144465-90-7

Upstream product

• 13154-24-0 triisopropylsilyl chloride 
• 5664-21-1 cyclohexylacetaldehyde 
• 129397-33-7 N-(4-Methoxyphenyl)cyclohexylacetaldimine 
• 132127-27-6 (1R,2S)-2-phenyl-1-cyclohexyl<(triisopropylsilyl)oxy>acetate 
• 144465-85-0 1-(4-Methoxyphenyl)-3-triisopropylsilyloxy-4-(2-cyclohexylmethyl)-2-azetidinone 
• 144465-85-0 (3R,4S)-4-(Cyclohexylmethyl)-1-(4-methoxyphenyl)-3-triisopropylsilyloxy-2-azetidinone 

Downstream Products

• 128540-57-8 (2R,3S)-3-Amino-2-hydroxy-4-cyclohexylbutanoic acid hydrochloride 
• 140409-01-4 (2S,3R)-3-Amino-2-hydroxy-4-phenylbutyric acid hydrochloride 
• 121506-22-7 (2R,3S)-nor-C-statine hydrochloride 

Relevant academic research and scientific papers

Anti-tumor compounds, pharmaceutical compositions, methods for preparation thereof and for treatment

The present invention is directed to novel taxanes useful as chemotherapeutic agents or their precursors. Processes for preparing the novel taxanes include coupling reactions, in the presence of a base, of baccatin of formula (III) or (IV) STR1 with β-lac

Anti-tumor compounds, pharmaceutical compositions, methods for preparation thereof and for treatment

The present invention is directed to novel taxanes useful as chemotherapeutic agents or their precursors. Processes for preparing the novel taxanes include coupling reactions, in the presence of a base, of baccatin of formula (III) or (IV) STR1 with β-lac

Process for the production of chiral hydroxy-β-lactams and hydroxyamino acids derived therefrom

The reaction between a hydroxyacetic acid derivative bearing an oxygen protecting group and a chiral auxiliary group and an imine produces chiral β-lactams. Hydrolysis of the chiral β-lactams produces chiral amino acid analogs.

New and efficient approaches to the semisynthesis of taxol and its C-13 side chain analogs by means of β-lactam synthon method

Highly efficient chiral ester enolate-imine condensation giving 3-hydroxy-4-aryl-β-lactams with excellent enantiomeric purity is successfully applied to the asymmetric synthesis of the enantiomerically pure taxol C-13 side chain, N-benzoyl-(2R,3S)-3-phenyl-isoserine and its analogs. (3R,4S)-N-benzoyl-3-(1-ethoxyethoxy)-4-phenyl-2-azetidinone readily derived from the 3-hydroxy-4-phenyl-β-lactam is coupled with protected baccatin IIIs, followed by deprotection to give optically pure taxol and 10-deacetyl-7,10-bis(Troc)-taxol in good yields. Fully assigned 1H, 13C, and 2D (COSY and HETCOR) NMR spectra of taxol thus synthesized are shown and discussed.

New and efficient routes to norstatine and its analogs with high enantiomeric purity by β-Lactam Synthon Method

Norstatine and its analogs, i.e., 3-amino-2-hydroxyalkanoic acids, with high enantiomeric purity are obtained through effecient asymmetric synthesis of 3-silyloxy-β-lactams by chiral enolate - imine cyclocondensation, followed by hydrolysis.