[(1aS,8S,8aR,8bS)-6-amino-8a-methoxy-5-methyl-4,7-dioxo-1,1a,2,4,7,8,8a,8b-octahydroazireno[2',3':3,4]pyrrolo[1,2-a]indol-8-yl]methyl carbamate -Drug Synthesis Database

【结构式】

【分子编号】53588

【品名】[(1aS,8S,8aR,8bS)-6-amino-8a-methoxy-5-methyl-4,7-dioxo-1,1a,2,4,7,8,8a,8b-octahydroazireno[2',3':3,4]pyrrolo[1,2-a]indol-8-yl]methyl carbamate

【CA登记号】n/a

【分子式】C₁₅H₁₈N₄O₅

【分子量】334.33188

【元素组成】C 53.89% H 5.43% N 16.76% O 23.93%

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：(IV)

The reaction of triamcinolone (I) with acetone and HCl gives the corresponding acetonide (II), which is condensed with glutaric anhydride (III) in pyridine to yield the glutaric monoester (IV). Finally, this compound is condensed with mitomycin C (V) by means of CDI in THF to afford the target conjugate.

参考文献中间体

合成目标

【1】 Crosson, C.E.; Künzel, E.; Heredia, M.L.; Rix, U.; Oelkers, C.; Rohr, J.; Rohrer, B.; Winberly, M.; Macky, T.A.; Synthesis, pharmacokinetics, efficacy, and rat retinal toxicity of a novel mitomycin C-triamcinolone acetonide conjugate. J Med Chem 2002, 45, 5, 1122.

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)	39959	(8S,9R,10S,11S,13S,14S,16R,17S)-9-fluoro-17-glycoloyl-11,16,17-trihydroxy-10,13-dimethyl-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-3-one	124-94-7	C₂₁H₂₇FO₆	详情	详情
(II)	53587	5-{2-[(4aS,4bR,5S,6aS,9aR,10aS,10bS)-4b-fluoro-5-hydroxy-4a,6a,8,8-tetramethyl-2-oxo-2,4a,4b,5,6,6a,9a,10,10a,10b,11,12-dodecahydro-6bH-naphtho[2',1':4,5]indeno[1,2-d][1,3]dioxol-6-yl]-2-oxoethoxy}-5-oxopentanoic acid	n/a	C₂₉H₃₇FO₉	详情	详情
(III)	15512	Glutaric Anhydride; dihydro-2H-pyran-2,6(3H)-dione	108-55-4	C₅H₆O₃	详情	详情
(IV)	53588	[(1aS,8S,8aR,8bS)-6-amino-8a-methoxy-5-methyl-4,7-dioxo-1,1a,2,4,7,8,8a,8b-octahydroazireno[2',3':3,4]pyrrolo[1,2-a]indol-8-yl]methyl carbamate	n/a	C₁₅H₁₈N₄O₅	详情	详情
(V)	53589	2-Nitro-p-phenetidine; 4-Amino-3-nitrophenetole; 4-Ethoxy-2-nitroaniline; 4-Ethoxy-2-nitrobenzeneamine	616-86-4	C₈H₁₀N₂O₃	详情	详情

Extended Information