Technology Process of (2E,4S,5S,8E)-ethyl 8-(1-benzhydrylpyrrolidin-2-ylidene)-4-((tert-butyldimethylsilyl)oxy)-5-methyl-7-oxooct-2-enoate
There total 13 articles about (2E,4S,5S,8E)-ethyl 8-(1-benzhydrylpyrrolidin-2-ylidene)-4-((tert-butyldimethylsilyl)oxy)-5-methyl-7-oxooct-2-enoate 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 6 steps
1: 1H-imidazole / N,N-dimethyl-formamide / 0 - 20 °C
2: dimethyl sulfide borane; 2-methyl-but-2-ene / tetrahydrofuran / 4 h / 0 °C / Inert atmosphere
3: Dess-Martin periodane / dichloromethane / 2 h / 20 °C / Inert atmosphere
4: sodium chlorite; 2-methyl-but-2-ene; sodium dihydrogen phosphate monohydrate / water; acetonitrile; tert-butyl alcohol / 3.5 h / 0 °C / Inert atmosphere
5: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 0.75 h / 0 - 15 °C / Inert atmosphere
6: tetrahydrofuran / 0 - 20 °C / Inert atmosphere
With
1H-imidazole; sodium chlorite; sodium dihydrogen phosphate monohydrate; 2-methyl-but-2-ene; oxalyl dichloride; dimethyl sulfide borane; Dess-Martin periodane; N,N-dimethyl-formamide;
In
tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; tert-butyl alcohol;
DOI:10.1021/jo302333s
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: hydrazine / methanol
2.1: benzene / 36 h / 20 °C / Inert atmosphere; Molecular sieve
3.1: benzene / 85 - 90 °C / Inert atmosphere
3.2: 1 h / 85 - 90 °C / Inert atmosphere
4.1: tetrahydrofuran / 0 - 20 °C / Inert atmosphere
With
hydrazine;
In
tetrahydrofuran; methanol; benzene;
1.1: |Gabriel Amine Synthesis;
DOI:10.1021/jo302333s
- Guidance literature:
-
Multi-step reaction with 4 steps
1: Dess-Martin periodane / dichloromethane / 2 h / 20 °C / Inert atmosphere
2: sodium chlorite; 2-methyl-but-2-ene; sodium dihydrogen phosphate monohydrate / water; acetonitrile; tert-butyl alcohol / 3.5 h / 0 °C / Inert atmosphere
3: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 0.75 h / 0 - 15 °C / Inert atmosphere
4: tetrahydrofuran / 0 - 20 °C / Inert atmosphere
With
sodium chlorite; sodium dihydrogen phosphate monohydrate; 2-methyl-but-2-ene; oxalyl dichloride; Dess-Martin periodane; N,N-dimethyl-formamide;
In
tetrahydrofuran; dichloromethane; water; acetonitrile; tert-butyl alcohol;
DOI:10.1021/jo302333s
