96360-64-4

Basic information

• Product Name: 1H-Pyrrole, 1-[(1R)-1-phenylethyl]-
• CAS NO: 96360-64-4
• Molecular Formula: C12H13N
• Molecular Weight: 171.242
• Mol File: 96360-64-4.mol

Chemical Properties

• CAS DataBase Reference: 1H-Pyrrole, 1-[(1R)-1-phenylethyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Pyrrole, 1-[(1R)-1-phenylethyl]-(96360-64-4)
• EPA Substance Registry System: 1H-Pyrrole, 1-[(1R)-1-phenylethyl]-(96360-64-4)

Safety Data

• Hazardous Substances Data: 96360-64-4(Hazardous Substances Data)

Upstream product

• 1476-11-5 Z-1,4-dichlorobutene 
• 3886-69-9 (R)-1-phenyl-ethyl-amine 
• 696-59-3 cis,trans-2,5-dimethoxytetrahydrofuran 

Downstream Products

• 173541-18-9 (1'R)-1-(1'-phenylethyl)-2-tert-butyldimethylsilyloxy-1H-pyrrole 
• 173541-27-0 (1''R,2'R,4'S,5,5'R)-5-[4'-methyl-5'-phenyl-3'-(toluene-4'''-sulfonyl)oxazolidine-2'-yl]-1-(1''-phenylethyl)pyrrolidin-2-one 
• 173541-21-4 (1''R,2'R,4'S,5,5'R)-5-[4'-methyl-5'-phenyl-3'-(toluene-4'''-sulfonyl)oxazolidine-2'-yl]-1-(1''-phenylethyl)pyrrol-2-one 
• 173541-16-7 (1'R)-1-(1'-phenylethyl)-1,5-dihydro-pyrrol-2-one 

Relevant articles and documents

Organic synthesis via magnetic attraction: Benign and sustainable protocols using magnetic nanoferrites

Magnetic nano-catalysts have been prepared using simple modification of iron ferrites. The nm size range of these particles facilitates the catalysis process, as an increased surface area is available for the reaction; the easy separation of the catalysts by an external magnet and their recovery and reuse are additional beneficial attributes. Glutathione bearing nano-ferrites have been used as organocatalysts for the Paal-Knorr reaction and homocoupling of boronic acids. Nanoferrites, post-synthetically modified by ligands, were used to immobilize nanometals (Cu, Pd, Ru, etc.) which enabled the development of efficient, sustainable and green procedures for azide-alkynes-cycloaddition (AAC) reactions, C-S coupling, O-allylation of phenol, Heck-type reactions and hydration of nitriles.

Magnetic Nanoparticle-Supported Glutathione as a Sustainable Organocatalyst

This invention relates to the use of nano-organocatalysts, and, more specifically, to the use of magnetic nanomaterial-supported organocatalysts. It is an object of the present invention to provide “green” catalysts and protocols. According to one embodiment of the invention, a nano-organocatalyst in the form of a magnetic nanomaterial-supported organocatalyst is provided. According to other embodiments of the invention, glutathione and cysteine are provided as organocatalysts and magnetic nanomaterial-supported glutathione and magnetic nanomaterial-supported cysteine are provided for use as nano-organocatalysts. According to another embodiment of the invention, a method of using a recyclable magnetic nanomaterial-supported organocatalyst using a totally benign aqueous protocol, without using any organic solvent in the reaction or during the workup, is provided. According to a further embodiment of the invention, a recyclable magnetic nanomaterial-supported organocatalyst for various organocatalytic reactions, including but not limited to Paal-Knorr reactions, aza-Michael addition and pyrazole synthesis, is provided.

Nano-organocatalyst: magnetically retrievable ferrite-anchored glutathione for microwave-assisted Paal-Knorr reaction, aza-Michael addition, and pyrazole synthesis

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Magnetic nanoparticle-supported glutathione: A conceptually sustainable organocatalyst

A conceptually novel nanoparticle-supported and magnetically recoverable organocatalyst has been developed, which is readily prepared from inexpensive starting materials in a truly sustainable manner; which catalyzes the Paal-Knorr reaction with high yield in pure aqueous medium that avoids the use of toxic organic solvents, even in the workup step.

New and clean synthesis of N-substituted pyrroles under microwave irradiation

N-Substituted homochiral pyrrole derivatives were synthesized by the ring-closure reaction of cis-1,4-dichloro-2-butene with various amine compounds on a silica surface under microwave irradiation.

A new and high yielding synthesis of unstable pyrroles via a modified Clauson-Kaas reaction

An investigation of the reaction requirements to effect the Clauson-Kaas pyrrole synthesis led to the formulation of a new procedure that avoids the contact of pyrroles to heat or strongly acidic conditions that cause decomposition of the desired products. The procedure involves mild hydrolysis of 2,5-dimethoxytetrahydrofuran in water to the activated species 2,5-dihydroxytetrahydrofuran that reacts with primary amines in an acetate buffer at room temperature to give N-substituted pyrroles in high yield. In the case of chiral amines, pyrrole formation proceeds with no detectable epimerisation. Acid- or heat-sensitive pyrroles are also obtained in high yield and purity.

A new asymmetric approach toward 5-substituted pyrrolidin-2-one derivatives

The condensation between a chiral 2-silyloxypyrrole and either achiral or chiral formyl cation equivalents has been studied. The methodology has allowed to build-up 5-substituted pyrrolidin-2-one derivatives with a stereocontrol from good to excellent. The chiral auxiliary located on the silyloxypyrrole showed an intrinsic good level of diastereoface discrimination at C-5. However, the use of a 2-methoxy-3-tosyl-oxazolidine as chiral formylating agent allowed a total stereocontrol in the condensation. A rationale for the observed stereochemical outcome is presented. The stereoselective manipulation of these adducts provided new potentially interesting pyroglutamic aldehyde and prolinal derivatives, whereas treatment with TiCl4 triggered unexpectedly a Pomeranz-Fritsch type intramolecular condensation affording a benzocondensated indolizidinone.

Synthesis and characterization of chiral conducting polymers based on polypyrrole

A range of optically active pyrrole monomers have been synthesized in which achiral substituent is covalently bonded either to the pyrrole N or C3 ring position, namely (-)(1R)-4-methyl-N-(1-phenylethyl)pyrrole-3-carboxamide, (+)-(1S)-4-methyl-N-(1-phenyl

A new asymmetric approach towards 2-pyrrolidinones and pyrrolidines: Simple versus double stereodifferentiation

The condensation of a chiral 2-silyloxypyrrole derivative with achiral and chiral formyl cation equivalents has been studied for the first time. The methodology allows to build-up pyroglutammic aldehydes and prolinal systems with a stereocontrol from good to excellent. Whereas the chiral auxiliary residing on the pyrrole system shows an intrinsic good level of diastereoface discrimination at C-5, the combined use of a 2-methoxy-3-tosyl-oxazolidine as a chiral formylating agent allows a total stereocontrol of the condensation. A rationale for the observed stereochemical outcome is presented.