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Merck
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Documenti fondamentali

178098

Sigma-Aldrich

Glutarimide

98%

Sinonimo/i:

2,6-Piperidinedione, NSC 58190

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About This Item

Formula empirica (notazione di Hill):
C5H7NO2
Numero CAS:
Peso molecolare:
113.11
Numero CE:
Numero MDL:
Codice UNSPSC:
12352100
ID PubChem:
NACRES:
NA.22
Prezzi e disponibilità al momento non sono disponibili

Saggio

98%

Stato

solid

Punto di fusione

155-157 °C (lit.)

Stringa SMILE

O=C1CCCC(=O)N1

InChI

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

Descrizione generale

A glutarimide antibiotic, 9-methylstreptimidone, shows antiviral, antitumor and antifungal activities[1].

Applicazioni

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

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable


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The boron aldol reaction of beta-substituted glutaric imides bearing an oxazolidinone-based auxiliary proceeds with excellent diastereoselectivity; switching the tertiary amine employed between i-Pr(2)EtN or Et(3)N affords enantiomeric lactone product.
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The reaction mechanism of the Rh-catalyzed [4 + 2] annulation of 4-alkynals with isocyanates is unraveled using density functional calculations. The reaction mechanisms of the model system and the real substituted system have been investigated and the results are compared.
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