Open AccessProgrammable One-Pot Synthesis of Heparin Pentasaccharide Fondaparinux
Author(s) -
Supriya Dey,
Hung-Yi Lo,
ChiHuey Wong
Publication year - 2020
Publication title -
organic letters
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.94
H-Index - 239
eISSN - 1523-7060
pISSN - 1523-7052
DOI - 10.1021/acs.orglett.0c01386
Subject(s) - fondaparinux , deep vein , chemistry , pulmonary embolism , heparin , low molecular weight heparin , thrombosis , pyrrolidinones , combinatorial chemistry , organic chemistry , medicine , surgery , venous thromboembolism , biochemistry
The clinically approved Fondaparinux (Arixtra) has been used for the treatment of deep vein thrombosis and acute pulmonary embolism since 2002 and is considered to be better than the low-molecular weight heparin in terms of anticoagulation response, duration of action, and biosafety. However, the synthetic methods previously developed for its manufacture are relatively complicated, thus restricting its extensive use. We report here a potentially scalable and programmable one-pot synthesis of Fondaparinux using the [1,2,2] strategy and designed thioglycosides with well-defined reactivity as building blocks.