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

Chemical Properties

Colorless to light yellow liqui

Uses

(R)-(+)-N-Benzyl-α-methylbenzylamine may be used to prepare: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.A conformationally restricted piperidine-based analog of deoxynegamycin.5- and 6-[2,3]-dihydrobenzofuran β-amino acids, which can act as aspartic acid mimetics.

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 
• 14428-98-9 N-benzyl-N-(1-phenylethylidene)amine 
• 917-54-4 methyllithium 
• 780-25-6 N-benzylidene benzylamine 
• 18720-46-2 benzylamine hydrogenperchlorate 
• 98-86-2 acetophenone 
• 60-29-7 diethyl ether 
• 10035-10-6 hydrogen bromide 
• 100-46-9 benzylamine 
• 75-00-3 chloroethane 
• 17480-71-6 N-benzylidene-α-methylbenzylamine 
• 100-39-0 benzyl bromide 

Downstream Products

• 17480-69-2 (S)-N-benzyl-1-phenylethylamine 
• 618-36-0 rac-methylbenzylamine 
• 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 
• 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 
• 159173-92-9 methyl (3S,αR)-3-(N-benzyl-N-α-methylbenzylamino)-3-phenylpropanoate 
• 159249-03-3 methyl (2R,3S,αR)-3-(N-benzyl-n-α-methylbenzylamino)-2-methyl-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.

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

Prolinol as a Chiral Auxiliary in Organophosphorus Chemistry

Several strategies for the development of the synthesis of P-chiral organophosphorus compounds with (L)-prolinol as a source of chirality have been examined. A reaction of L-prolinol with a set of different alkyl/arylphosphonous acid diamides led in most of the cases to the quantitative formation of the appropriate bicyclic oxazaphospholidines with complete diastereo and enantioselectivity. The latter were reacted with BH3 complex and the formed borane analogues were submitted to structural modifications leading to tertiary phosphine-boranes. Additionally, the effectiveness of oxazaphospholidines as ligands in transition metal asymmetric catalysis has been tested in hydrogenation of dehydroaminoacid esters and imine.