[2,3-bis(benzyloxy)phenyl](1H-imidazol-1-yl)methanone -Drug Synthesis Database

【结构式】

【分子编号】50517

【品名】[2,3-bis(benzyloxy)phenyl](1H-imidazol-1-yl)methanone

【CA登记号】

【分子式】C₂₄H₂₀N₂O₃

【分子量】384.43448

【元素组成】C 74.98% H 5.24% N 7.29% O 12.49%

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：(VIII)

In an alternative method, 2,3-bis(benzyloxy)benzoic acid (VII) was activated as the corresponding imidazolide (VIII) prior to condensation with norspermidine (IX). The resulting diamide (X) was further acylated with N-(benzyloxycarbonyl)-D-threonine (II) to afford triamide (XI). Hydrogenolysis of the O-benzyl and N-benzyloxycarbonyl protecting groups of (XI) then gave amino alcohol (V), which was finally cyclized with imidate (VI) as above.

参考文献中间体

合成目标

【1】 Bergeron, R.J.; et al.; Significance of asymmetric sites in choosing siderophores as deferration agents. J Med Chem 2001, 44, 15, 2469.
【2】 Bergeron, R.J. Jr. (University of Florida); Synthesis of parabactin and homologs thereof. US 4565874 .

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(II)	43420	(2S,3R)-2-[[(benzyloxy)carbonyl]amino]-3-hydroxybutyric acid	19728-63-3	C₁₂H₁₅NO₅	详情	详情
(V)	50514	N-[3-([(2R,3S)-2-amino-3-hydroxybutanoyl][3-[(2,3-dihydroxybenzoyl)amino]propyl]amino)propyl]-2,3-dihydroxybenzamide		C₂₄H₃₂N₄O₈	详情	详情
(VI)	50515	ethyl 2,3-dihydroxybenzenecarboximidoate		C₉H₁₁NO₃	详情	详情
(VII)	50516	2,3-bis(benzyloxy)benzoic acid		C₂₁H₁₈O₄	详情	详情
(VIII)	50517	[2,3-bis(benzyloxy)phenyl](1H-imidazol-1-yl)methanone		C₂₄H₂₀N₂O₃	详情	详情
(IX)	50518	Imino bis propylamine; N-(3-Aminopropyl)-1,3-propanediamine; Bis-(3-aminopropyl)amine; Dipropylenetriamine; Dipropylentriamine; 3,3'-Diaminodipropylamine; 3,3'-Iminodipropylamine	56-18-8	C₆H₁₇N₃	详情	详情
(X)	50519	2,3-bis(benzyloxy)-N-[3-[(3-[[2,3-bis(benzyloxy)benzoyl]amino]propyl)amino]propyl]benzamide		C₄₈H₄₉N₃O₆	详情	详情
(XI)	50520	benzyl (1R,2S)-1-[[bis(3-[[2,3-bis(benzyloxy)benzoyl]amino]propyl)amino]carbonyl]-2-hydroxypropylcarbamate		C₆₀H₆₂N₄O₁₀	详情	详情

Extended Information