【结 构 式】 |
【分子编号】34548 【品名】(2S)-5-amino-2-[[(E)-3-(4-nitrophenyl)-2-propenoyl]amino]-5-oxopentanoic acid 【CA登记号】 |
【 分 子 式 】C14H15N3O6 【 分 子 量 】321.28972 【元素组成】C 52.34% H 4.71% N 13.08% O 29.88% |
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)4-Nitrocinnamic acid (I) was activated as the succinimidyl ester (II) upon treatment with N-hydroxysuccinimide (NHS) and dicyclohexylcarbodiimide (DCC). Subsequent coupling of (II) with L-glutamine (III) afforded the N-acyl glutamine (IV). A second reaction of (IV) with NHS and DCC produced the active ester (V). Finally, thermal cyclization of (V), with concomitant racemization, led to the desired 2,6-piperidinedione.
【1】 Hendry, L.B.; Design of drugs involving receptor-ligand-DNA interactions. WO 9514791 . |
【2】 Hendry, L.B.; Computer-based design and screening of molecules using DNA interactions. US 5888741 . |
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) | 34546 | (E)-3-(4-nitrophenyl)-2-propenoic acid | 619-89-6 | C9H7NO4 | 详情 | 详情 |
(II) | 34547 | 1-[[(E)-3-(4-nitrophenyl)-2-propenoyl]oxy]-2,5-pyrrolidinedione | C13H10N2O6 | 详情 | 详情 | |
(III) | 24948 | L-glutamine | 56-85-9 | C5H10N2O3 | 详情 | 详情 |
(IV) | 34548 | (2S)-5-amino-2-[[(E)-3-(4-nitrophenyl)-2-propenoyl]amino]-5-oxopentanoic acid | C14H15N3O6 | 详情 | 详情 | |
(V) | 34549 | (E)-N-((1S)-4-amino-1-[[(2,5-dioxo-1-pyrrolidinyl)oxy]carbonyl]-4-oxobutyl)-3-(4-nitrophenyl)-2-propenamide | C18H18N4O8 | 详情 | 详情 |
Extended Information