192633-05-9

Upstream product

• 76513-69-4 (2-trimethylethylsilylethoxy)methyl chloride 
• 147728-68-5 methyl (1S, 2R, 3R, 4R, 4'S)-1-methoxymethyloxy-4-methyl-3-(2',2'-dimethyl-1',3'-dioxolan-4'-yl)-5-oxobicyclo[2.2.2]octane-2-carboxylate 
• 192633-02-6 [(1R,2R,3R)-3-Benzyloxymethyl-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-1-methyl-4-methylene-cyclohexyl]-methanol 
• 192633-01-5 (1R,2R,3R)-3-Benzyloxymethyl-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-1-methyl-4-methylene-cyclohexanecarbaldehyde 
• 192633-00-4 Methanesulfonic acid (1S,2S,3R,4R)-2-benzyloxymethyl-3-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-5-hydroxy-4-methyl-bicyclo[2.2.2]oct-1-yl ester 
• 192632-99-8 Methanesulfonic acid (1S,2S,3R,4R)-2-benzyloxymethyl-3-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-methyl-5-oxo-bicyclo[2.2.2]oct-1-yl ester 
• 192633-03-7 (2S,3R,4R)-2-Benzyloxymethyl-3-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-methyl-4-(2-trimethylsilanyl-ethoxymethoxymethyl)-cyclohexanone 

Relevant academic research and scientific papers

Efficient synthesis of the taxane C ring by fragmentation reaction of a bicyclo[2.2.2]octane derivative

Compounds 3, the C/D ring moiety of paclitaxel without a 7-hydroxyl group, and 4, the C ring moiety of O-cinnamoyltaxicin-I (2), were synthesized stereoselectively from methyl (E,S)-3(2,2-dimethyl- 1,3-dioxolan-4-yl)-2- pentenoate (5) using the fragmentation reaction of bicyclo[2.2.2]octane derivative 9 as a key step to give 10.