65645-33-2

Basic information

• Product Name: S-(-)-a-Methyl-p-aminobenzylamine
• Synonyms: S-(-)-a-Methyl-p-aminobenzylamine;Benzenemethanamine, 4-amino-α-methyl-, (αS)-;(S)-4-(1-AMINOETHYL)BENZENAMINE-2HCl;(S)-4-(1-AMinoethyl)benzenaMine dihydrochloride;(S)-4-(1-Amino-ethyl)-phenylamine;(S)-4-(1-Aminoethyl)aniline;(S)-4-Amino-α-methylbenzylamine;(alphaS)-4-Amino-alpha-Methyl-Benzenemethanamine
• CAS NO: 65645-33-2
• Molecular Formula: C8H12N2
• Molecular Weight: 136.1943
• Product Categories: API intermediates
• Mol File: 65645-33-2.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 269.73 °C at 760 mmHg
• Flash Point: 137.619 °C
• Appearance: /
• Density: 1.056 g/cm³
• CAS DataBase Reference: S-(-)-a-Methyl-p-aminobenzylamine(CAS DataBase Reference)
• NIST Chemistry Reference: S-(-)-a-Methyl-p-aminobenzylamine(65645-33-2)
• EPA Substance Registry System: S-(-)-a-Methyl-p-aminobenzylamine(65645-33-2)

Safety Data

• Hazardous Substances Data: 65645-33-2(Hazardous Substances Data)

Usage

General Description

S-(-)-α-Methyl-p-aminobenzylamine is a chemical compound with the molecular formula C9H12N2. It is a chiral amine with a methyl and p-aminobenzyl group attached to an alpha carbon atom. S-(-)-a-Methyl-p-aminobenzylamine has applications in organic synthesis and pharmaceutical research, as it can be used as a building block for the synthesis of various pharmaceutical compounds and organic molecules. It is also used as a chiral ligand in asymmetric catalysis and as a reagent for the preparation of chiral compounds. S-(-)-α-Methyl-p-aminobenzylamine is often used in research and development of new drugs and can be found in the catalogs of various chemical suppliers.

Upstream product

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Relevant articles and documents

Microwave-Enhanced Asymmetric Transfer Hydrogenation of N-(tert-Butylsulfinyl)imines

Microwave irradiation has considerably enhanced the efficiency of the asymmetric transfer hydrogenation of N-(tert-butylsulfinyl)imines in isopropyl alcohol catalyzed by a ruthenium complex bearing the achiral ligand 2-amino-2-methylpropan-1-ol. In addition to shortening reaction times for the transfer hydrogenation processes to only 30 min, the amounts of ruthenium catalyst and isopropyl alcohol can be considerably reduced in comparison with our previous procedure assisted by conventional heating, which diminishes the environmental impact of this new protocol. This methodology can be applied to aromatic, heteroaromatic and aliphatic N-(tert-butylsulfinyl)ketimines, leading, after desulfinylation, to the expected primary amines in excellent yields and with enantiomeric excesses of up to 96 %. Microwave irradiation promotes the asymmetric transfer hydrogenation of N-(tert-butylsulfinyl)imines in 2-propanol catalysed by a ruthenium complex bearing an achiral β-amino alcohol as ligand. After desulfinylation, α-branched primary amines containing aromatic, heteroaromatic and aliphatic substituents are obtained in excellent yields and with enantiomeric excesses of up to 96 %.

COMPOUNDS FOR THE TREATMENT OF ALZHEIMER'S DISEASE

The invention relates to substituted 1,2-ethylenediamines of general formula (I), wherein the radicals R1-R13, A, B, L and i are as defined in the description and in the claims. The invention also relates to the use thereof for treat

Asymmetric synthesis of chiral primary amines by transfer hydrogenation of N -(tert -Butanesulfinyl)ketimines

(Figure presented) The diastereoselective reduction of (R)-N-(tert- butanesulfinyl)ketimines by a ruthenium-catalyzed asymmetric transfer hydrogenation process in isopropyl alcohol, followed by desulfinylation of the nitrogen atom, is an excellent method to prepare highly enantiomerically enriched α-branched primary amines (up to >99% ee) in short reaction times (1-4 h). (1S,2R)-1-Amino-2-indanol has been shown to be a very efficient ligand to perform this transformation. Ketimines bearing either an aryl or a heteroaryl group and an alkyl group as substituents of the iminic carbon atom are very good substrates for this process. The reduction of a dialkyl ketimine could also be achieved, affording the expected amine with moderate optical purity (69% ee). Some amines which are precursors of very interesting biologically and pharmacologically active compounds have been prepared in excellent yields and enantiomeric excesses.