198768-49-9

Upstream product

• 917-54-4 methyllithium 
• 198768-47-7 (-)-methyl 1-{(2S,4S)-2-(4-methoxyphenyl)-1,3-dioxan-4-yl}-4-carboxylate 
• 208586-53-2 (2S,4S)-2-(4-Methoxyphenyl)-1,3-dioxane-4-carbaldehyde 
• 103708-37-8 (2S,4S)-4-hydroxymethyl-2-(p-methoxymethyl)-1,3-dioxane 
• 501084-18-0 (1RS)-1-[(2S,4S)-2-(4-methoxyphenyl)-1,3-dioxan-4-yl]-1-ethanol 

Downstream Products

• 198768-51-3 4-{(1E)-2-[(2S,4S)-2-(4-methoxyphenyl)-1,3-dioxan-4-yl]prop-1-enyl}-2-methyl-1,3-thiazole 
• 501084-19-1 (3R)-3-hydroxy-3-[(2R,4R)-2-(4-methoxyphenyl)-1,3-dioxan-4-yl]-1-[(2S,4S)-2-(4-methoxyphenyl)-1,3-dioxan-4-yl]-1-propanone 
• 501084-20-4 (3S)-3-hydroxy-3-[(2R,4R)-2-(4-methoxyphenyl)-1,3-dioxan-4-yl]-1-[(2S,4S)-2-(4-methoxyphenyl)-1,3-dioxan-4-yl]-1-propanone 
• 501084-21-5 (1R,3S)-1-[(2S,4S)-2-(4-Methoxy-phenyl)-[1,3]dioxan-4-yl]-3-[(2R,4R)-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-propane-1,3-diol 
• 501084-22-6 (1S,3R)-1-[(2S,4S)-2-(4-Methoxy-phenyl)-[1,3]dioxan-4-yl]-3-[(2R,4R)-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-propane-1,3-diol 
• 308357-90-6 (-)-(3S,6R,7S,8S,12Z,15S,16E)-1,3,7-tris{[tert-butyl(dimethyl)silyl]oxy}-15-[(4-methoxybenzyl)oxy]-4,4,6,8,12,16-hexamethyl-17-(2-methyl-1,3-thiazol-4-yl)heptadeca-12,16-dien-5-one 
• 308357-88-2 (3S,6R,7S,8S,12Z,15S,16E)-1,3-bis{[tert-butyl(dimethyl)silyl]oxy}-7-hydroxy-15-[(4-methoxybenzyl)oxy]-4,4,6,8,12,16-hexamethyl-17-(2-methyl-1,3-thiazol-4-yl)heptadeca-12,16-dien-5-one 
• 308357-91-7 (3S,6R,7S,8S,12Z,15S,16E)-3,7-bis{[tert-butyl(dimethyl)silyl]oxy}-1-hydroxy-15-[(4-methoxybenzyl)oxy]-4,4,6,8,12,16-hexamethyl-17-(2-methyl-1,3-thiazol-4-yl)heptadeca-12,16-dien-5-one 
• 308357-92-8 (12Z,16E)-(3S,6R,7S,8S,15S)-3,7-Bis-(tert-butyl-dimethyl-silanyloxy)-15-(4-methoxy-benzyloxy)-4,4,6,8,12,16-hexamethyl-17-(2-methyl-thiazol-4-yl)-5-oxo-heptadeca-12,16-dienal 
• 308357-86-0 4-{(1E,3S,5Z,10S)-11-{[tert-butyl(diphenyl)silyl]oxy}-3-[(4-methoxybenzyl)oxy]-2,6,10-trimethylundeca-1,5-dienyl}-2-methyl-1,3-thiazole 
• 308357-93-9 (3S,6R,7S,8S,12Z,15S,16E)-3,7-bis{[tert-butyl(dimethyl)silyl]oxy}-15-[(4-methoxybenzyl)oxy]-4,4,6,8,12,16-hexamethyl-17-(2-methyl-1,3-thiazol-4-yl)-5-oxoheptadeca-12,16-dienoic acid 
• 308357-85-9 4-[(1E,3S,5Z,8R/S,10S)-11-{[tert-butyl(diphenyl)silyl]oxy}-3-[(4-methoxybenzyl)oxy]-2,6,10-trimethyl-8-(phenylsulfonyl)undeca-1,5-dienyl]-2-methyl-1,3-thiazole 
• 308357-87-1 (2S,6Z,9S,10E)-9-[(4-methoxybenzyl)oxy]-2,6,10-trimethyl-11-(2-methyl-1,3-thiazol-4-yl)undeca-6,10-dien-1-ol 
• 308357-89-3 (2S,6Z,9S,10E)-9-[(4-methoxybenzyl)oxy]-2,6,10-trimethyl-11-(2-methyl-1,3-thiazol-4-yl)undeca-6,10-dienal 

Relevant academic research and scientific papers

Synthesis and conformational analysis of meso-ter(1,3-dioxan-4-yls)

A convergent synthesis of the meso-ter(1,3-dioxanyls) 8-11 has been achieved, starting from two enantiomeric building blocks in each case. The stereogenic centres in the central linkage region were set up by stereocontrolled aldol additions. Structure ass

Total Syntheses of Epothilones B and D

Total syntheses of the microtubule stabilizing antitumor drugs epothilone B and D are described, starting from optically pure (S)-malic acid and methyl (R)-3-hydroxy-2-methylpropionate. The synthesis is highly convergent by coupling the three fragments C1-C6 (fragment D), C7-C10 (fragment C), and C11-C21 (fragment B). Key steps are two stereoselective Wittig type olefinations to generate the 12,13- and 16,17-double bonds, an enantioselective Mukaiyama aldol addition to synthesize fragment D, and a sulfone anion allyl iodide alkylation to connect fragments B and C. Finally fragment D was attached to the B + C fragment via aldol addition.

Synthesis of the C(11)-C(20) segment of the cytotoxic macrolide epothilone B

Compound 11, representing the C(11)-C(20) segment of the macrolide epothilone B (1b) has been prepared using two Wittig reactions and a Sharpless asymmetric epoxidation as the key steps.