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【结 构 式】

【分子编号】48373

【品名】ethyl 2-((1R)-1-[[(2-[(1R)-1-[(tert-butoxycarbonyl)amino]-2-methylpropyl]-1,3-thiazol-4-yl)carbonyl]amino]ethyl)-1,3-thiazole-4-carboxylate

【CA登记号】

【 分 子 式 】C21H30N4O5S2

【 分 子 量 】482.62516

【元素组成】C 52.26% H 6.27% N 11.61% O 16.58% S 13.29%

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)

The thiazole amino acid (XIX) was prepared by a similar method as above, consisting of conversion of N-Boc-D-valine (XIV) to the corresponding amide (XV) followed by thionation to (XVI). Condensation of thioamide (XVI) with ethyl bromopyruvate (X) and subsequent acid dehydration gave thiazole (XVIII). Basic hydrolysis of the ethyl ester group of (XVIII) then gave acid (XIX). Coupling of the N-Boc-amino acid (XIX) with aminoester (XIII) produced the corresponding amide (XX). Further acid cleavage of the Boc protecting group gave (XXI).

1 Xia, Z.; Smith, C.D.; Total synthesis of dendroamide A, a novel cyclic peptide that reverses multiple drug resistance. J Org Chem 2001, 66, 10, 3459.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(X) 25183 ethyl 3-bromo-2-oxopropanoate;ethyl 3-bromopyruvate;Bromopyruvic acid ethyl ester;ethyl 3-bromopyruvate;ethyl bromopyruvate 70-23-5 C5H7BrO3 详情 详情
(XIII) 48367 ethyl 2-[(1R)-1-aminoethyl]-1,3-thiazole-4-carboxylate C8H12N2O2S 详情 详情
(XIV) 48375 (2R)-2-[(tert-butoxycarbonyl)amino]-3-methylbutyric acid C10H19NO4 详情 详情
(XV) 48368 tert-butyl (1R)-1-(aminocarbonyl)-2-methylpropylcarbamate C10H20N2O3 详情 详情
(XVI) 48369 tert-butyl (1R)-1-(aminocarbothioyl)-2-methylpropylcarbamate C10H20N2O2S 详情 详情
(XVII) 48370 ethyl 2-[(1R)-1-[(tert-butoxycarbonyl)amino]-2-methylpropyl]-4-hydroxy-4,5-dihydro-1,3-thiazole-4-carboxylate C15H26N2O5S 详情 详情
(XVIII) 48371 ethyl 2-[(1R)-1-[(tert-butoxycarbonyl)amino]-2-methylpropyl]-1,3-thiazole-4-carboxylate C15H24N2O4S 详情 详情
(XIX) 48372 2-[(1R)-1-[(tert-butoxycarbonyl)amino]-2-methylpropyl]-1,3-thiazole-4-carboxylic acid C13H20N2O4S 详情 详情
(XX) 48373 ethyl 2-((1R)-1-[[(2-[(1R)-1-[(tert-butoxycarbonyl)amino]-2-methylpropyl]-1,3-thiazol-4-yl)carbonyl]amino]ethyl)-1,3-thiazole-4-carboxylate C21H30N4O5S2 详情 详情
(XXI) 48374 ethyl 2-[(1R)-1-[([2-[(1R)-1-amino-2-methylpropyl]-1,3-thiazol-4-yl]carbonyl)amino]ethyl]-1,3-thiazole-4-carboxylate C16H22N4O3S2 详情 详情
Extended Information