Technology Process of 4-((1R,2S,E)-2-(benzyloxy)-1-(tert-butoxycarbonylamino)-5-hydroxypent-3-enyl)phenyl 4-methylbenzenesulfonate
There total 13 articles about 4-((1R,2S,E)-2-(benzyloxy)-1-(tert-butoxycarbonylamino)-5-hydroxypent-3-enyl)phenyl 4-methylbenzenesulfonate 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 8 steps
1.1: sodium azide; ammonium chloride / tetrahydrofuran; water / 12 h / 50 °C
2.1: triphenylphosphine / tetrahydrofuran; water / 3 h / 20 °C
3.1: sodium hydrogencarbonate / tetrahydrofuran; water / 4 h / 20 °C
4.1: toluene-4-sulfonic acid / dichloromethane / 3 h / 0 - 20 °C
5.1: diisobutylaluminium hydride / dichloromethane / 3 h / 0 - 20 °C
6.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / tetrahydrofuran; dimethyl sulfoxide / 3 h / 20 °C
7.1: sodium hydride / tetrahydrofuran / 0 °C / Inert atmosphere
7.2: 6 h / 20 °C
8.1: diisobutylaluminium hydride / dichloromethane / 2 h / 0 - 20 °C
With
sodium azide; sodium hydride; diisobutylaluminium hydride; sodium hydrogencarbonate; ammonium chloride; toluene-4-sulfonic acid; triphenylphosphine; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione;
In
tetrahydrofuran; dichloromethane; water; dimethyl sulfoxide;
7.2: Horner-Wadsworth-Emmons olefination;
DOI:10.1016/j.tetlet.2011.07.035
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: diisobutylaluminium hydride / dichloromethane / 1.5 h / 0 - 20 °C
2.1: titanium(IV) isopropylate; tert.-butylhydroperoxide / dichloromethane / 3 h / -25 °C / Molecular sieve
3.1: sodium azide; ammonium chloride / tetrahydrofuran; water / 12 h / 50 °C
4.1: triphenylphosphine / tetrahydrofuran; water / 3 h / 20 °C
5.1: sodium hydrogencarbonate / tetrahydrofuran; water / 4 h / 20 °C
6.1: toluene-4-sulfonic acid / dichloromethane / 3 h / 0 - 20 °C
7.1: diisobutylaluminium hydride / dichloromethane / 3 h / 0 - 20 °C
8.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / tetrahydrofuran; dimethyl sulfoxide / 3 h / 20 °C
9.1: sodium hydride / tetrahydrofuran / 0 °C / Inert atmosphere
9.2: 6 h / 20 °C
10.1: diisobutylaluminium hydride / dichloromethane / 2 h / 0 - 20 °C
With
titanium(IV) isopropylate; tert.-butylhydroperoxide; sodium azide; sodium hydride; diisobutylaluminium hydride; sodium hydrogencarbonate; ammonium chloride; toluene-4-sulfonic acid; triphenylphosphine; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione;
In
tetrahydrofuran; dichloromethane; water; dimethyl sulfoxide;
2.1: Sharpless epoxidation / 9.2: Horner-Wadsworth-Emmons olefination;
DOI:10.1016/j.tetlet.2011.07.035
