Technology Process of (8R,10R,12S,15R)-15-(2-ethylprop-2-en-1-yl)-10-(p-methoxybenzyloxymethyl)-9,14-dioxa-1,5-dithiadispiro[5.1.5.3]hexadecan-12-ol
There total 16 articles about (8R,10R,12S,15R)-15-(2-ethylprop-2-en-1-yl)-10-(p-methoxybenzyloxymethyl)-9,14-dioxa-1,5-dithiadispiro[5.1.5.3]hexadecan-12-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:
-
With
perchloric acid;
In
dichloromethane; water; acetonitrile;
at 0 ℃;
for 0.5h;
DOI:10.1021/ol035848h
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: n-butyllithium / tetrahydrofuran; heptane / 0.25 h / 20 °C
1.2: 98 percent / tetrahydrofuran; heptane / 1 h / -10 °C
2.1: 96 percent / iodine; aqueous sodium hydrogen carbonate / acetonitrile / 1 h / 0 °C
3.1: 94 percent / diethylmethoxyborane; sodium borohydride / tetrahydrofuran; methanol / -78 °C
4.1: 99 percent / para-toluenesulfonic acid monohydrate / acetone / 1 h / 0 °C
5.1: 98 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 2 h / 20 °C
6.1: 91 percent / dimethyl sulfoxide; oxalyl chloride; triethylamine / CH2Cl2 / 3 h / -78 - -30 °C
7.1: isopropylmagnesium chloride / tetrahydrofuran / 0 - 20 °C
7.2: 93 percent / tetrahydrofuran / 3 h / -10 °C
8.1: 99 percent / Dess-Martin periodinane / CH2Cl2 / 3.5 h / 20 °C
9.1: 98 percent / sodium methoxide / methanol; CH2Cl2 / -10 - 5 °C
10.1: 79 percent / perchloric acid / acetonitrile; CH2Cl2; H2O / 0.5 h / 0 °C
With
sodium tetrahydroborate; n-butyllithium; perchloric acid; oxalyl dichloride; diethyl methoxy borane; tetrabutyl ammonium fluoride; iodine; isopropylmagnesium chloride; sodium methylate; sodium hydrogencarbonate; Dess-Martin periodane; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine;
In
tetrahydrofuran; methanol; n-heptane; dichloromethane; water; acetone; acetonitrile;
6.1: Swern oxidation;
DOI:10.1021/ol035848h
- Guidance literature:
-
Multi-step reaction with 11 steps
1.1: 75 percent / sodium hydride; tetra-n-butylammonium iodide / tetrahydrofuran / 0 - 20 °C
2.1: n-butyllithium / tetrahydrofuran; heptane / 0.25 h / 20 °C
2.2: 98 percent / tetrahydrofuran; heptane / 1 h / -10 °C
3.1: 96 percent / iodine; aqueous sodium hydrogen carbonate / acetonitrile / 1 h / 0 °C
4.1: 94 percent / diethylmethoxyborane; sodium borohydride / tetrahydrofuran; methanol / -78 °C
5.1: 99 percent / para-toluenesulfonic acid monohydrate / acetone / 1 h / 0 °C
6.1: 98 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 2 h / 20 °C
7.1: 91 percent / dimethyl sulfoxide; oxalyl chloride; triethylamine / CH2Cl2 / 3 h / -78 - -30 °C
8.1: isopropylmagnesium chloride / tetrahydrofuran / 0 - 20 °C
8.2: 93 percent / tetrahydrofuran / 3 h / -10 °C
9.1: 99 percent / Dess-Martin periodinane / CH2Cl2 / 3.5 h / 20 °C
10.1: 98 percent / sodium methoxide / methanol; CH2Cl2 / -10 - 5 °C
11.1: 79 percent / perchloric acid / acetonitrile; CH2Cl2; H2O / 0.5 h / 0 °C
With
sodium tetrahydroborate; n-butyllithium; perchloric acid; oxalyl dichloride; diethyl methoxy borane; tetrabutyl ammonium fluoride; iodine; isopropylmagnesium chloride; sodium methylate; tetra-(n-butyl)ammonium iodide; sodium hydride; sodium hydrogencarbonate; Dess-Martin periodane; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine;
In
tetrahydrofuran; methanol; n-heptane; dichloromethane; water; acetone; acetonitrile;
7.1: Swern oxidation;
DOI:10.1021/ol035848h
![1-[2-[(2R)-4-ethyl-2-(triethylsilanyloxy)pent-4-en-1-yl][1,3]dithian-2-yl]-3-[(4S,6R)-6-(p-methoxybenzyloxymethyl)-2,2-dimethyl[1,3]dioxan-4-yl]propan-2-one](/Databaselist/images/loading.webp)
