252006-16-9

Upstream product

• 59276-33-4 veratraldehyde dimethyl acetal 
• 240821-00-5 [4R,3(2R,3S,4R)]-3-(5-tert-butyldiphenylsilyloxy-3-hydroxy-4-methyl-2-vinylpentanoyl)-4-isopropyl-2-oxazolidinone 
• 240821-01-6 (2S,3S,4R)-5-tert-butyldiphenylsilyloxy-4-methyl-2-vinylpentane-1,3-diole 
• 91751-24-5 (R)-3-[(tert-butyldiphenylsilyl)oxy]-2-methylpropanal 
• 252006-15-8 tert-Butyl-{(R)-2-[(4S,5S)-2-(3,4-dimethoxy-phenyl)-5-vinyl-[1,3]dioxan-4-yl]-propoxy}-diphenyl-silane 
• 240821-02-7 tert-Butyl-{(R)-2-[(2S,4S,5S)-2-(3,4-dimethoxy-phenyl)-5-vinyl-[1,3]dioxan-4-yl]-propoxy}-diphenyl-silane 

Downstream Products

• 240821-24-3 (2Z,4S,5E,7S,8S,9S,10R)-9,11-[(S)-3,4-dimethoxybenzylidenedioxy]-8-hydroxymethyl-4,6,10-trimethyl-2,5-undecadien-7-ol 
• 240821-20-9 (2R,3E,5S,6S,7S,8R)-5-acetoxy-6-acetoxymethyl-7,9-[(S)-3,4-dimethoxybenzylidenedioxy]-2,4,8-trimethyl-3-nonenal 
• 240821-18-5 Acetic acid (E)-(1S,4R)-1-{(S)-2-acetoxy-1-[(2S,4S,5R)-2-(3,4-dimethoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-ethyl}-5-hydroxy-2,4-dimethyl-pent-2-enyl ester 
• 240821-22-1 (2Z,4S,5E,7S,8S,9S,10R)-7-acetoxy-8-acetoxymethyl-9,11-[(S)-3,4-dimethoxybenzylidenedioxy]-4,6,10-trimethyl-2,5-undecadiene 
• 240821-16-3 (2R,3E,5S,6S,7S,8R)-5-acetoxy-6-acetoxymethyl-7-(3,4-dimethoxybenzyloxy)-2,4,8-trimethyl-3-nonene-1,9-diol 
• 240821-26-5 (2Z,4S,5E,7S,8S,9S,10R)-8-(tert-butyldimethylsilyloxymethyl)-9,11-[(S)-3,4-dimethoxybenzylidenedioxy]-4,6,10-trimethyl-2,5-undecadien-7-ol 
• 240821-31-2 (2R,3S,4S,5S,6E,8S,9Z)-4-(tert-butyldimethylsilyloxymethyl)-3-(3,4-dimethoxybenzyloxy)-5-methoxymethoxy-2,6,8-trimethyl-6,9-undecadien-1-ol 
• 240821-29-8 (2Z,4S,5E,7S,8S,9S,10R)-8-(tert-butyldimethylsilyloxymethyl)-9,11-[(S)-3,4-dimethoxybenzylidenedioxy]-7-methoxymethyl-4,6,10-trimethyl-2,5-undecadiene 
• 240820-99-9 (2S,3S,4R)-2-(tert-butyldimethylsilyloxymethyl)-5-(tert-butyldiphenylsilyloxy)-3-(3,4-dimethoxybenzyloxy)-4-methylpentanal 
• 252006-14-7 3-(tert-butyl-dimethyl-silanyloxymethyl)-6-(tert-butyl-diphenyl-silanyloxy)-4-(3,4-dimethoxy-benzyloxy)-5-methyl-hexane-1,2-diol 
• 240821-12-9 (2R,3E,5S,6S,7S,8R)-1,9-di(tert-butyldiphenylsilyloxy)-6-hydroxymethyl-7-(3,4-dimethoxybenzyloxy)-2,4,8-trimethyl-3-nonen-5-ol 
• 240821-14-1 Acetic acid (E)-(1S,4R)-1-[(1S,2S,3R)-1-acetoxymethyl-4-(tert-butyl-diphenyl-silanyloxy)-2-(3,4-dimethoxy-benzyloxy)-3-methyl-butyl]-5-(tert-butyl-diphenyl-silanyloxy)-2,4-dimethyl-pent-2-enyl ester 
• 252006-20-5 (2S,3S,4S,5S,6E,8S,9Z)-4-(tert-butyldimethylsilyloxymethyl)-3-(3,4-dimethoxybenzyloxy)-5-methoxymethoxy-2,6,8-trimethyl-6,9-undecadienal 
• 252006-19-2 2,2-Dimethyl-propionic acid (E)-(2R,3S,6R)-7-(tert-butyl-diphenyl-silanyloxy)-2-[(1S,2R)-3-(tert-butyl-diphenyl-silanyloxy)-1-(3,4-dimethoxy-benzyloxy)-2-methyl-propyl]-3-hydroxy-4,6-dimethyl-hept-4-enyl ester 

Relevant academic research and scientific papers

Synthetic studies of tedanolide. 4. Stereoselective and efficient synthesis of the C13-C23 part

The C13-C23 part (5) of tedanolide (1) war, synthesized starting from enantiomeric methyl (R)- and (S)-3-hydroxy-2-methylpropionates (8) via coupling between the C13-C17 aldehyde (6) and the C18-C21 iodoalkene (7).

Synthetic studies of an 18-membered antitumor macrolide, tedanolide. 5. Stereoselective synthesis of the C13 - C23 part via condensation of two fragments, C13 - C17 and C18 - C21, by taking advantage of the 3,4- dimethoxybenzyl protecting group

An efficient and stereoselective synthesis of the C13 - C23 part (8) was achieved starting from methyl (R) - and (S)-3-hydroxy-2-methylpropionates (9) via coupling of the C13 - C17 aldehyde (6), prepared by Evans asymmetric aldol reaction, with the C18 - C21 iodoalkene (5b) by taking advantage of the 3,4-dimethoxybenzyl protecting group.