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

• 14428-98-9 (E)-1-phenyl-N-(1-phenylethylidene)methanamine 
• 1445-91-6 (S)-1-phenylethanol 
• 100-46-9 benzylamine 
• 618-36-0 rac-methylbenzylamine 
• 100-51-6 benzyl alcohol 
• 100-47-0 benzonitrile 
• 57340-72-4 (S,S)-N,N-bis(1-phenylethyl)benzylamine 
• 766-08-5 methylphenylsilane 
• 21003-56-5 (1S,1'S)-bis(1-phenylethyl)amine 
• 100-39-0 benzyl bromide 
• 3886-69-9 (R)-1-phenyl-ethyl-amine 
• 100-44-7 benzyl chloride 
• 100-52-7 benzaldehyde 
• 127891-57-0 (Z)-(1S,2R,4R)7,7-dimethyl-1-<(2'-phenylethyl)thio>methylbicyclo<2.2.1>-2-ol 

Downstream Products

• 17480-69-2 (S)-N-benzyl-1-phenylethylamine 
• 618-36-0 rac-methylbenzylamine 
• 98-86-2 acetophenone 
• 134430-97-0 methyl (3R,αR)-3-(N-benzyl-N-α-methylbenzylamino)butanoate 
• 134430-95-8 methyl (3S,αR)-3-(N-benzyl-N-α-methylbenzylamino)-3-(4-benzyloxyphenyl)propanoate 
• 158659-38-2 tert-butyl (2S,3S,αR)-2-benzyl-3-(N-benzyl-N-α-methylbenzylamino)-3-phenylpropionate 
• 169383-00-0 (3R,αR)-N,N-Dimethyl-3-phenyl-3-propanamide 
• 178976-42-6 Methyl (3S,αR)-(E)-3-[N-benzyl-N-(α-methylbenzyl)amino]hex-4-enoate 
• 1026218-45-0 (S)-3-[Benzyl-((R)-1-phenyl-ethyl)-amino]-3-(3-fluoro-4-methoxy-phenyl)-propionic acid ethyl ester 
• 227752-09-2 N-benzyl-(R)-α-methylbenzyl-3(S)-(6-methoxypyridin-3-yl)-β-alanine ethyl ester 

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.

Synthesis of limonene β-amino alcohol from (R)-(+)-α-methylbenzylamine and (+)-limonene 1,2-epoxide

Two new compounds of β-amino alcohol are obtained using (R) - (+) - α-methylbenzylamine as starting material which is converted into two amines. Each of these compounds reacted in excess with a 1: 1 mixture of cis and trans-limonene oxide in the presence of water as a catalyst. The products obtained show that β-amino alcohol derived from trans-limonene oxide is obtained and unreacted cis-limonene oxide from the reaction mixture as well as the amine is attained. Whereas the addition of the synthesized carbamate of the same primary amine over the 1: 1 mixture of cis and trans -limonene oxide in the presence of water results in the hydrolysis product and the recovery of unreacted trans-limonene oxide.

Synthesis method of R-benzyl phenylethylamine

The invention is suitable for the technical field of chemical synthesis, and provides a synthetic method of R-benzyl phenylethylamine, which comprises the following steps: reacting R-benzyl phenylethylamine with benzaldehyde in methanol to obtain an imine substance; and carrying out reduction reaction on the imine substance and sodium borohydride to obtain the R-benzyl phenylethylamine. According to the synthetic method of R-benzyl phenylethylamine provided by the embodiment of the invention, methanol is used as a solvent in the process of synthesizing an intermediate imine from R-benzyl phenylethylamine and benzaldehyde, operation of evaporating toluene after toluene is used as a solvent for reaction in the prior art can be reduced, and the subsequent reduction reaction can continue to use the methanol solvent, so that the cost is reduced, and operation is simplified. In addition, the product synthesized by the synthesis method is high in yield and high in purity.