Technology Process of (S)-N,N-diallyl-3-hydroxy-5-(trityloxy)pentanethioamide
There total 2 articles about (S)-N,N-diallyl-3-hydroxy-5-(trityloxy)pentanethioamide 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:
-
With
2,2,5,7,8-pentamethylchroman-6-ol; mesitylcopper(I); (R,R)-1,2-bis(2,5-diphenylphospholanyl)ethane;
In
tetrahydrofuran; N,N-dimethyl-formamide;
at -40 ℃;
for 24h;
Temperature;
Time;
Inert atmosphere;
DOI:10.1002/chem.201204609
- Guidance literature:
-
With
2,2,5,7,8-pentamethylchroman-6-ol; mesitylcopper(I); (R,R)-1,2-bis(2,5-diphenylphospholanyl)ethane;
In
tetrahydrofuran; N,N-dimethyl-formamide;
at -60 ℃;
for 48h;
Overall yield = 76 %;
Inert atmosphere;
DOI:10.1002/chem.201204609
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: lithium aluminium tetrahydride / tetrahydrofuran / 3.5 h / -78 - 20 °C / Inert atmosphere
2.1: rochelle salt / water / 2.5 h / 20 °C / Inert atmosphere
2.2: 1 h / 0 - 20 °C / Inert atmosphere
3.1: manganese(IV) oxide / toluene / 14 h / Inert atmosphere; Reflux
4.1: potassium tert-butylate / tetrahydrofuran / 1.5 h / 0 °C / Inert atmosphere
5.1: bis(dibenzylideneacetone)-palladium(0); 1,4-di(diphenylphosphino)-butane; Thiosalicylic acid / tetrahydrofuran / 12 h / 60 °C / Inert atmosphere
6.1: Trimethylacetic acid / tetrahydrofuran; toluene; n-heptane / 26 h / 110 °C / Inert atmosphere
7.1: hydrogenchloride / water; ethanol; dichloromethane / 12 h / 0 - 20 °C / Inert atmosphere
8.1: sodium hydroxide / tetrahydrofuran; water / 6 h / 0 - 20 °C / Inert atmosphere
8.2: Inert atmosphere
With
hydrogenchloride; manganese(IV) oxide; lithium aluminium tetrahydride; potassium tert-butylate; Thiosalicylic acid; rochelle salt; 1,4-di(diphenylphosphino)-butane; sodium hydroxide; bis(dibenzylideneacetone)-palladium(0); Trimethylacetic acid;
In
tetrahydrofuran; ethanol; n-heptane; dichloromethane; water; toluene;
DOI:10.1002/chem.201204609
