Technology Process of (2S,8R,E)-8-hydroxy-11,11-dimethoxyundec-9-en-6-yn-2-yl benzoate
There total 7 articles about (2S,8R,E)-8-hydroxy-11,11-dimethoxyundec-9-en-6-yn-2-yl benzoate 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:
-
(S)-hept-6-yn-2-yl benzoate;
With
dimethyl zinc(II); Triphenylphosphine oxide; ((2S,2'S)-((2-hydroxy-5-methyl-1,3-phenylene)bis(methylene))bis(pyrrolidine-1,2-diyl))bis(diphenylmethanol);
In
toluene;
at 0 - 20 ℃;
Inert atmosphere;
(2E)-4,4-dimethoxybut-2-enal;
In
toluene;
at 0 - 4 ℃;
for 48h;
optical yield given as %de;
Inert atmosphere;
DOI:10.1021/ol300200m
- Guidance literature:
-
Multi-step reaction with 2 steps
1.1: dmap; triethylamine / dichloromethane / 6 h / 20 °C / Inert atmosphere
2.1: dimethyl zinc(II); Triphenylphosphine oxide; ((2S,2'S)-((2-hydroxy-5-methyl-1,3-phenylene)bis(methylene))bis(pyrrolidine-1,2-diyl))bis(diphenylmethanol) / toluene / 0 - 20 °C / Inert atmosphere
2.2: 48 h / 0 - 4 °C / Inert atmosphere
With
dmap; dimethyl zinc(II); triethylamine; Triphenylphosphine oxide; ((2S,2'S)-((2-hydroxy-5-methyl-1,3-phenylene)bis(methylene))bis(pyrrolidine-1,2-diyl))bis(diphenylmethanol);
In
dichloromethane; toluene;
DOI:10.1021/ol300200m
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: n-butyllithium / diethyl ether; hexane / 0.5 h / -78 °C / Inert atmosphere
1.2: -78 - 4 °C / Inert atmosphere
2.1: (S,S)-Noyori's catalyst / isopropyl alcohol / 20 h / 20 °C / Inert atmosphere
3.1: potassium hydride / Trimethylenediamine / 15 - 20 °C / Inert atmosphere
4.1: dmap; triethylamine / dichloromethane / 6 h / 20 °C / Inert atmosphere
5.1: dimethyl zinc(II); Triphenylphosphine oxide; ((2S,2'S)-((2-hydroxy-5-methyl-1,3-phenylene)bis(methylene))bis(pyrrolidine-1,2-diyl))bis(diphenylmethanol) / toluene / 0 - 20 °C / Inert atmosphere
5.2: 48 h / 0 - 4 °C / Inert atmosphere
With
dmap; n-butyllithium; (S,S)-Noyori's catalyst; dimethyl zinc(II); potassium hydride; triethylamine; Triphenylphosphine oxide; ((2S,2'S)-((2-hydroxy-5-methyl-1,3-phenylene)bis(methylene))bis(pyrrolidine-1,2-diyl))bis(diphenylmethanol);
In
diethyl ether; hexane; dichloromethane; Trimethylenediamine; isopropyl alcohol; toluene;
DOI:10.1021/ol300200m
