Technology Process of (E,4R,5S)-4-(methoxymethoxy)-5-(trityloxy)hex-2-enoic acid
There total 8 articles about (E,4R,5S)-4-(methoxymethoxy)-5-(trityloxy)hex-2-enoic acid 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:
-
allyl (E,4R,5S)-4-(methoxymethoxy)-5-(trityloxy)hex-2-enoate;
With
sodium hydroxide;
In
tetrahydrofuran; methanol;
at 20 ℃;
for 3h;
Inert atmosphere;
With
hydrogenchloride;
In
tetrahydrofuran; methanol; water;
at 0 ℃;
Inert atmosphere;
DOI:10.1016/j.tet.2011.04.099
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: caesium carbonate / acetonitrile / 0.75 h / 20 °C / Inert atmosphere
1.2: 0.5 h / -15 °C / Inert atmosphere
2.1: cerium(III) chloride heptahydrate / methanol / 0.75 h / 20 °C / Inert atmosphere
2.2: 2.17 h / -40 °C / Inert atmosphere
2.3: -40 - 20 °C / Inert atmosphere
3.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 0.17 h / 0 °C / Inert atmosphere
3.2: 0 - 20 °C / Inert atmosphere
4.1: potassium carbonate / 2 h / 20 °C / Inert atmosphere
5.1: dmap; N-ethyl-N,N-diisopropylamine / dichloromethane / 0.25 h / 0 °C / Inert atmosphere
5.2: 0 - 20 °C / Inert atmosphere
6.1: sodium hydroxide / tetrahydrofuran; methanol / 3 h / 20 °C / Inert atmosphere
6.2: 0 °C / Inert atmosphere
With
dmap; cerium(III) chloride heptahydrate; di-isopropyl azodicarboxylate; potassium carbonate; caesium carbonate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; sodium hydroxide;
In
tetrahydrofuran; methanol; dichloromethane; acetonitrile;
1.2: Wittig-Horner reaction / 3.1: Mitsunobu reaction / 3.2: Mitsunobu reaction;
DOI:10.1016/j.tet.2011.04.099
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: cerium(III) chloride heptahydrate / methanol / 0.75 h / 20 °C / Inert atmosphere
1.2: 2.17 h / -40 °C / Inert atmosphere
1.3: -40 - 20 °C / Inert atmosphere
2.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 0.17 h / 0 °C / Inert atmosphere
2.2: 0 - 20 °C / Inert atmosphere
3.1: potassium carbonate / 2 h / 20 °C / Inert atmosphere
4.1: dmap; N-ethyl-N,N-diisopropylamine / dichloromethane / 0.25 h / 0 °C / Inert atmosphere
4.2: 0 - 20 °C / Inert atmosphere
5.1: sodium hydroxide / tetrahydrofuran; methanol / 3 h / 20 °C / Inert atmosphere
5.2: 0 °C / Inert atmosphere
With
dmap; cerium(III) chloride heptahydrate; di-isopropyl azodicarboxylate; potassium carbonate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; sodium hydroxide;
In
tetrahydrofuran; methanol; dichloromethane;
2.1: Mitsunobu reaction / 2.2: Mitsunobu reaction;
DOI:10.1016/j.tet.2011.04.099
