335197-23-4Relevant academic research and scientific papers
Synthesis, conformational analysis and SAR research of OSW-1 analogues
Liu, Chao,Wang, A-peng,Jin, Longlong,Guo, Yanshen,Li, Yan,Zhao, Zhehui,Lei, Pingsheng
, p. 4091 - 4102 (2016/07/06)
A series of novel OSW-1 analogues were synthesized by coupling disaccharides (2-O-4-methoxylbenzoyl-β-D-xylopyranosyl-(1→3)-2-O-acetyl-α-L-arabinopyranosyl) or (2-O-4-(E)-cinnamoyl-β-D-xylopyranosyl-(1→3)-2-O-acetyl-α-L-arabinopyranosyl) and their 1→4 lin
Total synthesis of the anticancer natural product OSW-1
Yu, Wensheng,Jin, Zhendong
, p. 6576 - 6583 (2007/10/03)
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.
