N-(Tert-butoxycarbonyl)-L-methionine isobutoxycarbonyl anhydride -Drug Synthesis Database

【结构式】

【分子编号】20090

【品名】N-(Tert-butoxycarbonyl)-L-methionine isobutoxycarbonyl anhydride

【CA登记号】

【分子式】C₁₅H₂₇NO₆S

【分子量】349.44852

【元素组成】C 51.56% H 7.79% N 4.01% O 27.47% S 9.18%

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)

N-(tert-Butoxycarbonyl)-L-methionine (I) was converted to mixed anhydride (III) upon treatment with isobutyl chloroformate (II). Subsequent condensation of (III) with hydroxylamine gave hydroxamic acid (IV). Finally, the Boc group was cleared with trifluoroacetic acid in anisole to furnish the target methionine hydroxamate).

参考文献中间体

合成目标

【1】 Lee, J.; Kang, M.K.; Chun, M.W.; Jo, Y.J.; Kwak, J.H.; Kim, S.; Methionine analogues as inhibitors of methionyl-tRNA synthetase. Bioorg Med Chem Lett 1998, 8, 24, 3511.

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)	17634	(2S)-2-[(tert-butoxycarbonyl)amino]-4-(methylsulfanyl)butyric acid; N-alpha-t-BOC-L-methionine	2488-15-5	C₁₀H₁₉NO₄S	详情	详情
(II)	13423	1-[(Chlorocarbonyl)oxy]-2-methylpropane; Isobutyl chloroformate;isobutyl carbonochloridate	543-27-1	C₅H₉ClO₂	详情	详情
(III)	20090	N-(Tert-butoxycarbonyl)-L-methionine isobutoxycarbonyl anhydride		C₁₅H₂₇NO₆S	详情	详情
(IV)	20091	tert-butyl (1S)-1-[(hydroxyamino)carbonyl]-3-(methylsulfanyl)propylcarbamate		C₁₀H₂₀N₂O₄S	详情	详情

Extended Information