【结 构 式】 |
【分子编号】37767 【品名】(11S,15R,18S)-17-[(tert-butoxycarbonyl)azanyl]-18-[(1S)-1-[[tert-butyl(dimethyl)silyl]oxy]-2-(1,3-dioxan-2-yl)ethyl]-1-(9H-fluoren-9-yl)-11-(1-hydroxy-1-methylethyl)-7,10-dimethyl-3,6,9,12,16-pentaoxo-15-([[2-(trimethylsilyl)ethyl]sulfonyl]amino)-2,13-dioxa-4,7,10,17-tetraazanonadecan-19-oic acid 【CA登记号】 |
【 分 子 式 】C53H84N6O17SSi2 【 分 子 量 】1165.5172 【元素组成】C 54.62% H 7.26% N 7.21% O 23.34% S 2.75% Si 4.82% |
合成路线1
该中间体在本合成路线中的序号:(XVI)Deprotection of the benzyl ester of (XV) by catalytic hydrogenation over Pd/C afforded acid (XVI). On the other hand, deprotection of the Fmoc group of (XV) with diethylamine gave rise to amine (XVII). Coupling of both building blocks (XVI) and (XVII) was mediated by EDC and HOAt, providing the linear decadepsipeptide (XVIII).
【1】 Ledeboer, M.W.; Jin, Q.; Kume, M.; Searcey, M.; Boger, D.L.; Total synthesis and comparative evaluation of luzopeptin A - C and quinoxapeptin A - C. J Am Chem Soc 1999, 121, 49, 11375. |
中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
---|---|---|---|---|---|---|
(XV) | 37766 | tert-butyl (5R,9S)-3-[(1S,2S)-1-[(benzyloxy)carbonyl]-2-[[tert-butyl(dimethyl)silyl]oxy]-3-(1,3-dioxan-2-yl)propyl]-19-(9H-fluoren-9-yl)-9-(1-hydroxy-1-methylethyl)-10,13-dimethyl-4,8,11,14,17-pentaoxo-5-([[2-(trimethylsilyl)ethyl]sulfonyl]amino)-7,18-dioxa-2,3,10,13,16-pentaazanonadecan-1-oate | C60H90N6O17SSi2 | 详情 | 详情 | |
(XVI) | 37767 | (11S,15R,18S)-17-[(tert-butoxycarbonyl)azanyl]-18-[(1S)-1-[[tert-butyl(dimethyl)silyl]oxy]-2-(1,3-dioxan-2-yl)ethyl]-1-(9H-fluoren-9-yl)-11-(1-hydroxy-1-methylethyl)-7,10-dimethyl-3,6,9,12,16-pentaoxo-15-([[2-(trimethylsilyl)ethyl]sulfonyl]amino)-2,13-dioxa-4,7,10,17-tetraazanonadecan-19-oic acid | C53H84N6O17SSi2 | 详情 | 详情 | |
(XVII) | 37768 | tert-butyl (5R,9S)-15-amino-3-[(1S,2S)-1-[(benzyloxy)carbonyl]-2-[[tert-butyl(dimethyl)silyl]oxy]-3-(1,3-dioxan-2-yl)propyl]-9-(1-hydroxy-1-methylethyl)-10,13-dimethyl-4,8,11,14-tetraoxo-5-([[2-(trimethylsilyl)ethyl]sulfonyl]amino)-7-oxa-2,3,10,13-tetraazapentadecan-1-oate | C45H80N6O15SSi2 | 详情 | 详情 | |
(XVIII) | 37769 | C98H162N12O31S2Si4 | 详情 | 详情 |