114903-05-8Relevant articles and documents
Formal Synthesis of Anticoagulant Drug Fondaparinux Sodium
Dai, Xiang,Liu, Wentao,Zhou, Qilong,Cheng, Chunwei,Yang, Chao,Wang, Shuqing,Zhang, Min,Tang, Pei,Song, Hao,Zhang, Dan,Qin, Yong
, p. 162 - 184 (2016)
The practical formal synthesis of the anticoagulant drug fondaparinux sodium 1 was accomplished using an optimized modular synthetic strategy. The important pentasaccharide 2, a precursor for the synthesis of fondaparinux sodium, was synthesized on a 10 g scale in 14 collective steps with 3.5% overall yield from well-functionalized monosaccharide building blocks. The strategy involved a convergent [3 + 2] coupling approach, with excellent stereoselectivity in every step of glycosylation from the monosaccharide building blocks. Efficient routes to the syntheses of these fully functionalized building blocks were developed, minimizing oligosaccharide stage functional-group modifications. The syntheses of all building blocks avoided rigorous reaction conditions and the use of expensive reagents. In addition, common intermediates and a series of one-pot reactions were employed to enhance synthetic efficiency, improving the yield considerably. In the monosaccharide-to-oligosaccharide assembly reactions, cheaper activators (e.g., NIS/TfOH, TESOTf, and TfOH) were used to facilitate highly efficient glycosylations. Furthermore, crystallization of several monosaccharide and oligosaccharide intermediates significantly simplified purification procedures, which would be greatly beneficial to the scalable synthesis of fondaparinux sodium.
A pentose compound of intermediate and its preparation method
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Paragraph 0088-0090; 0104; 0114, (2018/06/21)
The invention relates to an intermediate of a pentose compound and a preparation method of the intermediate, and particularly relates to intermediates IA and IB of fondaparinux sodium and a preparation method thereof. According to the intermediate and the preparation method disclosed by the invention, substituted benzoyl is taken as a hydroxyl protective group for the intermediate IA, and the IA is used for preparing the intermediate IB of the fondaparinux sodium, wherein the operation is simple, and the productive rate and the yield are both high; moreover, the intermediate is easy to cure and pure in each reaction step, so the intermediate is more suitable for industrial production; meanwhile, the invention also relates to application of the intermediate IB in preparation of the fondaparinux sodium. The intermediates IA and IB are as shown in the specification.
PROCESS FOR THE PRODUCTION OF FONDAPARINUX SODIUM
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Paragraph 0124-0126, (2017/02/24)
The present invention refers to a fly step compounds of formula ABC5 novel sodium [...] provides manufacturing method: In some embodiments, step for the synthesis intermediates are sodium [...] fly is provided in addition. (by machine translation)