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【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