(3S,6R,7S,10R,11S,15S,18S,23aS)-7-amino-11-hydroxy-18-isobutyl-10,15-diisopropyl-3-(4-methoxybenzyl)-2,6-dimethyltetradecahydro-15H-pyrrolo[1,2-g][1,13,4,7,10,17]dioxatetraazacyclohenicosine-1,4,8,13,16,19-hexone -Drug Synthesis Database

【结构式】

【分子编号】49337

【品名】(3S,6R,7S,10R,11S,15S,18S,23aS)-7-amino-11-hydroxy-18-isobutyl-10,15-diisopropyl-3-(4-methoxybenzyl)-2,6-dimethyltetradecahydro-15H-pyrrolo[1,2-g][1,13,4,7,10,17]dioxatetraazacyclohenicosine-1,4,8,13,16,19-hexone

【CA登记号】

【分子式】C₃₈H₅₉N₅O₁₀

【分子量】745.91416

【元素组成】C 61.19% H 7.97% N 9.39% O 21.45%

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)

The two remaining protecting groups of (XXI) are simultaneously removed by treatment with HCl in ethyl acetate to give the free cyclopeptide (XXII). Finally, this compound is condensed with (S)-lactoyl-S-prolyl-S-(N-methyl)leucine (XXIII) by means of DEPBT and DIEA to yield the target cyclopeptide (-)-tamandarin B.

参考文献中间体

合成目标

【1】 Liang, B.; et al.; Total syntheses and biological investigations of tamandarins A and B and tamandarin A analogs. J Am Chem Soc 2001, 123, 19, 4469.
【2】 Joullie, M.M.; et al.; Total synthesis of (-)-tamandarin B. Tetrahedron Lett 2000, 41, 49, 9373.

中间体序号	中间体编号	品名	分子式	供应商	用于合成
(XII)	49337	(3S,6R,7S,10R,11S,15S,18S,23aS)-7-amino-11-hydroxy-18-isobutyl-10,15-diisopropyl-3-(4-methoxybenzyl)-2,6-dimethyltetradecahydro-15H-pyrrolo[1,2-g][1,13,4,7,10,17]dioxatetraazacyclohenicosine-1,4,8,13,16,19-hexone	C₃₈H₅₉N₅O₁₀	详情	详情
(XXI)	49336	tert-butyl (3S,6R,7S,10R,11S,15S,18S,23aS)-18-isobutyl-10,15-diisopropyl-3-(4-methoxybenzyl)-2,6-dimethyl-1,4,8,13,16,19-hexaoxo-11-[(triisopropylsilyl)oxy]icosahydro-15H-pyrrolo[1,2-g][1,13,4,7,10,17]dioxatetraazacyclohenicosin-7-ylcarbamate	C₅₂H₈₇N₅O₁₂Si	详情	详情
(XXIII)	37840	(2R)-2-[([(2S)-1-[(2S)-2-hydroxypropanoyl]pyrrolidinyl]carbonyl)(methyl)amino]-4-methylpentanoic acid	C₁₅H₂₆N₂O₅	详情	详情

Extended Information