Technology Process of (3S,4R)-4-Methyl-5-phenyl-1-trimethylsilanyl-pent-1-yn-3-ol
There total 5 articles about (3S,4R)-4-Methyl-5-phenyl-1-trimethylsilanyl-pent-1-yn-3-ol 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
dimethylsulfide borane complex; chiral oxazaborolidine (S config.);
In
tetrahydrofuran;
at 0 ℃;
for 0.5h;
Yield given. Yields of byproduct given;
DOI:10.1016/S0040-4039(98)01421-X
- Guidance literature:
-
Multi-step reaction with 3 steps
1: 88 percent / EDC*HCl, Et3N, DMAP / CH2Cl2 / 48 h / Ambient temperature
2: 86 percent / tetrahydrofuran / 0.5 h / from -78 to 0 degC
3: BH3:SMe2, chiral oxazaborolidine (S config.) / tetrahydrofuran / 0.5 h / 0 °C
With
dmap; dimethylsulfide borane complex; chiral oxazaborolidine (S config.); 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine;
In
tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4039(98)01421-X
- Guidance literature:
-
Multi-step reaction with 5 steps
1: 82 percent / LDA, LiCl / tetrahydrofuran / 0.75 h / 0 °C
2: 83 percent / H2SO4 / dioxane / 1 h / Heating
3: 88 percent / EDC*HCl, Et3N, DMAP / CH2Cl2 / 48 h / Ambient temperature
4: 86 percent / tetrahydrofuran / 0.5 h / from -78 to 0 degC
5: BH3:SMe2, chiral oxazaborolidine (S config.) / tetrahydrofuran / 0.5 h / 0 °C
With
dmap; dimethylsulfide borane complex; chiral oxazaborolidine (S config.); sulfuric acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; lithium chloride; lithium diisopropyl amide;
In
tetrahydrofuran; 1,4-dioxane; dichloromethane;
DOI:10.1016/S0040-4039(98)01421-X