4-nitrophenyl (2S)-2,6-bis[(tert-butoxycarbonyl)amino]hexanoate -Drug Synthesis Database

【结构式】

【分子编号】46325

【品名】4-nitrophenyl (2S)-2,6-bis[(tert-butoxycarbonyl)amino]hexanoate

【CA登记号】

【分子式】C₂₂H₃₃N₃O₈

【分子量】467.51944

【元素组成】C 56.52% H 7.11% N 8.99% O 27.38%

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：(I)

Di-Boc-protected L-lysine p-nitrophenyl active ester (I) was coupled to spermine (II), yielding the primary amide (III) along with some by-products. The crude reaction mixture was fully protected using an excess of di-tert-butyl dicarbonate, and the desired compound (IV) was then isolated by column chromatography. Finally, the Boc-protecting groups of (IV) were removed by acidic treatment to provide the title spermine lysinamide.

参考文献中间体

合成目标

【1】 Burns, M.R.; O'Day, C.L.; Bergstrom, D.E.; Webb, H.K.; Vermeulin, N.M.J. (Oridigm Corp.); Novel polyamine analogues as therapeutic and diagnostic agents. EP 1085011 .

中间体序号	中间体编号	品名	分子式	供应商	用于合成
(I)	46325	4-nitrophenyl (2S)-2,6-bis[(tert-butoxycarbonyl)amino]hexanoate	C₂₂H₃₃N₃O₈	详情	详情
(II)	46326	N-(3-aminopropyl)-N-[4-[(3-aminopropyl)amino]butyl]amine; N(1),N(4)-bis(3-aminopropyl)-1,4-butanediamine	C₁₀H₂₆N₄	详情	详情
(III)	46327	tert-butyl (5S)-6-[[3-([4-[(3-aminopropyl)amino]butyl]amino)propyl]amino]-5-[(tert-butoxycarbonyl)amino]-6-oxohexylcarbamate	C₂₆H₅₄N₆O₅	详情	详情
(IV)	46328	tert-butyl 3-([(2S)-2,6-bis[(tert-butoxycarbonyl)amino]hexanoyl]amino)propyl[4-((tert-butoxycarbonyl)[3-[(tert-butoxycarbonyl)amino]propyl]amino)butyl]carbamate	C₄₁H₇₈N₆O₁₁	详情	详情

Extended Information