345983-44-0

Upstream product

• 313221-85-1 (3R,4S)-bis-N,O-triethylsilyl-4-(2-methylpropyl)-3-hydroxy-azetidin-2-one 
• 313221-86-2 (3R,4S)-3-triethylsilyloxy-4-(2-methylpropyl)-azetidin-2-one 
• 177556-06-8 (4S,5R)-3-(tert-butyloxycarbonyl)-2,2-dimethyl-4-(2-methylpropyl)-oxazolidine-5-carboxylic acid 
• 170115-95-4 (3R,4S)-1-(tert-butyloxycarbonyl)-3-triethylsilyloxy-4-(2-methylpropyl)azetidin-2-one 
• 148584-49-0 9(R)-dihydro-7,9-isopropylidene-13-acetylbaccatin-III 
• 148584-51-4 7,9-acetonide 13-acetyl-9-dihydrobaccatin III 
• 145761-30-4 iso-propyl (2R,3S)-3-amino-2-hydroxy-5-methylhexanoate 
• 24424-99-5 di-tert-butyl dicarbonate 
• 345983-43-9 13-[(2'R,3'S)-3'-(N-tert-butoxycarbonyl)amino-2'-triethylsilyloxy-5'-methylhexanoate]-9(R)-dihydro-7,9-isopropylidene-baccatin-III 

Downstream Products

• 1447950-33-5 C₄₆H₆₃NO₁₅ 
• 1447950-36-8 C₄₆H₆₃NO₁₅ 

Relevant academic research and scientific papers

An efficient synthesis of the taxane-derived anticancer agent ABT-271

ABT-271, 1, has been identified as a promising anticancer agent. ABT-271 is a novel taxane possessing a C9-(R)-hydroxyl group as opposed to a C9-ketone which is present in Taxol and Taxotere. To further evaluate ABT-271 as a potential anticancer agent, an efficient synthesis was developed which allows the large scale synthesis of ABT-271. Ketalization of the 7,9-diol of 9-DHAB-III, 2, allows selective removal of the C13-acetate with phenyllithium. The resulting C13-hydroxyl group is then acylated using LiHMDS and β-lactam 22 to give ABT-271 in protected form. The protecting groups were removed first by acidic hydrolysis followed by basic hydrolysis to provide ABT-271. Application of this synthetic sequence provided over 600 g of ABT-271, 1.

Synthesis and Biological Evaluation of C-3'-Modified Analogs of 9(R)-Dihydrotaxol

Taxol (1) is considered a most exciting new drug in cancer chemotherapy.The promising antitumor activity of 9(R)-dihydrotaxol (3) encouraged us to further explore the structure-activity relationship of this new member of the taxane family.Studies indicate