214192-66-2

Upstream product

• 262288-61-9 9-O-Acetyl-5-O-cinnamoyltaxicine 1,2-carbonate 
• 214192-64-0 10-O-Acetyl-5-O-cinnamoyltaxicine 1,2-carbonate 
• 139126-35-5 10-O-Acetyl-5-O-cinnamoyltaxicine I 
• 146257-44-5 9-O-Acetyl-5-O-cinnamoyltaxicine I 
• 214192-65-1 C₃₂H₃₄O₉ 

Downstream Products

• 124649-67-8 methyl (2S,3R)-3-phenyl-2,3-dihydroxypropanoate 
• 214192-67-3 C₂₃H₃₀O₁₀ 
• 214192-74-2 7-deshydroxy-13-deshydro baccatine III 
• 150930-83-9 7-deshydroxy baccatine III 
• 149705-85-1 7-deoxypaclitaxel 

Relevant academic research and scientific papers

An efficient semisynthesis of 7-deoxypaclitaxel from taxine

A semisynthesis of 7-deoxypaclitaxel 4 is described, starting from taxine 6 - the most abundant naturally occurring taxane diterpene fraction. A key step in this transformation is a tandem reaction: stereoselective osmylation of cinnamic ester 14/intramolecularly assisted methanolysis of 16, which gives the key intermediate 5, along with the optically pure ester 17 - a precursor for the synthesis of the paclitaxel side-chain. In this way, the cinnamoyltaxicine 9 is converted into 7-deoxybaccatin III 25 in 11 steps, and in 15% overall yield.