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ChemicalBook CAS DataBase List 4-[(1E,3S,5Z,8R/S,10S)-3,11-Bis-{[tert-butyl(dimethyl)silyl]oxy}-2,6,10-trimethyl-8-(phenylsulfonyl)undeca-1,5-dienyl]-2-methyl-1,3-thiazole
308357-81-5

4-[(1E,3S,5Z,8R/S,10S)-3,11-Bis-{[tert-butyl(dimethyl)silyl]oxy}-2,6,10-trimethyl-8-(phenylsulfonyl)undeca-1,5-dienyl]-2-methyl-1,3-thiazole synthesis

13synthesis methods
-

Yield:308357-81-5 93%

Reaction Conditions:

Stage #1: (-)-(3S)-4-{[tert-butyl(dimethyl)silyl]oxy}-3-methylbutyl phenyl sulfonewith 18-crown-6 ether;potassium hexamethylsilazane in tetrahydrofuran at -78; for 1 h;
Stage #2: 4-((1E,3S,5Z)-3-{[tert-butyl(dimethyl)silyl]oxy}-7-iodo-2,6-dimethylhepta-1,5-dienyl)-2-methyl-1,3-thiazole in tetrahydrofuran at -78; for 1 h;Further stages.;

References:

Mulzer, Johann;Mantoulidis, Andreas;Oehler, Elisabeth [Journal of Organic Chemistry,2000,vol. 65,# 22,p. 7456 - 7467]

4-[(1E,3S,5Z,8R/S,10S)-3,11-Bis-{[tert-butyl(dimethyl)silyl]oxy}-2,6,10-trimethyl-8-(phenylsulfonyl)undeca-1,5-dienyl]-2-methyl-1,3-thiazole Related Search: