51600-25-0

Usage

Uses

Used in Pharmaceutical Industry:
(R)-2-METHYL-1-PHENYLPROPAN-1-AMINE-HCl is used as an active pharmaceutical ingredient for the development of various drugs, leveraging its stimulant and psychoactive properties to address specific medical conditions.
Used in Organic Synthesis:
(R)-2-METHYL-1-PHENYLPROPAN-1-AMINE-HCl serves as a precursor in organic synthesis, contributing to the creation of complex organic compounds for a range of applications, including the development of new pharmaceuticals and other chemical products.
Used in Chemical Research and Testing:
In the field of chemical research, (R)-2-METHYL-1-PHENYLPROPAN-1-AMINE-HCl is employed for experimental purposes, enabling scientists to study its properties and effects, and to explore its potential uses in various chemical reactions and processes.

Upstream product

• 220315-19-5 (R,E)-2-methyl-N-(2-methylpropylidene)propane-2-sulfinamide 
• 108-86-1 bromobenzene 
• 1175603-96-9 S_s-2-methyl-propane-2-sulfinic acid [2-methylpropylidene]amide 
• 186249-76-3 (R,E)-2-methyl-N-(phenylmethylene)-2-propanesulfinamide 
• 100-52-7 benzaldehyde 
• 196929-93-8 (R_S,R)-N-(2-methyl-1-phenylpropyl)-2-methylpropane-2-sulfinamide 
• 7699-79-8 benzhydrylidene-benzyl-amine 
• 75-26-3 isopropyl bromide 

Downstream Products

• 1416336-49-6 (R)-5-bromo-N-(2-methyl-1-phenylpropyl)-2-nitroaniline 

Relevant academic research and scientific papers

Reversal diastereoselectivity between the organomagnesium and organolithium reagents on Chiral N-tert-butylsulfinylaldimines for the preparation of chiral amines

The asymmetric synthesis of both the enantiomer of chiral amines from the single chiral source of N-tert-butylsulfinylaldimines (3) by simply changing the organometallic reagents through diastereoselective addition. An efficient enantioselective synthesis of chiral amines including (S)-3-methyl-1-(2- piperidin-1-yl-phenyl)butyl amine (6a), a key intermediate to prepare antidiabetic drug repaglinide (1), is reported.

Intermolecular alkyl radical additions to enantiopure N-tert-butanesulfinyl aldimines

The sulfinyl group in (R)-N-tert-butanesulfinyl aldimines provides efficient control of the stereoselectivity in the intermolecular reactions with alkyl radicals. The methodology is applicable to aryl, heteroaryl, benzyl, and alkynyl imines, even those containing CN, CO2Me, COR, and OH groups. The best results are attained with hindered radicals (tertiary and secondary ones) without C=N bond reduction. This reaction complements the well-established organometallic additions to N-sulfinyl aldimines to obtain enantiomerically pure functionalized α-branched primary amines.

Asymmetric synthesis of chiral amines by highly diastereoselective 1,2- additions of organometallic reagents to N-tert-butanesulfinyl imines

High yielding and highly diastereoselective methods for 1,2-additions of organometallic reagents to N-tert-butanesulfinyl aldimines (2) and N-tert- butanesulfinyl kerimines (3) are described. The additions of alkyl, aryl, alkenyl, and allyl carbanions to a diverse set of imines with different steric and electronic properties are demonstrated. Acidic methanolysis of the sulfinamide products (4 and 6) delivers highly enantioenriched α-branched and α,α-dibranched amines. Since a broad range of sulfinyl imines are easily accessible from aldehydes and ketones, a wide variety of enantioentriched amines may be prepared.

Chiral quaternary benzophenone hydrazonium salt derivatives; efficient chiral catalysts for the enantioselective phase-transfer alkylation of imines. Application to synthesis of chiral primary amines

(2S)-1-Methyl-1-[N-(diphenylmethylene)-2-hydroxymethylpyrrolidine hydrazonium iodide I-a has been designed to catalyse the enantioselective phase-transfer alkylation of N-(diphenylmethylene) benzenemethanamine II. Although the weak acidic character of the latter, alkylations have been performed within reasonable reaction times. Optically active primary amines III a-e have been prepared in good chemical yields and up to 94% e.e. using 2-5 mol-% of the chiral catalyst only.