Technology Process of (E)-(S)-9-Benzyloxy-1-(tert-butyl-diphenyl-silanyloxy)-4-methyl-undec-4-en-3-one
There total 11 articles about (E)-(S)-9-Benzyloxy-1-(tert-butyl-diphenyl-silanyloxy)-4-methyl-undec-4-en-3-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
[4-(tert-butyl-diphenyl-silanyloxy)-1-methyl-2-oxo-butyl]-phosphonic acid diethyl ester;
With
n-butyllithium;
In
tetrahydrofuran; dichloromethane;
at -78 - 0 ℃;
for 0.5h;
(S)-5-Benzyloxy-heptanal;
In
tetrahydrofuran;
at -78 - 0 ℃;
for 1h;
Further stages.;
DOI:10.1016/j.tetlet.2004.08.099
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: 92 percent / NaHMDS / tetrahydrofuran; dimethylformamide / 1.5 h / 0 °C
2.1: 98 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 4 h / 0 - 20 °C
3.1: (COCl)2; DMSO; Et3N / CH2Cl2 / 1 h / -78 - 0 °C
4.1: CH2Cl2 / 3 h / 0 - 20 °C
5.1: 62 percent / LiCl; NaBH4 / ethanol; tetrahydrofuran / 72 h / 20 °C
6.1: (COCl)2; DMSO; Et3N / CH2Cl2 / 1 h / -78 - 0 °C
7.1: n-BuLi / tetrahydrofuran; CH2Cl2 / 0.5 h / -78 - 0 °C
7.2: tetrahydrofuran / 1 h / -78 - 0 °C
With
sodium tetrahydroborate; n-butyllithium; oxalyl dichloride; tetrabutyl ammonium fluoride; sodium hexamethyldisilazane; dimethyl sulfoxide; triethylamine; lithium chloride;
In
tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide;
3.1: Swern oxidation / 6.1: Swern oxidation / 7.2: Horner-Wadsworth-Emmons olefination;
DOI:10.1016/j.tetlet.2004.08.099
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: (COCl)2; DMSO; Et3N / CH2Cl2
1.2: NaClO2; NaH2PO4; 2-methyl-2-butene / 2-methyl-propan-2-ol
1.3: 82 percent / diethyl ether
2.1: 62 percent / BuLi / tetrahydrofuran
3.1: n-BuLi / tetrahydrofuran; CH2Cl2 / 0.5 h / -78 - 0 °C
3.2: tetrahydrofuran / 1 h / -78 - 0 °C
With
n-butyllithium; oxalyl dichloride; dimethyl sulfoxide; triethylamine;
In
tetrahydrofuran; dichloromethane;
3.2: Horner-Wadsworth-Emmons olefination;
DOI:10.1016/j.tetlet.2004.08.099
