Fondaparinux sodiuM interMediate C synthesis

Yield:-

Reaction Conditions:

Stage #1: methyl O-(6-O-acetyl-2-azide-3,4-di-O-benzyl-2-deoxy-2-α-D-glucopyranosyl)-(1→4)-O-(methyl 2,3-di-O-benzyl-β-D-glucopyranosyluronate)-(1→4)-O-3,6-di-O-acetyl-2-azido-2-deoxy-α-D-glucopyranosyl-(1→4)-O-(methyl 2-O-benzoyl-3-O-benzyl-α-L-idopyranosyluronate)-(1→4)-2-azido-6-O-benzoyl-3-benzyl-2-deoxy-α-D-glucopyranosidewith dihydrogen peroxide;lithium hydroxide in tetrahydrofuran;water at -5 - 20; for 16 h;
Stage #2: with sodium hydroxide in tetrahydrofuran;methanol;water at 20 - 35; for 36 h;

References:

Li, Tiehai;Ye, Hui;Cao, Xuefeng;Wang, Jiajia;Liu, Yonghui;Zhou, Lifei;Liu, Qiang;Wang, Wenjun;Shen, Jie;Zhao, Wei;Wang, Peng [ChemMedChem,2014,vol. 9,# 5,p. 1071 - 1080]