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393274

3-Methoxy-2-cyclopenten-1-one

Name: 3-Methoxy-2-cyclopenten-1-one
Brand: ALDRICH

99%

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About This Item

Formule linéaire :

CH₃OC₅H₅(=O)

Numéro CAS:

4683-50-5

Poids moléculaire :

112.13

Numéro MDL:

MFCD00192267

Code UNSPSC :

12352100

ID de substance PubChem :

24864510

Nomenclature NACRES :

NA.22

Pureté

99%

Forme

solid

Pf

49-53 °C (lit.)

Chaîne SMILES

COC1=CC(=O)CC1

InChI

1S/C6H8O2/c1-8-6-3-2-5(7)4-6/h4H,2-3H2,1H3

Clé InChI

DTWCFCILAJVNPE-UHFFFAOYSA-N

Catégories apparentées

Synthons (building blocks)

Synthons organiques

Description générale

3-Methoxy-2-cyclopenten-1-one (3-methoxycyclopent-2-enone) is a 3-methoxycycloalk-2- enone.

Application

3-Methoxy-2-cyclopenten-1-one (3-methoxycyclopent-2-enone) may be used in the following studies:

Synthesis of 3-cyclopentyl-2-cyclopenten-1-one.
As a starting material in the synthesis of 3-alkyl-2-aryl-2-cyclopenten-1-one oxime derivatives and kjellmanianone, an antibiotic.
As one of the reagent in the synthesis of 3-aryl enones.
Preparation of 1:1 diastereomeric mixture of TBS (tert-butyldimethylsilyl)-protected enones.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

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Consulter la Bibliothèque de documents

Expanding the scope of asymmetric electrophilic atom-transfer reactions: titanium- and ruthenium-catalyzed hydroxylation of beta-ketoesters.

Patrick Y Toullec et al.

Proceedings of the National Academy of Sciences of the United States of America, 101(16), 5810-5814 (2004-04-09)

The enantioselective formation of a quaternary stereogenic center coinciding with a hydroxylation process is a very rare reaction from a homogeneous catalysis point of view. Indeed, to our knowledge, no asymmetric transition-metal-catalyzed direct hydroxylation has been reported before. We describe

Tetrahedron, 47, 173-173 (1991)

Discovery of orally efficacious melanin-concentrating hormone receptor-1 antagonists as antiobesity agents. Synthesis, SAR, and biological evaluation of bicyclo [3.1. 0] hexyl ureas.

McBriar MD, et al.

Journal of Medicinal Chemistry, 49(7), 1202-1207 (2012)

Synthesis and structure-activity relationship of cyclopentenone oximes as novel inhibitors of the production of tumor necrosis factor-α.

Yeonjoon Kim et al.

Bioorganic & medicinal chemistry letters, 24(13), 2807-2810 (2014-05-24)

3-Alkyl-2-aryl-2-cyclopenten-1-one oxime derivatives (1) were studied as a novel class of inhibitors of tumor necrosis factor α (TNF-α) with regard to synthesis and in vitro SAR inhibition of TNF-α. The in vitro IC50 values of these compounds in rat and

Stereoselective α-quaternization of 3-methoxycycloalk-2-enones via 1,4-diastereoinduction of alkoxy dienolates.

Gamal A I Moustafa et al.

The Journal of organic chemistry, 77(2), 1202-1207 (2012-01-03)

The alkylation of dienolates generated from 3-methoxycycloalk-2-enones having a 3'-hydroxyl alkenyl chain provides the corresponding quaternized cycloalkenones in a highly diastereoselective manner. The high degree of stereocontrol in the α-quaternization possibly implies intervention of a rigid chelating transition state that

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