Technology Process of Hexanamide,
6-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-N-[(1S,2S)-2-hydroxy-1-methyl-2
-phenylethyl]-N,2-dimethyl-, (2R)-
There total 1 articles about Hexanamide,
6-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-N-[(1S,2S)-2-hydroxy-1-methyl-2
-phenylethyl]-N,2-dimethyl-, (2R)- 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:
-
N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-N-methylpropionamide;
With
lithium chloride; lithium diisopropyl amide;
In
tetrahydrofuran; hexane;
at -78 - 20 ℃;
for 1.5h;
1-{[dimethyl(1,1-dimethylethyl)silyl]oxy}-4-iodobutane;
In
tetrahydrofuran; hexane;
at 20 ℃;
Further stages.;
DOI:10.1021/ol062834d
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: 86 percent / Li(H2N)BH3 / tetrahydrofuran; hexane / 2 h / 20 °C
2.1: 82 percent / (COCl)2; DMSO; triethylamine / CH2Cl2 / 0.33 h / -30 °C
3.1: NaH / tetrahydrofuran; various solvent(s) / 0 °C
3.2: 84 g / tetrahydrofuran; various solvent(s) / 4 h / 0 °C
4.1: 88 percent / Dibal-H / hexane / 0.5 h / -78 °C
5.1: 87 percent / CBr4; triphenylphosphine / CH2Cl2 / 0.17 h / cooling
6.1: 82 percent / Jones reagent / acetone / 2 h
7.1: 85 percent / acetonitrile / 8 h / Heating
With
jones reagent; oxalyl dichloride; carbon tetrabromide; sodium hydride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; triphenylphosphine;
In
tetrahydrofuran; hexane; dichloromethane; acetone; acetonitrile;
2.1: Swern oxidation / 6.1: Jones oxidation;
DOI:10.1021/ol062834d