134855-88-2

Basic information

• Product Name: Phenol, 4-[(1R)-1-aminoethyl]-
• Synonyms: Phenol, 4-[(1R)-1-aminoethyl]-;(1R)-1-(4-Hydroxyphenyl)ethylamine, (R)-4-Hydroxy-alpha-methylbenzylamine;(1R)-4-[1-Aminoethyl]phenol;(R)-4-(1-Aminoethyl)phenol≥ 99% (HPLC, