103150-32-9

Upstream product

• 4393-21-9 1-(phenyl)allylamine 
• 123772-66-7 N-(α-phenylpropargyl)acetamide 
• 98-88-4 benzoyl chloride 
• 154614-38-7 (+/-)-N-1-acetyl-1-phenyl-2-propenylamine 
• 33069-62-4 taxol 
• 5817-02-7 (1S,2S)-2-amino-1-phenyl-1,3-propanediol 
• 688362-39-2 N-[(1R)-1-phenylprop-2-en-1-yl]benzamide 
• 688362-68-7 (R)-(+)-N-acetyl-1-phenylprop-2-enylamine 
• 325490-29-7 (1R)-1-phenylprop-2-en-1-amine 
• 226699-14-5 (R)-3-amino-3-phenylprop-1-yne 

Downstream Products

• 132201-33-3 (2R,3S)-N-benzoyl-3-phenylisoserine 

Relevant academic research and scientific papers

Concise synthesis of the Taxol side chain and demethoxy-4-epi-cytoxazone via oxazoline formation through intramolecular benzylic substitution of a bis-trichloroacetimidate

A concise and efficient method for synthesizing the Taxol side chain via the corresponding oxazoline intermediate was developed. The oxazoline ring is formed via an SN1 mechanism to ensure that the trans-oxazoline stereochemistry is retained. This process was induced by intramolecular benzylic substitution of a 1,2-bis-trichloroacetimidate, which was obtained from a known, enantiomerically pure diol. Demethoxy-4-epi-cytoxazone was also obtained from the intermediary trans-oxazoline 3b.

Paclitaxel-initiated, controlled polymerization of lactide for the formulation of polymeric nanoparticulate delivery vehicles

(Chemical Equation Presented) Paclitaxel-polylactide nanoconjugates were prepared by the site-specific polymerization of lactide mediated by a paclitaxel-metal complex followed by nanoprecipitation (see scheme). The resulting nanoconjugates have nearly 100% paclitaxel incorporation efficiencies and predefined drug loadings, and are less than 100 nm in diameter. The drug burst release effect is completely eliminated with this drug delivery vehicle.

Enantioselective synthesis of 1-aryl-2-propenylamines: A new approach to a stereoselective synthesis of the Taxol side chain

A variety of substituted 1-aryl-2-propenylamines of high enantiomeric purity were prepared via lipase-catalysed resolution of the corresponding racemates. (R)-1-Phenyl-2-propenylamine was further synthesised into (2R,3S)-3-benzoylamino-2-hydroxy-3-phenylpropanoic acid methyl ester, the side chain of Taxol.