　 -Drug Synthesis Database

【结构式】

【分子编号】50195

【品名】　

【CA登记号】

【分子式】C₇₆H₁₂₇N₁₅O₂₅

【分子量】1650.93048

【元素组成】C 55.29% H 7.75% N 12.73% O 24.23%

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：(XII)

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.

参考文献中间体

合成目标

【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	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