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

ALDRICH/900811 - ≥95%

Synonym: (βS)-β-[[2,3-bis(dicyclohexylamino)-2-cyclopropen-1-ylidene]amino]-benzenepropanol hydrochloride (1:1); Dicyclohexyl cyclopropenimine; Lambert cyclopropenimine catalyst

CAS Number: 1366421-67-1
Empirical Formula (Hill Notation): C₃₆H₅₅N₃O · HCl
Molecular Weight: 582.30
Linear Formula: C₃₆H₅₅N₃O · HCl
Product Type: Chemical

Catalog Number	PKG Qty.	Price


45-900811-500MG	500 mg	$0.00 1/EA CALL FOR PRICEAdd To Favorites	Add To Favorites
45-900811-1G	1 g	$279.00 1/EAAdd To Favorites	Add To Favorites

assay	≥95%
form	powder or solid
functional group	amine
	hydroxyl
	imine
	phenyl
greener alternative category	, Aligned
greener alternative product characteristics	Catalysis Learn more about the Principles of Green Chemistry .
Quality Level	100
reaction suitability	reagent type: catalyst reaction type: Asymmetric synthesis
sustainability	Greener Alternative Product

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.
General description:	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.
Other Notes:	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

RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable

Purity	≥95%
UNSPSC	12161600