6-amino-9-[(1S,2R,3S,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)bicyclo[3.1.0]hex-2-yl]-1-(3-iodobenzyl)-9H-purin-1-ium bromide -Drug Synthesis Database

【结构式】

【分子编号】47073

【品名】6-amino-9-[(1S,2R,3S,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)bicyclo[3.1.0]hex-2-yl]-1-(3-iodobenzyl)-9H-purin-1-ium bromide

【CA登记号】

【分子式】C₁₉H₂₁BrIN₅O₃

【分子量】574.21611

【元素组成】C 39.74% H 3.69% Br 13.92% I 22.1% N 12.2% O 8.36%

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：(III)

The known methanocarba-adenosine (I) was alkylated with 3-iodobenzyl bromide (II) in hot DMF to give the intermediate ammonium salt (III), which was then subjected to Dimroth rearrangement with ammonium hydroxide to produce the title compound.

参考文献中间体

合成目标

【1】 Ji, X.; Li, A.-H.; Shin, K.-J.; Melman, N.; Siddiqui, M.A.; Marquez, V.E.; Ravi, G.; Jacobson, K.A.; Methanocarba analogues of purine nucleosides as potent and selective adenosine receptor agonists. J Med Chem 2000, 43, 11, 2196.

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)	47072	(1R,2R,3S,4R,5S)-4-(6-amino-9H-purin-9-yl)-1-(hydroxymethyl)bicyclo[3.1.0]hexane-2,3-diol		C₁₂H₁₅N₅O₃	详情	详情
(II)	19623	1-(bromomethyl)-3-iodobenzene	49617-83-6	C₇H₆BrI	详情	详情
(III)	47073	6-amino-9-[(1S,2R,3S,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)bicyclo[3.1.0]hex-2-yl]-1-(3-iodobenzyl)-9H-purin-1-ium bromide		C₁₉H₂₁BrIN₅O₃	详情	详情

Extended Information