214060-23-8

Upstream product

• 21204-67-1 methyl (triphenylphosphoranylidene)acetate 
• 226079-89-6 (3R,4R)-5-(tert-Butyl-diphenyl-silanyloxy)-3-(3,4-dimethoxy-benzyloxy)-4-methyl-pentanal 
• 95514-04-8 (S)-3-(tert-butyldiphenylsilyloxy)-2-methylpropan-1-ol 
• 226079-58-9 (3R,4R)-5-(tert-butyldiphenylsilyloxy)-3-(3,4-dimethoxybenzyloxy)-4-methylpentan-1-ol 
• 226079-88-5 tert-Butyl-{(R)-2-[(R)-2-(3,4-dimethoxy-phenyl)-[1,3]dioxan-4-yl]-propoxy}-diphenyl-silane 
• 226079-86-3 (3R,4R)-5-(tert-Butyl-diphenyl-silanyloxy)-4-methyl-pentane-1,3-diol 
• 58479-61-1 tert-butylchlorodiphenylsilane 
• 95514-03-7 (R)-methyl 3-(tert-butyl(diphenyl)silyloxy)-2-methylpropanoate 
• 91751-24-5 (R)-3-[(tert-butyldiphenylsilyl)oxy]-2-methylpropanal 
• 127665-68-3 (4S)-5-(tert-butyldiphenylsilyloxy)-4-methyl-2-penten-1-ol 
• 214060-14-7 (2S,3S,4R)-5-(tert-butyldiphenylsilyloxy)-2,3-epoxy-4-methylpentan-1-ol 
• 226079-73-8 methyl (2E,4S)-5-(tert-butyldiphenylsilyloxy)-4-methyl-2-pentenoate 

Downstream Products

• 226079-95-4 (2R,3S,5R,6R)-2,3-Diacetoxy-7-(tert-butyl-diphenyl-silanyloxy)-5-(3,4-dimethoxy-benzyloxy)-6-methyl-heptanoic acid methyl ester 
• 226079-97-6 (2R,3S,5R,6R)-2,3-Diacetoxy-7-(tert-butyl-diphenyl-silanyloxy)-5-hydroxy-6-methyl-heptanoic acid methyl ester 
• 214060-24-9 methyl (2R,3S,5S,6R)-7-(tert-butyldiphenylsilyloxy)-2,3-dihydroxy-5-(3,4-dimethoxybenzyloxy)-6-methylheptanoate 

Relevant academic research and scientific papers

Synthetic studies of the 18-membered antitumor macrolide, tedanolide. 3. Stereocontrolled synthesis of the C1-C12 part via a synthesis of the C1-C7 fragment by a mismatched but efficient sharpless dihydroxylation and its coupling with the C8-C11 fragment

The C1-C12 part (4) of tedanolide (1) was synthesized starting from methyl (R)-3-hydroxy-2-methylpropionate (11a) via a coupling between the C1- C7 aldehyde (6) and the C8-C11 iodoalkene (7a). For a synthesis of 6, a mismatched but highly efficient Sharpless dihydroxylation of the α,β- unsaturated ester (15) with AD-mix-α was successfully applied. Compound 7a was synthesized using hydrozirconation to the alkyne (32).