diethyl 2-({[4-(2-{2-[(2,2-dimethylpropanoyl)amino]-4-ethyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl}ethynyl)phenyl]carbonyl}amino)pentanedioate -Drug Synthesis Database

【结构式】

【分子编号】63363

【品名】diethyl 2-({[4-(2-{2-[(2,2-dimethylpropanoyl)amino]-4-ethyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl}ethynyl)phenyl]carbonyl}amino)pentanedioate

【CA登记号】

【分子式】C₃₁H₃₇N₅O₆

【分子量】575.66488

【元素组成】C 64.68% H 6.48% N 12.17% O 16.68%

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：(X)

Coupling of acetylene (VIII) with diethyl N-(4-iodobenzoyl)-L-glutamate (IX) gives rise to the disubstituted acetylene (X). This is then hydrogenated to (XI) in the presence of Pd/C. Finally, hydrolysis of (XI) under alkaline conditions leads to the title compound.

参考文献中间体

合成目标

【1】 Gangjee, A.; Yu, J.; Kisliuk, R.L.; Haile, W.H.; Sobrero, G.; McGuire, J.J.; Design, synthesis, and biological activities of classical N-[4-[2-(2-amino-4-ethylpyrrolo[2,3-d]pyrimidin-5-yl)ethyl] benzoyl]-L-glutamic acid and its 6-methyl derivative as potential dual inhibitors of thymidylate synthase and dihydrofolate reductase and. J Med Chem 2003, 46, 4, 591.

中间体序号	中间体编号	品名	分子式	供应商	用于合成
(VIII)	63362	N-(4-ethyl-5-ethynyl-7H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethylpropanamide	C₁₅H₁₈N₄O	详情	详情
(IX)	14283	diethyl (2S)-2-[(4-iodobenzoyl)amino]pentanedioate	C₁₆H₂₀INO₅	详情	详情
(X)	63363	diethyl 2-({[4-(2-{2-[(2,2-dimethylpropanoyl)amino]-4-ethyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl}ethynyl)phenyl]carbonyl}amino)pentanedioate	C₃₁H₃₇N₅O₆	详情	详情
(XI)	63364	diethyl 2-({[4-(2-{2-[(2,2-dimethylpropanoyl)amino]-4-ethyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl}ethyl)phenyl]carbonyl}amino)pentanedioate	C₃₁H₄₁N₅O₆	详情	详情

Extended Information