Technology Process of ethyl (4R,5R)-7-benzyloxy-5-methoxy-2,2-dimethyl-3-oxo-4-pivaloyloxyheptanoate
There total 4 articles about ethyl (4R,5R)-7-benzyloxy-5-methoxy-2,2-dimethyl-3-oxo-4-pivaloyloxyheptanoate 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:
-
Ethyl isobutyrate;
With
lithium diisopropyl amide;
In
tetrahydrofuran;
at -78 ℃;
for 1h;
Inert atmosphere;
(S)-N-[(2R,3R)-4-benzyloxy-3-methoxy-2-pivaloyloxypentanoyl]-4-isopropyl-1,3-thiazolidine-2-thione;
In
tetrahydrofuran;
at -78 - -50 ℃;
for 4h;
Inert atmosphere;
DOI:10.1021/jo301569x
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / 3.25 h / 0 - 20 °C / Inert atmosphere
2.1: titanium tetrachloride / dichloromethane / 0.08 h / 0 °C / Inert atmosphere
2.2: 0.5 h / 0 °C / Inert atmosphere
2.3: 5.5 h / -78 - -20 °C / Inert atmosphere
3.1: lithium diisopropyl amide / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere
3.2: 4 h / -78 - -50 °C / Inert atmosphere
With
dmap; titanium tetrachloride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium diisopropyl amide;
In
tetrahydrofuran; dichloromethane;
DOI:10.1021/jo301569x
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: 48 h / 20 °C / Inert atmosphere
2.1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / 3.25 h / 0 - 20 °C / Inert atmosphere
3.1: titanium tetrachloride / dichloromethane / 0.08 h / 0 °C / Inert atmosphere
3.2: 0.5 h / 0 °C / Inert atmosphere
3.3: 5.5 h / -78 - -20 °C / Inert atmosphere
4.1: lithium diisopropyl amide / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere
4.2: 4 h / -78 - -50 °C / Inert atmosphere
With
dmap; titanium tetrachloride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium diisopropyl amide;
In
tetrahydrofuran; dichloromethane;
DOI:10.1021/jo301569x