C
With
sodium tetrahydroborate; n-butyllithium; oxalyl dichloride; triisopropylbenzylsulfonylimidazole; TEA; diethyl methoxy borane; tetrabutyl ammonium fluoride; iodine; isopropylmagnesium chloride; tetra-(n-butyl)ammonium iodide; sodium hydride; sodium hydrogencarbonate; toluene-4-sulfonic acid; dimethyl sulfoxide;
In
tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide; acetone; acetonitrile;
DOI:10.1021/ol035849+
![{(4R,6S)-6-[2-(p-methoxybenzyloxy)ethyl]-2,2-dimethyl[1,3]dioxan-4-yl}acetaldehyde](/Databaselist/images/loading.webp)
