2,3,4,5,6-pentafluorophenyl 4-[(2-methyl-4-oxo-4,6,7,8-tetrahydro-3H-cyclopenta[g]quinazolin-6-yl)(2-propynyl)amino]benzoate -Drug Synthesis Database

【结构式】

【分子编号】41350

【品名】2,3,4,5,6-pentafluorophenyl 4-[(2-methyl-4-oxo-4,6,7,8-tetrahydro-3H-cyclopenta[g]quinazolin-6-yl)(2-propynyl)amino]benzoate

【CA登记号】

【分子式】C₂₈H₁₈F₅N₃O₃

【分子量】539.461356

【元素组成】C 62.34% H 3.36% F 17.61% N 7.79% O 8.9%

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：(XIV)

Benzoic acid derivative (XIII) was converted to pentafluorophenyl ester (XIV) by DCC-mediated coupling with pentafluorophenol. Then, condensation with tri-tert-butyl L-gamma-glutamyl-D-glutamate (XV) furnished the corresponding amide (XVI). The tert-butyl esters of (XVI) were finally cleaved by treatment with trifluoroacetic acid.

参考文献中间体

合成目标

【1】 Boyle, F.; Crook, J.W.; Matusiak, Z.S. (AstraZeneca plc; BTG plc); Tricyclic cpds. with pharmaceutical activity. EP 0667864; GB 2272217; JP 1996505838; US 5789417; WO 9411354 .

中间体序号	中间体编号	品名	分子式	供应商	用于合成
(XIII)	41349	4-[(2-methyl-4-oxo-4,6,7,8-tetrahydro-3H-cyclopenta[g]quinazolin-6-yl)(2-propynyl)amino]benzoic acid	C₂₂H₁₉N₃O₃	详情	详情
(XIV)	41350	2,3,4,5,6-pentafluorophenyl 4-[(2-methyl-4-oxo-4,6,7,8-tetrahydro-3H-cyclopenta[g]quinazolin-6-yl)(2-propynyl)amino]benzoate	C₂₈H₁₈F₅N₃O₃	详情	详情
(XV)	41351	di(tert-butyl) (2R)-2-[[(4S)-4-amino-5-(tert-butoxy)-5-oxopentanoyl]amino]pentanedioate	C₂₂H₄₀N₂O₇	详情	详情
(XVI)	41352	di(tert-butyl) (2R)-2-[[(4S)-5-(tert-butoxy)-4-([4-[(2-methyl-4-oxo-4,6,7,8-tetrahydro-3H-cyclopenta[g]quinazolin-6-yl)(2-propynyl)amino]benzoyl]amino)-5-oxopentanoyl]amino]pentanedioate	C₄₄H₅₇N₅O₉	详情	详情

Extended Information