dimethyl 1,13-dimethyl-3,7,10,14,19-pentaoxo-12-(2-phenylethenyl)-9-(phenylmethyl)-1,4,8,11,15-pentaazacyclononadecane-5,16-dicarboxylate -Drug Synthesis Database

【结构式】

【分子编号】52451

【品名】dimethyl 1,13-dimethyl-3,7,10,14,19-pentaoxo-12-(2-phenylethenyl)-9-(phenylmethyl)-1,4,8,11,15-pentaazacyclononadecane-5,16-dicarboxylate

【CA登记号】

【分子式】C₃₅H₄₃N₅O₉

【分子量】677.75472

【元素组成】C 62.03% H 6.39% N 10.33% O 21.25%

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：(XXV)

The reaction of (XXIII) with piperidine deprotects the terminal NH2 group, and treatment with TFA cleaves the resin bond, leaving the free pentapeptide (XXIV). The cyclization of (XXIV) by means of BOP-Cl and DIEA in DMF/dichloromethane gives the cyclic pentapeptide dimethyl ester (XXV), which is finally hydrolyzed with LiOH in THF/water to afford the target cyclic pentapeptide.

参考文献中间体

合成目标

【1】 O'Donnell, M.E.; et al.; Serine-threonine protein phosphatase inhibitors derived from nodularin: Role of the 2-methyl and 3-diene groups in the Adda residue and the effect of macrocyclic conformational restraint. J Chem Soc - Perkins Trans I 2001, 14, 1696.

中间体序号	中间体编号	品名	分子式	供应商	用于合成
(XXIII)	52449	1-(9H-fluoren-9-yl)-9,16-dimethyl-12,20-bis[(methyloxy)carbonyl]-3,6,10,15,18-pentaoxo-8-(2-phenylethenyl)-5-(phenylmethyl)-2-oxa-4,7,11,16,19-pentaazadocosan-22-oic acid	C₅₀H₅₅N₅O₁₂	详情	详情
(XXIV)	52450	18-amino-7,14-dimethyl-3,11-bis[(methyloxy)carbonyl]-5,8,13,17-tetraoxo-19-phenyl-15-(2-phenylethenyl)-4,7,12,16-tetraazanonadecan-1-oic acid	C₃₅H₄₅N₅O₁₀	详情	详情
(XXV)	52451	dimethyl 1,13-dimethyl-3,7,10,14,19-pentaoxo-12-(2-phenylethenyl)-9-(phenylmethyl)-1,4,8,11,15-pentaazacyclononadecane-5,16-dicarboxylate	C₃₅H₄₃N₅O₉	详情	详情

Extended Information