335197-28-9

Upstream product

• 3068-31-3 2,3,4-tri-O-acetyl-α-D-xylopyranosyl bromide 
• 62446-93-9 1,2,3,4-tetra-O-acetyl-D-xylopyranose 
• 50837-92-8 2,3,4-tri-O-acetyl-D-xylopyranosyl bromide 
• 335197-20-1 phenyl 2-O-acetyl-4-O-triethylsilyl-1-thio-1-deoxy-α-L-arabinopyranoside 
• 335197-27-8 4-Methoxy-benzoic acid (3R,4S,5R)-4,5-bis-(4-methoxy-benzyloxy)-2-(2,2,2-trichloro-acetimidoyloxy)-tetrahydro-pyran-3-yl ester 
• 108-98-5 thiophenol 
• 335197-26-7 4-Methoxy-benzoic acid (2S,3R,4S,5R)-2-ethylsulfanyl-4,5-bis-(4-methoxy-benzyloxy)-tetrahydro-pyran-3-yl ester 
• 335197-23-4 (2S,3aR,6R,7S,7aR)-2-Ethylsulfanyl-6,7-bis-(4-methoxy-benzyloxy)-2-methyl-tetrahydro-[1,3]dioxolo[4,5-b]pyran 
• 335197-24-5 Acetic acid (2S,3R,4S,5R)-2-ethylsulfanyl-4,5-bis-(4-methoxy-benzyloxy)-tetrahydro-pyran-3-yl ester 
• 335197-25-6 (2S,3R,4R,5R)-2-Ethylsulfanyl-4,5-bis-(4-methoxy-benzyloxy)-tetrahydro-pyran-3-ol 
• 98461-49-5 phenyl 2,3,4-tri-O-acetyl-1-thio-α-L-arabinopyranoside 
• 335197-21-2 Acetic acid (2S,3aR,6R,7S,7aR)-6-acetoxy-2-ethylsulfanyl-2-methyl-tetrahydro-[1,3]dioxolo[4,5-b]pyran-7-yl ester 
• 335197-22-3 (S)-1,2-O-(1-ethylthioethylidene)-α-D-xylopyranose 
• 321125-09-1 phenyl 2-O-acetyl-3,4-O-isopropylidene-1-thio-α-L-arabinopyranoside 

Downstream Products

• 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} 
• 335197-29-0 C₇₇H₁₁₆O₁₈Si₂ 
• 442631-65-4 C₇₇H₁₁₆O₁₈Si₂ 
• 335197-11-0 4-Methoxy-benzoic acid (2S,3R,4S,5R)-2-[(2S,3R,4R,5S)-3-acetoxy-2-(2,2,2-trichloro-acetimidoyloxy)-5-triethylsilanyloxy-tetrahydro-pyran-4-yloxy]-4,5-bis-(4-methoxy-benzyloxy)-tetrahydro-pyran-3-yl ester 

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.