Technology Process of 3-{6-{[(2,6-dichlorophenyl)methyl]sulfanyl}-2H-spiro[1-benzofuran-3,4'-piperidine]-1'-yl}propanoic acid hydrochloride
There total 13 articles about 3-{6-{[(2,6-dichlorophenyl)methyl]sulfanyl}-2H-spiro[1-benzofuran-3,4'-piperidine]-1'-yl}propanoic acid hydrochloride 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:
-
Multi-step reaction with 10 steps
1.1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 0.18 h / 10 - 20 °C
2.1: tri-n-butyl-tin hydride; 2,2'-azobis(isobutyronitrile) / benzene / 16 h / Inert atmosphere; Reflux
2.2: 1 h
3.1: hydrogen bromide; acetic acid / 24 h / Reflux
4.1: hydrogen; palladium(II) hydroxide; hydrogenchloride / water; methanol / 48 h / 20 °C
5.1: diisopropylamine / methanol / Reflux
6.1: dmap; triethylamine / chloroform / 16 h / 60 °C
7.1: tris-(dibenzylideneacetone)dipalladium(0); (R)-(-)-1-[(S)-2-(dicyclohexylphosphino)ferrocenyl]ethyl di-t-butylphosphine / toluene / 24 h / 110 °C
8.1: sodium hydroxide / ethanol / 0.5 h / 20 °C
9.1: ethanol / 0.83 h / 0 °C
10.1: hydrogenchloride / water; 1,4-dioxane / 48 h / 20 °C
With
hydrogenchloride; dmap; tris-(dibenzylideneacetone)dipalladium(0); (R)-(-)-1-[(S)-2-(dicyclohexylphosphino)ferrocenyl]ethyl di-t-butylphosphine; 2,2'-azobis(isobutyronitrile); di-isopropyl azodicarboxylate; hydrogen bromide; hydrogen; tri-n-butyl-tin hydride; palladium(II) hydroxide; acetic acid; triethylamine; diisopropylamine; triphenylphosphine; sodium hydroxide;
In
tetrahydrofuran; 1,4-dioxane; methanol; ethanol; chloroform; water; toluene; benzene;
1.1: |Mitsunobu Displacement;
DOI:10.1016/j.bmcl.2017.12.018
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: tri-n-butyl-tin hydride; 2,2'-azobis(isobutyronitrile) / benzene / 16 h / Inert atmosphere; Reflux
1.2: 1 h
2.1: hydrogen bromide; acetic acid / 24 h / Reflux
3.1: hydrogen; palladium(II) hydroxide; hydrogenchloride / water; methanol / 48 h / 20 °C
4.1: diisopropylamine / methanol / Reflux
5.1: dmap; triethylamine / chloroform / 16 h / 60 °C
6.1: tris-(dibenzylideneacetone)dipalladium(0); (R)-(-)-1-[(S)-2-(dicyclohexylphosphino)ferrocenyl]ethyl di-t-butylphosphine / toluene / 24 h / 110 °C
7.1: sodium hydroxide / ethanol / 0.5 h / 20 °C
8.1: ethanol / 0.83 h / 0 °C
9.1: hydrogenchloride / water; 1,4-dioxane / 48 h / 20 °C
With
hydrogenchloride; dmap; tris-(dibenzylideneacetone)dipalladium(0); (R)-(-)-1-[(S)-2-(dicyclohexylphosphino)ferrocenyl]ethyl di-t-butylphosphine; 2,2'-azobis(isobutyronitrile); hydrogen bromide; hydrogen; tri-n-butyl-tin hydride; palladium(II) hydroxide; acetic acid; triethylamine; diisopropylamine; sodium hydroxide;
In
1,4-dioxane; methanol; ethanol; chloroform; water; toluene; benzene;
DOI:10.1016/j.bmcl.2017.12.018
