38235-77-7

Basic information

• Product Name: (R)-(+)-N-Benzyl-1-phenylethylamine
• Synonyms: (R)-(+)-N-Benzyl-1-phenylethylamine, ChiPros\(tm, 99+, ee 96+%;R-Benzyl-α-methylbenzylamine;(R)-(+)-N-Benzyl-alpha-MethylbenzylaMine, 98% 1GR;R(+)-N-benzyl-a-phen;BenzeneMethanaMine, a-Methyl-N-(phenylMethyl)-, (R)-;BenzeneMethanaMine, a-Methyl-N-(phenylMethyl)-, (aR)-;R-(+)-N-Benzyl-1-phenylethylaMine, 95+%;(R)-(+)-N-Benzyl-
• CAS NO: 38235-77-7
• Molecular Formula: C₁₅H₁₇N
• Molecular Weight: 211.3
• EINECS: 609-537-0
• Product Categories: chiral;Asymmetric Synthesis;Synthetic Organic Chemistry
• Mol File: 38235-77-7.mol
• Article Data: 240

Chemical Properties

• Boiling Point: 171 °C15 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: colorless to light yellow liquid
• Density: 1.01 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.000727mmHg at 25°C
• Refractive Index: n20/D 1.564(lit.)
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility: Chloroform, DMSO (Slightly), Methanol (Slightly)
• PKA: 8.79±0.19(Predicted)
• Sensitive: Air Sensitive
• BRN: 3589990
• CAS DataBase Reference: (R)-(+)-N-Benzyl-1-phenylethylamine(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-(+)-N-Benzyl-1-phenylethylamine(38235-77-7)
• EPA Substance Registry System: (R)-(+)-N-Benzyl-1-phenylethylamine(38235-77-7)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-36/38-22
• Safety Statements: 26-36-37/39
• RIDADR: 2735
• WGK Germany: 3
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 38235-77-7(Hazardous Substances Data)

Usage

Description

(R)-(+)-N-Benzyl-1-phenylethylamine is an organic compound with the molecular formula C19H21N. It is a chiral molecule, which means it has a non-superimposable mirror image, and in this case, it is the (R)-enantiomer. (R)-(+)-N-Benzyl-1-phenylethylamine is a colorless to light yellow liquid and is known for its unique chemical properties and potential applications in various industries.

Uses

1. Pharmaceutical Industry:
(R)-(+)-N-Benzyl-1-phenylethylamine is used as a synthetic intermediate for the development of various pharmaceutical compounds. Its chiral nature makes it a valuable building block in the synthesis of enantiomerically pure drugs, which can have significant implications for the efficacy and safety of medications.
2. Synthesis of Specific Compounds:
(R)-(+)-N-Benzyl-1-phenylethylamine is used as a key component in the preparation of several specific compounds, such as:
a. tert-Butyl (3S)-3-benzyl[(1R)-1-phenylethyl]amino-3-(6-methoxypyridin-3-yl)propanoate, an intermediate for the synthesis of the Merck & Co. Inc., Kenilworth, NJ, U.S. αvβ3 integrin antagonist.
b. A conformationally restricted piperidine-based analog of deoxynegamycin, which has potential applications in the development of new antibiotics.
c. 5and 6-[2,3]-dihydrobenzofuran β-amino acids, which can act as aspartic acid mimetics, potentially useful in the development of new drugs targeting aspartic acid-dependent processes.

InChI:InChI=1/C15H23N/c1-13(15-10-6-3-7-11-15)16-12-14-8-4-2-5-9-14/h3,6-7,10-11,13-14,16H,2,4-5,8-9,12H2,1H3/p+1/t13-/m1/s1

Upstream product

• 3886-69-9 (R)-1-phenyl-ethyl-amine 
• 100-44-7 benzyl chloride 
• 618-36-0 rac-methylbenzylamine 
• 98-86-2 acetophenone 
• 100-46-9 benzylamine 
• 14428-98-9 N-benzyl-N-(1-phenylethylidene)amine 
• 71475-22-4 N-benzyl-N-(1'-phenylethyl)formamide 
• 100-52-7 benzaldehyde 
• 88091-16-1 N-(1-phenylethylidene)aniline 
• 917-54-4 methyllithium 
• 75-16-1 methylmagnesium bromide 
• 17480-71-6 N-benzylidene-α-methylbenzylamine 
• 14428-98-9 (E)-1-phenyl-N-(1-phenylethylidene)methanamine 
• 780-25-6 N-benzylidene benzylamine 

