tert-butyl 9-[5-amino-1-(tert-butoxycarbonyl)pentyl]-6,12-bis[2-(tert-butoxy)-2-oxoethyl]-2,2-dimethyl-4-oxo-3-oxa-6,9,12-triazatetradecan-14-oate -Drug Synthesis Database

【结构式】

【分子编号】26567

【品名】tert-butyl 9-[5-amino-1-(tert-butoxycarbonyl)pentyl]-6,12-bis[2-(tert-butoxy)-2-oxoethyl]-2,2-dimethyl-4-oxo-3-oxa-6,9,12-triazatetradecan-14-oate

【CA登记号】

【分子式】C₃₈H₇₂N₄O₁₀

【分子量】745.01064

【元素组成】C 61.26% H 9.74% N 7.52% O 21.48%

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：(V)

4-Pentylbicyclo[2.2.2]octane-1-carboxylic acid (I) was converted to the corresponding acid chloride with SOCl2 and then coupled to L-aspartic acid beta-tert-butyl ester (II) to afford amide (III). Subsequent coupling of (III) with further L-aspartic acid beta-tert-butyl ester (II) in the presence of DCC and NHS produced diamide (IV). This was then condensed with (aminobutyl)diethylenetriamino-pentaacetic acid penta-tert-butyl ester (V) to provide (VI).

参考文献中间体

合成目标

【1】 Wallace, R.A.; Haar, J.P. Jr.; Miller, D.B.; Woulfe, S.R.; Polta, J.A.; Galen, K.P.; Hynes, M.R.; Adzamli, K.; Synthesis and preliminary evaluation of MP-2269: A novel, nonaromatic small-molecule blood-pool MR contrast agent. Magn Reson Med 1998, 40, 5, 733.
【2】 Woulfe, S.R. (Mallinckrodt Medical Inc.); Magnetic resonance blood pool agents. WO 9820908 .

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)	26563	4-pentylbicyclo[2.2.2]octane-1-carboxylic acid		C₁₄H₂₄O₂	详情	详情
(II)	26564	(2S)-2-amino-4-(tert-butoxy)-4-oxobutyric acid	3057-74-7	C₈H₁₅NO₄	详情	详情
(III)	26565	(2S)-4-(tert-butoxy)-4-oxo-2-[[(4-pentylbicyclo[2.2.2]oct-1-yl)carbonyl]amino]butyric acid		C₂₂H₃₇NO₅	详情	详情
(IV)	26566	(2S)-4-(tert-butoxy)-2-[((2S)-4-(tert-butoxy)-4-oxo-2-[[(4-pentylbicyclo[2.2.2]oct-1-yl)carbonyl]amino]butanoyl)amino]-4-oxobutyric acid		C₃₀H₅₀N₂O₈	详情	详情
(V)	26567	tert-butyl 9-[5-amino-1-(tert-butoxycarbonyl)pentyl]-6,12-bis[2-(tert-butoxy)-2-oxoethyl]-2,2-dimethyl-4-oxo-3-oxa-6,9,12-triazatetradecan-14-oate		C₃₈H₇₂N₄O₁₀	详情	详情
(VI)	26568	2-[N,N-Bis[2-[N,N-bis(tert-butoxycarbonylmethyl)amino]ethyl]amino]-6-[N-(4-pentylbicyclo[2,2,2]oct-1-ylcarbonyl)-(4-O-tert-butyl)-L-aspartyl-(4-O-tert-butyl)-L-aspartylamino]hexanoic acid tert-butyl ester; 2-[N,N-Bis[2-[N,N-bis(tert-butoxycarbonylmethyl)amino]ethyl]amino]-6-[N-(4-pentylbicyclo[2,2,2]oct-1-ylcarbonyl)-(4-O-tert-butyl)-L-aspartyl-(4-O-tert-butyl)-L-aspartylamino]hexanoic acid tert-butyl ester		C₆₈H₁₂₀N₆O₁₇	详情	详情

Extended Information