tert-butyl (1S)-1-([[[(3aR,4R,6R,6aR)-6-(6-amino-9H-purin-9-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl]methyl][(4-methoxybenzyl)oxy]amino]carbonyl)-3-(methylsulfanyl)propylcarbamate -Drug Synthesis Database

【结构式】

【分子编号】30815

【品名】tert-butyl (1S)-1-([[[(3aR,4R,6R,6aR)-6-(6-amino-9H-purin-9-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl]methyl][(4-methoxybenzyl)oxy]amino]carbonyl)-3-(methylsulfanyl)propylcarbamate

【CA登记号】

【分子式】C₃₁H₄₃N₇O₈S

【分子量】673.7908

【元素组成】C 55.26% H 6.43% N 14.55% O 19% S 4.76%

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)

The condensation between N-Boc-methionine (I) and O-(4-methoxybenzyl)hydroxylamine hydrochloride (II) gave the hydroxamate (III), which was then coupled with 2',3'-isopropylideneadenosine (IV) under Mitsunobu conditions to provide adduct (V). Subsequent deprotection with trifluoroacetic acid and anisole yielded the title compound.

参考文献中间体

合成目标

【1】 Kang, M.K.; Kang, S.U.; Kim, S.; Chun, M.W.; Jo, Y.J.; Kwak, J.H.; Lee, J.; Methionyl adenylate analogues as inhibitors of methionyl-tRNA synthetase. Bioorg Med Chem Lett 1999, 9, 10, 1365.

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)	26710	(2R)-2-[(tert-butoxycarbonyl)amino]-4-(methylsulfanyl)butyric acid	5241-66-7	C₁₀H₁₉NO₄S	详情	详情
(II)	30813	1-[(aminooxy)methyl]-4-methoxybenzene; O-(4-methoxybenzyl)hydroxylamine		C₈H₁₁NO₂	详情	详情
(III)	30814	tert-butyl (1S)-1-([[(4-methoxybenzyl)oxy]amino]carbonyl)-3-(methylsulfanyl)propylcarbamate		C₁₈H₂₈N₂O₅S	详情	详情
(IV)	17560	[(3aR,4R,6R,6aS)-6-(6-amino-9H-purin-9-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl]methanol	362-75-4	C₁₃H₁₇N₅O₄	详情	详情
(V)	30815	tert-butyl (1S)-1-([[[(3aR,4R,6R,6aR)-6-(6-amino-9H-purin-9-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl]methyl][(4-methoxybenzyl)oxy]amino]carbonyl)-3-(methylsulfanyl)propylcarbamate		C₃₁H₄₃N₇O₈S	详情	详情

Extended Information