Technology Process of (R)-N,2-dimethyl-N-((3S,5S,6R)-3,5,6-trimethyl-8-oxo-8-((R)-2-oxo-4-phenyloxazolidin-3-yl)octyl)butanamide
There total 19 articles about (R)-N,2-dimethyl-N-((3S,5S,6R)-3,5,6-trimethyl-8-oxo-8-((R)-2-oxo-4-phenyloxazolidin-3-yl)octyl)butanamide 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:
-
methylmagnesium bromide;
With
copper(I) bromide dimethylsulfide complex; dimethylsulfide;
In
tetrahydrofuran;
at -78 - 0 ℃;
for 0.666667h;
(R)-N-((3S,5S,E)-3,5-dimethyl-8-oxo-8-((R)-2-oxo-4-phenyloxazolidin-3-yl)oct-6-en-1-yl)-N,2-dimethylbutanamide;
In
tetrahydrofuran; dichloromethane;
at -78 - -30 ℃;
for 2.5h;
Further stages.;
DOI:10.1016/j.tet.2004.06.014
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: Et3N; DMAP / CH2Cl2 / 0 - 20 °C
2.1: 87 percent / NaN3 / dimethylformamide / 20 °C
3.1: H2 / Pd/C / ethyl acetate / 1.5 h / 20 °C / 760.05 Torr
4.1: 93 percent / diethyl phosphorocyanidate; Et3N / dimethylformamide / 0 - 20 °C
5.1: n-BuLi / tetrahydrofuran; hexane / 0.33 h / -78 °C
5.2: 83 percent / tetrahydrofuran / -78 - 20 °C
6.1: 94 percent / TBAF / tetrahydrofuran / 0 - 20 °C
7.1: DMSO; Et3N; sulfur trioxide*pyridine / CH2Cl2 / 0 - 20 °C
8.1: sodium bis(trimethylsilyl)amide / tetrahydrofuran / 0 - 20 °C
8.2: 195 mg / tetrahydrofuran / 2 h / 0 °C
9.1: CuBr*Me2S; Me2S / tetrahydrofuran / 0.67 h / -78 - 0 °C
9.2: 96 percent / tetrahydrofuran; CH2Cl2 / 2.5 h / -78 - -30 °C
With
dmap; n-butyllithium; sodium azide; copper(I) bromide dimethylsulfide complex; dimethylsulfide; diethyl cyanophosphonate; tetrabutyl ammonium fluoride; hydrogen; sodium hexamethyldisilazane; sulfur trioxide pyridine complex; dimethyl sulfoxide; triethylamine;
palladium on activated charcoal;
In
tetrahydrofuran; hexane; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
8.2: Horner-Wadsworth-Emmons reaction;
DOI:10.1016/j.tet.2004.06.014
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: 87 percent / NaN3 / dimethylformamide / 20 °C
2.1: H2 / Pd/C / ethyl acetate / 1.5 h / 20 °C / 760.05 Torr
3.1: 93 percent / diethyl phosphorocyanidate; Et3N / dimethylformamide / 0 - 20 °C
4.1: n-BuLi / tetrahydrofuran; hexane / 0.33 h / -78 °C
4.2: 83 percent / tetrahydrofuran / -78 - 20 °C
5.1: 94 percent / TBAF / tetrahydrofuran / 0 - 20 °C
6.1: DMSO; Et3N; sulfur trioxide*pyridine / CH2Cl2 / 0 - 20 °C
7.1: sodium bis(trimethylsilyl)amide / tetrahydrofuran / 0 - 20 °C
7.2: 195 mg / tetrahydrofuran / 2 h / 0 °C
8.1: CuBr*Me2S; Me2S / tetrahydrofuran / 0.67 h / -78 - 0 °C
8.2: 96 percent / tetrahydrofuran; CH2Cl2 / 2.5 h / -78 - -30 °C
With
n-butyllithium; sodium azide; copper(I) bromide dimethylsulfide complex; dimethylsulfide; diethyl cyanophosphonate; tetrabutyl ammonium fluoride; hydrogen; sodium hexamethyldisilazane; sulfur trioxide pyridine complex; dimethyl sulfoxide; triethylamine;
palladium on activated charcoal;
In
tetrahydrofuran; hexane; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
7.2: Horner-Wadsworth-Emmons reaction;
DOI:10.1016/j.tet.2004.06.014
