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【结 构 式】

【分子编号】50194

【品名】(2R,3R)-2-[(2-[[(2S,3R)-5-amino-2-([[(2S,3S)-1-((2S,3R)-2-[[(2R,3R)-2-([[(2S,4R)-1-((2S)-2-[[(2S)-2-[((2R)-2-[[(2R,3R)-2-amino-3-hydroxybutanoyl]amino]propanoyl)amino]-3-(4-hydroxyphenyl)propanoyl]amino]-3-methylbutanoyl)-4-hydroxypyrrolidinyl]carbonyl]amino)-3-hydroxybutanoyl]amino]-3-hydroxybutanoyl)-3-hydroxypyrrolidinyl]carbonyl]amino)-3-hydroxy-5-oxopentanoyl]amino]acetyl)amino]-3-hydroxybutyric acid

【CA登记号】

【 分 子 式 】C50H78N12O21

【 分 子 量 】1183.2376

【元素组成】C 50.75% H 6.64% N 14.21% O 28.4%

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:(XI)

Natural peptide FR901469 (X) is incubated with Actinoplanes utahensis IFO-13244 in PBS to afford linear peptide (XI), which is then converted into precursor (XII) by coupling with activated intermediate (IX) by means of DIEA in DMF followed by removal of the Z protecting group by hydrogenation over Pd/C. Finally, the target product is obtained by macrocyclization of (XII) by means of HOBt and WSCD.HCl followed by Boc removal with neat TFA.

1 Hashimoto, S.; Hashimoto, M.; Tanaka, A.; Fujie, A.; Shigematsu, N.; Barrett, D.; An expedient synthesis of the amide analog of the potent antifungal lipopeptidolactone FR901469. Tetrahedron Lett 2001, 42, 4, 703.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(IX) 50192 tert-butyl (4S)-5-([(1R)-1-[2-(1H-1,2,3-benzotriazol-1-yloxy)-2-oxoethyl]tetradecyl]amino)-4-[[(benzyloxy)carbonyl]amino]-5-oxopentylcarbamate C40H60N6O7 详情 详情
(X) 50193 (3R)-3-[(2R,6S,9S,12R,15R,19R,22S,25R,31S,33aS,34S,39S,42R,44aS)-22-(3-aminopropyl)-2,34-dihydroxy-9-(4-hydroxybenzyl)-15,25,39,42-tetrakis[(1R)-1-hydroxyethyl]-6-isopropyl-12-methyl-5,8,11,14,17,21,24,27,30,33,38,41,44-tridecaoxo-19-tridecylnonatriacontahydro-1H,5H,21H-dipyrrolo[2,1-o:2,1-x][1,4,7,10,13,16,19,22,25,28,31,34,37]oxadodecaazacyclotetracontin-31-yl]-3-hydroxypropanamide C71H116N14O23 详情 详情
(XI) 50194 (2R,3R)-2-[(2-[[(2S,3R)-5-amino-2-([[(2S,3S)-1-((2S,3R)-2-[[(2R,3R)-2-([[(2S,4R)-1-((2S)-2-[[(2S)-2-[((2R)-2-[[(2R,3R)-2-amino-3-hydroxybutanoyl]amino]propanoyl)amino]-3-(4-hydroxyphenyl)propanoyl]amino]-3-methylbutanoyl)-4-hydroxypyrrolidinyl]carbonyl]amino)-3-hydroxybutanoyl]amino]-3-hydroxybutanoyl)-3-hydroxypyrrolidinyl]carbonyl]amino)-3-hydroxy-5-oxopentanoyl]amino]acetyl)amino]-3-hydroxybutyric acid C50H78N12O21 详情 详情
(XII) 50195   C76H127N15O25 详情 详情
Extended Information