214192-74-2

Upstream product

• 108-24-7 acetic anhydride 
• 214192-66-2 C₃₂H₃₈O₁₃ 
• 262288-63-1 C₃₂H₃₆O₁₁ 
• 1361-51-9 taxine B 
• 196404-46-3 1,2-O-benzylidene-4,20-dihydro-4α,20-dihydroxy-5-O-mesyl-9-deshydro-10-acetyl-20-O-terbutyldimethylsilyl taxicine I 
• 182072-55-5 1,2-O-benzylidene-9,10-O-isopropylidene-4,20-dihydro-4α,20-dihydroxy-20-O-terbutyldimethylsilyl-5-O-mesyl taxicine I 
• 196404-42-9 1,2-O-benzylidene-4,20-dihydro-4α,20-dihydroxy-5-O-mesyl-20-O-terbutyldimethylsilyl taxicine I 
• 196404-48-5 1,2-O-benzylidene-4,20-dihydro-4α,20-dihydroxy-5-O-mesyl-9-deshydro-10-acetyl taxicine I 
• 196404-41-8 1,2-O-benzylidene-4,20-dihydro-4α,20-dihydroxy-5-O-mesyl taxicine I 
• 182072-54-4 1,2-O-benzylidene-9,10-O-isopropylidene-4,20-dihydro-4α,20-dihydroxy taxicine I 
• 182072-53-3 1,2-O-benzylidene-9,10-O-isopropylidene taxicine I 
• 14550-93-7 5-O-cinnamoyl-9,10-isopropylidenetaxicine I 
• 1125-88-8 benzaldehyde dimethyl acetal 
• 262288-61-9 9-O-Acetyl-5-O-cinnamoyltaxicine 1,2-carbonate 

Downstream Products

• 149705-85-1 7-deoxypaclitaxel 
• 150930-83-9 7-deshydroxy baccatine III 

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.

An efficient semisynthesis of 7-deoxypaclitaxel from taxine

Highly cytotoxic 7-deoxypaclitaxel analogues are obtained by a semisynthesis starting from taxine - the most abundant naturally occurring taxane diterpene fraction.

Taxoids: 7-Deoxy-10-acetyldocetaxel and new analogs prepared from the yew tree alkaloids

Three new 7-deoxydocetaxel derivatives have been prepared from natural taxine B and isotaxine B: the first one, 2-debenzoyl-9-dihydro-1,2-O-benzylidine-9,10-O-isopropylidene-7-deoxydocetaxel has a slight cytotoxicity and a weak microtubule disassembly inhibitory activity; the other two derivatives, 9-dihydro-9,10-O-isopropylidene-7-deoxydocetaxel and 7-deoxy-10-acetyldocetaxel are cytotoxic and reveal a good microtubule disassembly inhibitory activity.