(2S)-2,6-bis{[2,3-bis(acetyloxy)benzoyl]amino}hexanoic acid -Drug Synthesis Database

【结构式】

【分子编号】58517

【品名】(2S)-2,6-bis{[2,3-bis(acetyloxy)benzoyl]amino}hexanoic acid

【CA登记号】

【分子式】C₂₈H₃₀N₂O₁₂

【分子量】586.55248

【元素组成】C 57.34% H 5.16% N 4.78% O 32.73%

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)

Acylation of L-lysine (I) with 2,3-diacetoxybenzoyl chloride (II) provides the dibenzoyl lysine derivative (III). After activation of (III) as the corresponding mixed anhydride with isobutyl chloroformate, condensation with alpha-benzyl L-glutamate (IV) yields the dipeptide compound (V). This is further coupled with N-(benzoyloxy) methylamine (VI), via the mixed anhydride with isobutyl chloroformate, to furnish hydroxamate (VII).

参考文献中间体

合成目标

【1】 Wittmann, S.; et al.; New synthetic siderophores and their beta-lactam conjugates based on diamino acids and dipeptides. Bioorg Med Chem 2002, 10, 6, 1659.

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)	20927	L-lysine	56-87-1	C₆H₁₄N₂O₂	详情	详情
(II)	58506	2-(acetyloxy)-3-(chlorocarbonyl)phenyl acetate		C₁₁H₉ClO₅	详情	详情
(III)	58517	(2S)-2,6-bis{[2,3-bis(acetyloxy)benzoyl]amino}hexanoic acid		C₂₈H₃₀N₂O₁₂	详情	详情
(IV)	42338	(4S)-4-amino-5-(benzyloxy)-5-oxopentanoic acid	13030-09-6	C₁₂H₁₅NO₄	详情	详情
(V)	58518	(4S)-5-(benzyloxy)-4-[((2S)-2,6-bis{[2,3-bis(acetyloxy)benzoyl]amino}hexanoyl)amino]-5-oxopentanoic acid		C₄₀H₄₃N₃O₁₅	详情	详情
(VI)	58519	1-{[(methylamino)oxy]carbonyl}benzene		C₈H₉NO₂	详情	详情
(VII)	58520	benzyl (2S)-5-[(benzoyloxy)(methyl)amino]-2-[((2S)-2,6-bis{[2,3-bis(acetyloxy)benzoyl]amino}hexanoyl)amino]-5-oxopentanoate		C₄₈H₅₀N₄O₁₆	详情	详情

Extended Information