27854-90-6

Basic information

• Product Name: (R)-1-PYRIDIN-2-YL-ETHYLAMINE
• Synonyms: (R)-1-Pyridine-2-yl-ethylamine;(-)-(S)-1-(2-Pyridyl)ethanamine;(S)-2-(1-Aminoethyl)pyridine;(S)-1-(2-Pyridyl)ethylaMine;2-PyridineMethanaMine, a-Methyl-, (aS)-;(aS)-a-Methyl-2-PyridineMethanaMine;(R)-1-(pyridine-2-yl)ethanaMine;2-PyridineMethanaMine, a-Methyl-, (S)-
• CAS NO: 27854-90-6
• Molecular Formula: C₇H₁₀N₂
• Molecular Weight: 122.17
• Mol File: 27854-90-6.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 195℃
• Flash Point: 92℃
• Appearance: /
• Density: 1.018
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 9.05±0.39(Predicted)
• CAS DataBase Reference: (R)-1-PYRIDIN-2-YL-ETHYLAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-1-PYRIDIN-2-YL-ETHYLAMINE(27854-90-6)
• EPA Substance Registry System: (R)-1-PYRIDIN-2-YL-ETHYLAMINE(27854-90-6)

Safety Data

• Hazardous Substances Data: 27854-90-6(Hazardous Substances Data)

Usage

General Description

(R)-1-Pyridin-2-yl-ethylamine, also known as R-(-)-2-Amino-ethyl-pyridine, is a chemical compound with the molecular formula C7H10N2. It is a chiral amine with a pyridine ring and an ethylamine side chain. (R)-1-PYRIDIN-2-YL-ETHYLAMINE is used in organic synthesis and pharmaceutical research as a building block for the synthesis of various bioactive compounds and pharmaceutical intermediates. It is also used as a chiral auxiliary in asymmetric synthesis. (R)-1-Pyridin-2-yl-ethylamine is a key component in the production of a wide range of pharmaceuticals and is of interest to researchers in the fields of medicinal chemistry and chemical biology.

Upstream product

• 1122-62-9 2-acetylpyridine 
• 110-60-1 1,4-diaminobutane 
• 462-94-2 1,5-diaminopentane 
• 87227-77-8 bishydrochloride salt of cis-1,4-diamino-but-2-ene 
• 109-73-9 N-butylamine 

Relevant articles and documents

n-Butylamine as an alternative amine donor for the stereoselective biocatalytic transamination of ketones

Formal reductive amination has been a main focus of biocatalysis research in recent times. Among the enzymes able to perform this transformation, pyridoxal-5′-phosphate-dependent transaminases have shown the greatest promise in terms of extensive substrate scope and industrial application. Despite concerted research efforts in this area, there exist relatively few options regarding efficient amino donor co-substrates capable of allowing high conversion and atom efficiency with stable enzyme systems. Herein we describe the implementation of the recently described spuC gene, coding for a putrescine transaminase, exploiting its unusual amine donor tolerance to allow use of inexpensive and readily-available n-butylamine as an alternative to traditional methods. Via the integration of SpuC homologues with tandem co-product removal and cofactor regeneration enzymes, high conversion could be achieved with just 1.5 equivalents of the amine with products displaying excellent enantiopurity.

But-2-ene-1,4-diamine and But-2-ene-1,4-diol as Donors for Thermodynamically Favored Transaminase- and Alcohol Dehydrogenase-Catalyzed Processes

Both cis- and trans-but-2-ene-1,4-diamines have been prepared and efficiently applied as sacrificial cosubstrates in enzymatic transamination reactions. The best results were obtained with the cis-diamine. The thermodynamic equilibrium of the stereoselective transamination process is shifted to the amine formation due to tautomerization of 5H-pyrrole into 1H-pyrrole, achieving high conversions (78–99%) and enantiomeric excess (up to >99%) by using a small excess of the amine donor. Furthermore, when the reaction proceeded, a strong coloration was observed due to polymerization of 1H-pyrrole. A structurally related compound, cis-but-2-ene-1,4-diol, has been utilized as cosubstrate in different alcohol dehydrogenase (ADH)-mediated bioreductions. In this case, high conversions (91–99%) were observed due to a lactonization process. Both strategies are convenient from both synthetic and atom economy points of view in the production of valuable optically active products. (Figure presented.).