ethyl (E,4S)-4-[[(2R,5S)-5-[[(cyclopentylsulfanyl)carbonyl]amino]-2-(4-fluorobenzyl)-6-methyl-4-oxoheptanoyl]amino]-7-oxo-7-(tritylamino)-2-heptenoate -Drug Synthesis Database

【结构式】

【分子编号】24622

【品名】ethyl (E,4S)-4-[[(2R,5S)-5-[[(cyclopentylsulfanyl)carbonyl]amino]-2-(4-fluorobenzyl)-6-methyl-4-oxoheptanoyl]amino]-7-oxo-7-(tritylamino)-2-heptenoate

【CA登记号】

【分子式】C₄₉H₅₆FN₃O₆S

【分子量】834.0646632

【元素组成】C 70.56% H 6.77% F 2.28% N 5.04% O 11.51% S 3.84%

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：(XX)

Acid (XV) was coupled with protected amino acid (XVI) to give amide (XVII), and the Boc protecting group of (XVII) was then removed under acidic conditions. The resulting amine (XVIII) was condensed with cyclopentyl chlorothioformate (XIX) to provide thiocarbamate (XX). Finally, the title compound was obtained by trifluoroacetic acid-promoted cleavage of the trityl protecting group.

参考文献中间体

合成目标

【1】 Worland, S.T.; Ferre, R.A.; Patick, A.K.; Prins, T.J.; Meador, J.W. III; Zhou, R.; Dragovich, P.S.; Fuhrman, S.A.; Matthews, D.A.; Ford, C.E.; Structure-based design, synthesis, and biological evaluation of irreversible human rhinovirus 3C protease inhibitors. 3. Structure-activity studies of ketomethylene-containing peptidomimetics. J Med Chem 1999, 42, 7, 1203.

中间体序号	中间体编号	品名	分子式	供应商	用于合成
(XV)	24617	(2R,5S)-5-[(tert-butoxycarbonyl)amino]-2-(4-fluorobenzyl)-6-methyl-4-oxoheptanoic acid	C₂₀H₂₈FNO₅	详情	详情
(XVI)	24618	ethyl (E,4S)-4-amino-7-oxo-7-(tritylamino)-2-heptenoate	C₂₈H₃₀N₂O₃	详情	详情
(XVII)	24619	ethyl (E,4S)-4-[[(2R,5S)-5-[(tert-butoxycarbonyl)amino]-2-(4-fluorobenzyl)-6-methyl-4-oxoheptanoyl]amino]-7-oxo-7-(tritylamino)-2-heptenoate	C₄₈H₅₆FN₃O₇	详情	详情
(XVIII)	24620	ethyl (E,4S)-4-[[(2R,5S)-5-amino-2-(4-fluorobenzyl)-6-methyl-4-oxoheptanoyl]amino]-7-oxo-7-(tritylamino)-2-heptenoate	C₄₃H₄₈FN₃O₅	详情	详情
(XIX)	24621	1-[(chlorocarbonyl)sulfanyl]cyclopentane	C₆H₉ClOS	详情	详情
(XX)	24622	ethyl (E,4S)-4-[[(2R,5S)-5-[[(cyclopentylsulfanyl)carbonyl]amino]-2-(4-fluorobenzyl)-6-methyl-4-oxoheptanoyl]amino]-7-oxo-7-(tritylamino)-2-heptenoate	C₄₉H₅₆FN₃O₆S	详情	详情

Extended Information