27625-86-1Relevant academic research and scientific papers
First synthesis and structural determination of blepharin and 1'-epiblepharin
Tietze,Beller,Terfort,Dolle
, p. 1118 - 1120 (2007/10/02)
Total synthesis of the natural acetal-β-D-glucoside blepharin (1) and its C-2, epimer 9 by treatment of 2-bromo-2H-1,4-benzoxazin-3(4H)-one (5) with 2,3,4,6-tetra-O-acetyl-β-D-glucopyranose (6) is described. The relative and absolute configuration of 1 was determined by 1H-NMR and X-ray analysis.
New synthesis of blepharin, the naturally occurring β-D-glucoside of 2-hydroxy-(2H, 4H)-1, 4-benzoxazin-3-one
Sahu,Chatterjee
, p. 603 - 605 (2007/10/02)
Blepharin, the β-D-glucoside (1) of 2-hydroxy (2H, 4H)-1, 4-benzoxazin-3-one(III), isolated from Blepharis edulis Pers., has been diaselectively synthesised from 2-hydroxy-(2H, 4H)-1, 4-benzoxazin-3-o-ne. The latter was obtained from isatin via a novel ring expansion reaction followed by glucosidation with 2,3,4,6-tetra-O-acetyl-β-D-glucopyranose and mild hydrolysis.
