Technology Process of 1-[dimethyl(phenyl)silanyl]oct-2-yn-1-ol
There total 1 articles about 1-[dimethyl(phenyl)silanyl]oct-2-yn-1-ol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
phenyldimethylsilyl chloride;
With
lithium;
In
tetrahydrofuran;
at 24 ℃;
for 18h;
oct-2-ynal;
In
tetrahydrofuran;
at -78 ℃;
for 0.5h;
Further stages.;
DOI:10.1021/ol063097o
- Guidance literature:
-
With
oxalyl dichloride; dimethyl sulfoxide; triethylamine;
In
dichloromethane;
at -78 ℃;
for 0.25h;
DOI:10.1021/ol063097o
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: 74 percent / oxalyl chloride; Et3N; DMSO / CH2Cl2 / 0.25 h / -78 °C
2.1: (R)-2-methyl-CBS-oxazaborolidine; BH3*Me2S / tetrahydrofuran; toluene / 0.5 h / -30 °C
2.2: H2 / Lindlar catalyst / ethyl acetate / 1 h / 20 °C
2.3: DMAP; pyridine / diethyl ether / 1 h / 0 °C
3.1: CuCN*2LiCl / tetrahydrofuran; 1-methyl-pyrrolidin-2-one; toluene / 0.75 h / -30 °C
3.2: tetrahydrofuran; 1-methyl-pyrrolidin-2-one; toluene / 21 h / -30 - 0 °C
4.1: BCl3 / CH2Cl2 / 5 h / -30 °C
4.2: Et3N / CH2Cl2 / 16 h / 24 °C
5.1: NaOH / Pd(PPh3)4 / dioxane; H2O / 3 h / 100 °C
With
sodium hydroxide; oxalyl dichloride; dimethylsulfide borane complex; boron trichloride; dimethyl sulfoxide; triethylamine; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole;
tetrakis(triphenylphosphine) palladium(0);
In
tetrahydrofuran; 1,4-dioxane; 1-methyl-pyrrolidin-2-one; dichloromethane; water; toluene;
5.1: Suzuki-Miyaura cross-coupling;
DOI:10.1021/ol063097o
