(2S)-2-((3S,6S,12S,15S,18S,21S,24R,27S)-18-(4-[[(allyloxy)carbonyl]amino]butyl)-15,24-bis(2-[[(allyloxy)carbonyl]amino]ethyl)-21-(carboxymethyl)-3-[(1S)-2-chloro-1-hydroxyethyl]-9-[(Z)ethylidene]-12-[(1S)-1-hydroxyethyl]-27-[[(3R)-3-hydroxytetradecanoyl]amino]-2,5,8,11,14,17,20,23,26-nonaoxo-1-oxa-4,7,10,13,16,19,22,25-octaazacyclooctacosan-6-yl)-2-hydroxyethanoic acid -Drug Synthesis Database

【结构式】

【分子编号】51200

【品名】(2S)-2-((3S,6S,12S,15S,18S,21S,24R,27S)-18-(4-[[(allyloxy)carbonyl]amino]butyl)-15,24-bis(2-[[(allyloxy)carbonyl]amino]ethyl)-21-(carboxymethyl)-3-[(1S)-2-chloro-1-hydroxyethyl]-9-[(Z)ethylidene]-12-[(1S)-1-hydroxyethyl]-27-[[(3R)-3-hydroxytetradecanoyl]amino]-2,5,8,11,14,17,20,23,26-nonaoxo-1-oxa-4,7,10,13,16,19,22,25-octaazacyclooctacosan-6-yl)-2-hydroxyethanoic acid

【CA登记号】

【分子式】C₆₃H₉₉ClN₁₂O₂₅

【分子量】1459.99764

【元素组成】C 51.83% H 6.83% Cl 2.43% N 11.51% O 27.4%

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：(VII)

In a closely related method, pseudomycin B (I) was protected as the corresponding allyl carbamate (VII) by treatment with diallyl pyrocarbonate (VI). After coupling of (VII) with cyclopropylamine (IV), the allyloxycarbonyl groups were deprotected by means of tributyltin hydride and palladium chloride.

参考文献中间体

合成目标

【1】 Sun, X.; Chen, S.-H.; Zhang, Y.-Z.; Current, W.L.; Rodriguez, M.; Sachs, R.K.; Gidda, J.; Zeckner, D.J.; Synthesis and antifungal activities of novel 3-amido bearing pseudomycin analogues. Bioorg Med Chem Lett 2001, 11, 7, 903.
【2】 Chen, S.H.; Sun, X.D.; Rodriguez, M.J. (Eli Lilly and Company); Pseudomycin prodrugs. WO 0105813 .

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(I)	50469	(2S)-2-((3S,6S,12S,15S,18S,21S,24R,27S)-18-(4-aminobutyl)-15,24-bis(2-aminoethyl)-21-(carboxymethyl)-3-[(1S)-2-chloro-1-hydroxyethyl]-9-[(Z)ethylidene]-12-[(1S)-1-hydroxyethyl]-27-[[(3R)-3-hydroxytetradecanoyl]amino]-2,5,8,11,14,17,20,23,26-nonaoxo-1-oxa-4,7,10,13,16,19,22,25-octaazacyclooctacosan-6-yl)-2-hydroxyethanoic acid		C₅₁H₈₇ClN₁₂O₁₉	详情	详情
(IV)	12263	Cyclopropylamine; Cyclopropanamine	765-30-0	C₃H₇N	详情	详情
(VI)	51199			C₈H₁₀O₅	详情	详情
(VII)	51200	(2S)-2-((3S,6S,12S,15S,18S,21S,24R,27S)-18-(4-[[(allyloxy)carbonyl]amino]butyl)-15,24-bis(2-[[(allyloxy)carbonyl]amino]ethyl)-21-(carboxymethyl)-3-[(1S)-2-chloro-1-hydroxyethyl]-9-[(Z)ethylidene]-12-[(1S)-1-hydroxyethyl]-27-[[(3R)-3-hydroxytetradecanoyl]amino]-2,5,8,11,14,17,20,23,26-nonaoxo-1-oxa-4,7,10,13,16,19,22,25-octaazacyclooctacosan-6-yl)-2-hydroxyethanoic acid		C₆₃H₉₉ClN₁₂O₂₅	详情	详情

Extended Information