Technology Process of (1R,2S,5S)-N-benzyl-N-methyl-2-((1-methyl-1H-indol-3-yl)methyl)-3-(phenylsulfonyl)-3-azabicyclo[3.1.0]hexan-1-amine
There total 6 articles about (1R,2S,5S)-N-benzyl-N-methyl-2-((1-methyl-1H-indol-3-yl)methyl)-3-(phenylsulfonyl)-3-azabicyclo[3.1.0]hexan-1-amine 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)-2-(N-allylphenylsulfonamido)-N-benzyl-N-methyl-3-(1-methyl-1H-indol-3-yl)propanamide;
With
triisopropoxytitanium(IV) chloride;
In
tetrahydrofuran;
Inert atmosphere;
With
cyclohexylmagnesiumchloride;
In
tetrahydrofuran;
for 13h;
Inert atmosphere;
DOI:10.1021/ol103105q
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: triethylamine / dichloromethane / 6 h / 20 °C
2.1: caesium carbonate / N,N-dimethyl-formamide / 0.5 h / 20 °C
2.2: 6 h / 20 °C
3.1: lithium hydroxide monohydrate; water / tetrahydrofuran; methanol / 3 h / 0 - 20 °C
4.1: bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; triethylamine / dichloromethane / 0 °C / Inert atmosphere
5.1: triisopropoxytitanium(IV) chloride / tetrahydrofuran / Inert atmosphere
5.2: 13 h / Inert atmosphere
With
triisopropoxytitanium(IV) chloride; lithium hydroxide monohydrate; water; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; caesium carbonate; triethylamine;
In
tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
5.1: Kulinkovich reaction / 5.2: Kulinkovich reaction;
DOI:10.1021/ol103105q
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: lithium hydroxide monohydrate; water / tetrahydrofuran; methanol / 3 h / 0 - 20 °C
2.1: bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; triethylamine / dichloromethane / 0 °C / Inert atmosphere
3.1: triisopropoxytitanium(IV) chloride / tetrahydrofuran / Inert atmosphere
3.2: 13 h / Inert atmosphere
With
triisopropoxytitanium(IV) chloride; lithium hydroxide monohydrate; water; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; triethylamine;
In
tetrahydrofuran; methanol; dichloromethane;
3.1: Kulinkovich reaction / 3.2: Kulinkovich reaction;
DOI:10.1021/ol103105q
