Glunicate, LG-13979, -Drug Synthesis Database

【结构式】

【药物名称】Glunicate, LG-13979

【化学名称】2-Deoxy-2-(3-pyridinylcarboxamido)-beta-D-glucopyranose 1,3,4,6-tetra-3-pyridinecarboxylate
　　　　　　2-Deoxy-2-nicotinamido-beta-D-glucopyranose 1,3,4,6-tetranicotinate
　　　　　　2-(3-Pyridinecarboxamido)-2-deoxy-1,3,4,6-dihydrogen-D-glucose tetra-3-pyridinecarboxylate

【CA登记号】80763-86-6

【分子式】C₃₆H₂₈N₆O₁₀

【分子量】704.65876

【开发单位】Guidotti (Originator)

【药理作用】Lipoprotein Disorders, Treatment of , METABOLIC DRUGS

合成路线1

Reaction of D-(+)-glucosamine HCl, with six equivalents of 3-pyridinylcarbonyl chloride (III) in hot pyridine gives a mixture of alpha and beta-penta-substituted D-(+)-glucosamines and lower substituted D-(+)-glucosamines, from which compound (III) is isolated by crystallization.

参考文献中间体

【1】 Murmann, W.; Ponchiroli, O.; Nicotinic derivatives of glucosamine and related pharmaceutical compositions. EP 0040433; ES 8203362; FR 2482968; US 4358441 .
【2】 Subissi, A.; Glunicate. Drugs Fut 1984, 9, 12, 898.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(I)	24036	(3R,4R,5S,6R)-3-amino-6-(hydroxymethyl)tetrahydro-2H-pyran-2,4,5-triol; Glucosamine	3416-24-8	C₆H₁₃NO₅	详情	详情
(II)	10753	Nicotinoyl chloride		C₆H₄ClNO	详情	详情
(III)	34278	(2R,3R,4R,5R,6R)-5-[(3-pyridinylcarbonyl)amino]-4,6-bis[(3-pyridinylcarbonyl)oxy]-2-[[(3-pyridinylcarbonyl)oxy]methyl]tetrahydro-2H-pyran-3-yl nicotinate		C₃₆H₂₈N₆O₁₀	详情	详情

Extended Information