335197-14-3

Upstream product

• 60306-25-4 isobutyl triflate 
• 68877-57-6 Cyclohexyl ethynyl ether 

Downstream Products

• 335197-16-5 ((E)-1-Bromo-4-methyl-pent-1-enyloxy)-cyclohexane 
• 145075-81-6 3β,16β,17α-trihydroxycholest-5-en-22-one 16-O-{O-[2-O-(4-methoxybenzoyl)-β-D-xylopyranosyl]-(1->3)-2-O-acetyl-β-L-arabinopyranoside} 
• 332888-22-9 (3S,8R,9S,10R,13S,14S)-3-(tert-Butyl-dimethyl-silanyloxy)-17-((Z)-(R)-2-cyclohexyloxy-1,5-dimethyl-hex-2-enyl)-10,13-dimethyl-16-trimethylsilanyloxy-2,3,4,7,8,9,10,11,12,13,14,15-dodecahydro-1H-cyclopenta[a]phenanthrene 
• 335197-18-7 Acetic acid (3S,8R,9S,10R,13S,14S)-3-(tert-butyl-dimethyl-silanyloxy)-17-((Z)-(S)-2-cyclohexyloxy-1,5-dimethyl-hex-2-enyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-16-yl ester 
• 335197-29-0 C₇₇H₁₁₆O₁₈Si₂ 
• 332888-23-0 Acetic acid (3S,8R,9S,10R,13S,14S)-3-(tert-butyl-dimethyl-silanyloxy)-17-((Z)-(R)-2-cyclohexyloxy-1,5-dimethyl-hex-2-enyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-16-yl ester 
• 442631-65-4 C₇₇H₁₁₆O₁₈Si₂ 

Relevant academic research and scientific papers

Total synthesis of the anticancer natural product OSW-1

The highly potent anticancer natural saponin OSW-1 has been successfully synthesized from commercially available 5-androsten-3β-ol-17-one 79 in 10 operations with 28% overall yield. The key steps in the total synthesis included a highly regio- and stereoselective selenium dioxide-mediated allylic oxidation of 80 and a highly stereoselective 1,4-addition of α-alkoxy vinyl cuprates 68 to steroid 17(20)-en-16-one 12E to introduce the steroid side chain. This total synthesis demonstrated once again the versatile synthetic applications of α-halo vinyl ether chemistry developed in our laboratories.