900811

(S)-2-(2,3-Bis(dicyclohexylamino)cyclopropenimine)-3-phenylpropan-1-ol hydrochloride

≥95%

• Synonyme(s) : (βS)-β-[[2,3-bis(dicyclohexylamino)-2-cyclopropen-1-ylidene]amino]-benzenepropanol hydrochloride (1:1), Dicyclohexyl cyclopropenimine, Lambert cyclopropenimine catalyst
• Formule empirique (notation de Hill) : C₃₆H₅₅N₃O · HCl
• CAS Number: 1366421-67-1
• Poids moléculaire : 582.30
• Numéro MDL: MFCD22417240
• Code UNSPSC : 12161600
• Nomenclature NACRES : NA.06

Propriétés

• Niveau de qualité: 100
• Essai: ≥95%
• Forme: powder or solid
• Pertinence de la réaction: reagent type: catalyst; reaction type: Asymmetric synthesis
• Caractéristiques du produit alternatif plus écologique: Catalysis; Learn more about the Principles of Green Chemistry.
• sustainability: Greener Alternative Product
• Groupe fonctionnel: amine; hydroxyl; imine; phenyl
• Autre catégorie plus écologique: , Aligned
• Chaîne SMILES: Cl.N(C6CCCCC6)(C5CCCCC5)C1=C(C1=NC(CO)Cc4ccccc4)N(C3CCCCC3)C2CCCCC2
• Clé InChI: RTCSAEOYHXMTHG-UHFFFAOYSA-N

Description

Description générale

We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Greener Chemistry. This product has been enhanced for catalytic efficiency. Click here for more information.

Application

Chiral cyclopropenimines are a highly effective new class of enantioselective Brønsted base catalysts - the so-called “superbases” for enantioselective organocatalysis. Due to the prevalence of chemical reactions involving proton transfer as a key mechanistic event, Brønsted bases have become indispensable tools for the practice of organic synthetic chemistry, capable of catalyzing proton transfer reactions enantioselectively for the production of optically enriched products. Catalyst is stored as co-salt for stability. Conversion of the HCl salt to free catalyst requires a simple wash with aqueous base. This is one of a suite of Brønsted catalysts reported by Tristan Lambert and coworkers available through Sigma-Aldrich.

Autres remarques

Enantioselective Bronsted Base Catalysis with Chiral Cyclopropenimines

Cyclopropenimine-Catalyzed Enantioselective Mannich Reactions of tert-Butyl Glycinates with N-Boc-Imines

Transition State Analysis of Enantioselective Bronsted Base Catalysis by Chiral Cyclopropenimines

Structure-activity relationship studies of cyclopropenimines as enantioselective Bronsted base catalysts

Asymmetric Bronsted Base-Catalyzed and -Directed [3+2] Cycloaddition of 2-Acyl Cycloheptatrienes with Azomethine Ylides

Informations sur la sécurité

• 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