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Merck
CN

178098

Sigma-Aldrich

戊二酰亚胺

98%

别名:

2,6-Piperidinedione, NSC 58190

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关于此项目

经验公式(希尔记法):
C5H7NO2
化学文摘社编号:
分子量:
113.11
EC 号:
MDL编号:
UNSPSC代码:
12352100
PubChem化学物质编号:
NACRES:
NA.22
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方案

98%

表单

solid

mp

155-157 °C (lit.)

SMILES字符串

O=C1CCCC(=O)N1

InChI

1S/C5H7NO2/c7-4-2-1-3-5(8)6-4/h1-3H2,(H,6,7,8)

InChI key

KNCYXPMJDCCGSJ-UHFFFAOYSA-N

一般描述

A glutarimide antibiotic, 9-methylstreptimidone, shows antiviral, antitumor and antifungal activities.

应用

Reactant for:
Thionations
Biocatalytic asymmetric synthesis of chiral amines from ketones applied to sitagliptin manufacture
Synthesis of β-adrenoceptor ligands
Enantioselective synthesis of securinega alkaloids
Intramolecular amidocyclopropanation reactions
Synthesis of alpha-fluoro-alpha amino amides

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Jianhua Ju et al.
Bioorganic & medicinal chemistry letters, 18(22), 5951-5954 (2008-08-08)
Lactimidomycin (LTM, 1), iso-migrastatin (iso-MGS, 2) and migrastatin (MGS, 3) are macrolide antitumor antibiotics differing in macrolide ring size but all bearing a glutarimide side chain. To further develop these natural products and related analogs as drug candidates we have
Yuan-Ping Ruan et al.
Chirality, 17(9), 595-599 (2005-10-04)
An analytical HPLC method using CHIREX (S)-LEU/(S)-alpha-NEA column was developed for the determination of the enantiomeric excesses of N-protected (S)-3-hydroxyglutarimides. Using this method, detailed studies on the base-promoted ring-expansion reaction of the amidolactones, derived from l-glutamic acid, were undertaken.
Bo Wang et al.
Organic letters, 15(6), 1278-1281 (2013-02-27)
9-Methylstreptimidone is a glutarimide antibiotic showing antiviral, antifungal, and antitumor activities. Genome scanning, bioinformatics analysis, and gene inactivation experiments reveal a gene cluster responsible for the biosynthesis of 9-methylstreptimidone in Streptomyces himastatinicus. The unveiled machinery features both acyltransferase- and thioesterase-less
Jianhua Ju et al.
Journal of the American Chemical Society, 127(34), 11930-11931 (2005-08-25)
Iso-Migrastatin (10) has been shown to be the main natural product of Streptomyces platensis, which undergoes a facile, H2O-mediated rearrangement into dorrigocin A (2), 13-epi-dorrigocin A (11), dorrigocin B (3), and migrastatin (1). Eight new congeners (12-19) of 10 were
Synthesis of cyclic imides from simple diols.
Jian Zhang et al.
Angewandte Chemie (International ed. in English), 49(36), 6391-6395 (2010-07-28)

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