Technology Process of (9S,10S)-1,9-dihydroxy-10-(tosyloxy)henicosa-3,6-diyne
There total 9 articles about (9S,10S)-1,9-dihydroxy-10-(tosyloxy)henicosa-3,6-diyne 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:
-
hepta-3,6-diyn-1-ol;
With
n-butyllithium; boron trifluoride diethyl etherate;
In
tetrahydrofuran; hexane;
at -78 ℃;
for 0.5h;
(2S,3S)-1,2-epoxy-3-tetradecyl alcohol p-toluenesulfonate;
In
tetrahydrofuran; hexane;
at -78 ℃;
for 3h;
DOI:10.1081/SCC-200043198
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: D-(-)-dicyclohexyl tartrate; Ti(O-i-Pr)4; molecular sieves 4 Angstroem / CH2Cl2; dodecane / 0.5 h / -20 °C
1.2: 1.06 g / tert-butyl hydroperoxide / CH2Cl2; dodecane; toluene / -20 °C
2.1: 67 percent / PPh3; diisopropyl azodicarboxylate / tetrahydrofuran / 24 h / 20 °C
3.1: 94 percent / anhydrous K2CO3 / methanol / 1 h / 0 °C
4.1: KOH / diethyl ether / 2 h / 0 °C
5.1: n-BuLi / methanol; hexane / 0.25 h / -78 °C
5.2: BF3*Et2O / methanol; hexane / 0.25 h / -78 °C
5.3: 73 percent / methanol; hexane; diethyl ether / 3 h / -78 °C
6.1: 91 percent / PTSA / methanol / 5 h / 20 °C
With
titanium(IV) isopropylate; potassium hydroxide; n-butyllithium; di-isopropyl azodicarboxylate; 4 A molecular sieve; potassium carbonate; toluene-4-sulfonic acid; triphenylphosphine; (-)-dicyclohexyl tartrate;
In
tetrahydrofuran; methanol; diethyl ether; dodecane; hexane; dichloromethane;
1.1: Sharpless AE resolution;
DOI:10.1016/j.tet.2004.12.060
