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【结 构 式】

【分子编号】25401

【品名】(8R,11S)-8-isobutyl-11-[(methylamino)carbonyl]-9-oxo-2-oxa-10-azabicyclo[11.2.2]heptadeca-1(15),13,16-triene-7-carboxylic acid

【CA登记号】

【 分 子 式 】C22H32N2O5

【 分 子 量 】404.50656

【元素组成】C 65.32% H 7.97% N 6.93% O 19.78%

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:(XVI)

Then, cyclization of (XIV) under Mitsunobu conditions furnished macrocyclic ether (XV). The deprotection of (XV) with trifluoroacetic acid yielded carboxylic acid (XVI), which was treated with silyl protected hydroxylamine to afford hydroxamic acid (XVII). The required isomer of (XVII) was isolated using reverse-phase HPLC.

1 Sheppard, G.S.; Guo, Y.; Siummers, J.B.; Holms, J.H.; Steinman, D.H.; Michaelides, M.R.; Florjancic, A.S.; Xu, L.; Davidsen, S.K. (Abbott Laboratories Inc.); Macrocyclic inhibitors of matrix metalloproteinases and TNFalpha secretion. EP 1021423; WO 9830551 .
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(XIV) 25399 tert-butyl (3R)-3-([[(1S)-1-(4-hydroxybenzyl)-2-(methylamino)-2-oxoethyl]amino]carbonyl)-2-(4-hydroxybutyl)-5-methylhexanoate C26H42N2O6 详情 详情
(XV) 25400 tert-butyl (8R,11S)-8-isobutyl-11-[(methylamino)carbonyl]-9-oxo-2-oxa-10-azabicyclo[11.2.2]heptadeca-1(15),13,16-triene-7-carboxylate C26H40N2O5 详情 详情
(XVI) 25401 (8R,11S)-8-isobutyl-11-[(methylamino)carbonyl]-9-oxo-2-oxa-10-azabicyclo[11.2.2]heptadeca-1(15),13,16-triene-7-carboxylic acid C22H32N2O5 详情 详情
(XVII) 25402 (8R,11S)-N(7)-hydroxy-8-isobutyl-N(11)-methyl-9-oxo-2-oxa-10-azabicyclo[11.2.2]heptadeca-1(15),13,16-triene-7,11-dicarboxamide C22H33N3O5 详情 详情
Extended Information