Downstream Products

• 17480-69-2 (S)-N-benzyl-1-phenylethylamine 
• 618-36-0 rac-methylbenzylamine 
• 49746-40-9 N-benzyl-N-(1-phenylethyl)benzamide 
• 110145-58-9 N-benzyl-N'-phenyl-N-(1-phenyl-ethyl)-thiourea 
• 28179-11-5 (+/-)-N-Benzyl-N-nitroso-α-phenethylamin 
• 134430-97-0 methyl (3R,αR)-3-(N-benzyl-N-α-methylbenzylamino)butanoate 
• 134430-98-1 tert-butyl (3R,αR)-3-(N-benzyl-N-α-methylbenzylamino)butanoate 
• 134430-94-7 benzyl (3R,αR)-3-(N-benzyl-N-α-methylbenzylamino)butanoate 
• 151671-03-3 tert-butyl (2R,3R,αR)-3--2-hydroxy-3-phenylpropionate 
• 151133-00-5 tert-butyl (3S,αR)-3-[N-benzyl-N-(α-methylbenzyl)amino]-3-phenylpropanoate 
• 134430-95-8 methyl (3S,αR)-3-(N-benzyl-N-α-methylbenzylamino)-3-(4-benzyloxyphenyl)propanoate 
• 126720-72-7 (2S,4R)-6-Chloro-2-methyl-4-ureido-3,4-dihydro-2H-pyrano[2,3-b]pyridine-4-carboxylic acid; compound with benzyl-((R)-1-phenyl-ethyl)-amine 
• 158659-38-2 tert-butyl (2S,3S,αR)-2-benzyl-3-(N-benzyl-N-α-methylbenzylamino)-3-phenylpropionate 
• 159173-93-0 methyl (2R,3S,αR)-2-benzyl-3-(N-benzyl-N-α-methylbenzylamino)-3-phenylpropionate 

Relevant articles and documents

Switching Selectivity in Copper-Catalyzed Transfer Hydrogenation of Nitriles to Primary Amine-Boranes and Secondary Amines under Mild Conditions

A simple and efficient copper-catalyzed selective transfer hydrogenation of nitriles to primary amine-boranes and secondary amines with an oxazaborolidine-BH3 complex is reported. The selectivity control was achieved under mild conditions by switching the solvent and the copper catalysts. More than 30 primary amine-boranes and 40 secondary amines were synthesized via this strategy in high selectivity and yields of up to 95%. The strategy was applied to the synthesis of 15N labeled in 89% yield.

Hydrosilylation and Mukaiyama aldol-type reaction of quinolines and hydrosilylation of imines catalyzed by a mesoionic carbene-stabilized borenium ion

Aldimines and ketimines containing electron-donating and electron-withdrawing groups can be hydrosilylated with borenium catalysts at as low as 1 mol% catalyst loading at room temperature, providing the corresponding secondary amines in excellent yields. Reactions with 2-phenylquinoline gave the 1,4-hydrosilylquinoline product selectively which can be further functionalized in a one-pot synthesis to give unique γ-amino alcohol derivatives. Control experiments suggest that the borenium ion catalyzes both the hydrosilylation and subsequent addition to the aldehyde.

Chiral cyclometalated iridium complexes for asymmetric reduction reactions

A series of chiral cyclometalated iridium complexes have been synthesised by cyclometalating chiral 2-aryl-oxazoline and imidazoline ligands with [Cp?IrCl2]2. These iridacycles were studied for asymmetric transfer hydrogenation reactions with formic acid as the hydrogen source and were found to display various activities and enantioselectivities, with the most effective ones affording up to 63% ee in the asymmetric reductive amination of ketones and 77% ee in the reduction of pyridinium ions. This journal is