335197-20-1Relevant articles and documents
New disaccharide blocks for OSW-1 and its analogs
Khasanova, L. S.,Gimalova, F. A.,Valiullina, Z. R.,Selezneva, N. K.,Ganieva, R. M.,Spirikhin, L. V.,Miftakhov, M. S.
, p. 1238 - 1244,7 (2020/10/15)
Abstract-A new disaccharide block for OSW-1 natural steroidal antitumor agent was described. Regioisomeric 2- and 3-O-p-methoxybenzoyl derivatives of phenyl 1-thio-β-D-xylopyranoside and phenyl 2-O-acetyl-1- thio-β-L-arabinopyranoside derivatives blocked
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.