Technology Process of (E)-8,8-bis-(phenylsulfonyl)-12-hydroxy-1,14,17,20-tetraoxacyclodocosan-10-en-2-one
There total 8 articles about (E)-8,8-bis-(phenylsulfonyl)-12-hydroxy-1,14,17,20-tetraoxacyclodocosan-10-en-2-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: triethylamine; dmap / dichloromethane / 3 h / 20 °C / Inert atmosphere
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: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane / 12 h / 0 - 20 °C
6.1: palladium complex of polymer bound phosphine ligand / tetrahydrofuran / 15 h / Inert atmosphere; Heating
With
dmap; ammonium fluoride; oxalyl dichloride; benzyltrimethylammonium chloride; dimethyl sulfoxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; sodium hydroxide;
In
tetrahydrofuran; methanol; dichloromethane;
2.1: |Swern Oxidation / 2.2: |Swern Oxidation / 6.1: |Tsuji-Trost Allylation;
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 / 15 h / Inert atmosphere; Heating
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 4 steps
1: sodium hydroxide; benzyltrimethylammonium chloride / methanol; dichloromethane / -20 - 20 °C
2: ammonium fluoride / methanol / 8 h / Reflux
3: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane / 12 h / 0 - 20 °C
4: palladium complex of polymer bound phosphine ligand / tetrahydrofuran / 15 h / Inert atmosphere; Heating
With
dmap; ammonium fluoride; benzyltrimethylammonium chloride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium hydroxide;
In
tetrahydrofuran; methanol; dichloromethane;
4: |Tsuji-Trost Allylation;
DOI:10.1039/c3ob41020j
