Technology Process of (E)-benzo-8,8-bis-(phenylsulfonyl)-12-hydroxy-1,18-dioxacycloheneicosan-10-en-2,19-dione
There total 11 articles about (E)-benzo-8,8-bis-(phenylsulfonyl)-12-hydroxy-1,18-dioxacycloheneicosan-10-en-2,19-dione 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
palladium complex of polymer bound phosphine ligand;
In
tetrahydrofuran;
at 50 ℃;
for 32h;
Inert atmosphere;
DOI:10.1039/c3ob41020j
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: sulfuric acid / Reflux
2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1.5 h / Cooling with ice; Schlenk technique; Inert atmosphere
2.2: 60 °C / Inert atmosphere; Schlenk technique
3.1: lithium hydroxide / tetrahydrofuran; methanol / 18 h / 40 °C
3.2: pH 1
4.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane / 12 h / 0 - 20 °C
5.1: palladium complex of polymer bound phosphine ligand / tetrahydrofuran / 32 h / 50 °C / Inert atmosphere
With
dmap; sulfuric acid; sodium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium hydroxide;
In
tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; mineral oil;
5.1: |Tsuji-Trost Allylation;
DOI:10.1039/c3ob41020j
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: sodium hydride / mineral oil; tetrahydrofuran / 2 h / 20 °C
1.2: 20 °C
2.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 1.5 h / -78 °C / Inert atmosphere
2.2: -78 - 20 °C / Inert atmosphere
3.1: sodium hydroxide; benzyltrimethylammonium chloride / methanol; dichloromethane / -20 - 20 °C
4.1: ammonium fluoride / methanol / 8 h / Reflux
5.1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 0.35 h / Inert atmosphere
5.2: 12 h / 20 °C / Inert atmosphere
6.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane / 12 h / 0 - 20 °C
7.1: palladium complex of polymer bound phosphine ligand / tetrahydrofuran / 32 h / 50 °C / Inert atmosphere
With
dmap; ammonium fluoride; oxalyl dichloride; di-isopropyl azodicarboxylate; benzyltrimethylammonium chloride; sodium hydride; dimethyl sulfoxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triphenylphosphine; sodium hydroxide;
In
tetrahydrofuran; methanol; dichloromethane; mineral oil;
2.1: |Swern Oxidation / 2.2: |Swern Oxidation / 7.1: |Tsuji-Trost Allylation;
DOI:10.1039/c3ob41020j
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