(2S)-5-amino-5-oxo-2-(10-undecenoylamino)pentanoic acid -Drug Synthesis Database

【结构式】

【分子编号】48170

【品名】(2S)-5-amino-5-oxo-2-(10-undecenoylamino)pentanoic acid

【CA登记号】

【分子式】C₁₆H₂₈N₂O₄

【分子量】312.4094

【元素组成】C 61.51% H 9.03% N 8.97% O 20.49%

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：(III)

The title compound was prepared by two related procedures. The acylation of L-glutamine (I) with 10-undecenoyl chloride (II) under Schotten-Baumann conditions afforded N-undecenoylglutamine (III). This was then cyclized to the title glutarimide derivative by treatment with dicyclohexylcarbodiimide and N-hydroxysuccinimide.

参考文献中间体

合成目标

【1】 Fox, D.J.; Grainger, D.J.; Reckless, J.; Warren, S.G.; Design, synthesis, and preliminary pharmacological evaluation of N-acyl-3-aminoglutarimides as broad-spectrum chemokine inhibitors in vitro and anti-inflammatory agents in vivo. J Med Chem 2002, 45, 2, 360.
【2】 Grainger, D.J.; Tatalick, L.M. (NeoRx Corp.); Cpds. and methods to inhibit or augment an inflammatory response. WO 0042071 .

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)	24948	L-glutamine	56-85-9	C₅H₁₀N₂O₃	详情	详情
(II)	48169	10-undecenoyl chloride	38460-95-6	C₁₁H₁₉ClO	详情	详情
(III)	48170	(2S)-5-amino-5-oxo-2-(10-undecenoylamino)pentanoic acid		C₁₆H₂₈N₂O₄	详情	详情

Extended Information