(2R,3R,4R,5R)-4-(acetoxy)-2-[(acetoxy)methyl]-5-(2-chloro-6-[[4-(2-pyridinylsulfanyl)-1-piperidinyl]amino]-9H-purin-9-yl)tetrahydro-3-furanyl acetate -Drug Synthesis Database

【结构式】

【分子编号】45794

【品名】(2R,3R,4R,5R)-4-(acetoxy)-2-[(acetoxy)methyl]-5-(2-chloro-6-[[4-(2-pyridinylsulfanyl)-1-piperidinyl]amino]-9H-purin-9-yl)tetrahydro-3-furanyl acetate

【CA登记号】

【分子式】C₂₆H₃₀ClN₇O₇S

【分子量】620.08588

【元素组成】C 50.36% H 4.88% Cl 5.72% N 15.81% O 18.06% S 5.17%

与该中间体有关的原料药合成路线共 1 条

合成路线1

该中间体在本合成路线中的序号：(IV)

The N-amination of 4-(2-pyridylthio)piperidine (I) with hydroxylamine O-sulfonic acid afforded hydrazine (II). This was condensed with dichloropurine derivative (III) to yield the piperidinyl adenosine (IV). Deacetylation of (IV) by treatment with methanolic ammonia gave (V). Finally, the primary hydroxyl group of (V) was converted to the title chloride by reaction with SOCl2 in the presence of pyridine.

参考文献中间体

合成目标

【1】 Knutsen, L. (Novo Nordisk A/S); Novel therapeutically active adenosine derivs.. WO 9816539 .

中间体序号	中间体编号	品名	分子式	供应商	用于合成
(I)	45792	2-(4-piperidinylsulfanyl)pyridine; 4-piperidinyl 2-pyridinyl sulfide	C₁₀H₁₄N₂S	详情	详情
(II)	45793	4-(2-pyridinylsulfanyl)-1-piperidinylamine; 4-(2-pyridinylsulfanyl)-1-piperidinamine	C₁₀H₁₅N₃S	详情	详情
(III)	25228	(2R,3R,4R,5R)-4-(acetoxy)-2-[(acetoxy)methyl]-5-(2,6-dichloro-9H-purin-9-yl)tetrahydro-3-furanyl acetate	C₁₆H₁₆Cl₂N₄O₇	详情	详情
(IV)	45794	(2R,3R,4R,5R)-4-(acetoxy)-2-[(acetoxy)methyl]-5-(2-chloro-6-[[4-(2-pyridinylsulfanyl)-1-piperidinyl]amino]-9H-purin-9-yl)tetrahydro-3-furanyl acetate	C₂₆H₃₀ClN₇O₇S	详情	详情
(V)	45795	(2R,3R,4S,5R)-2-(2-chloro-6-[[4-(2-pyridinylsulfanyl)-1-piperidinyl]amino]-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydro-3,4-furandiol	C₂₀H₂₄ClN₇O₄S	详情	详情

Extended Information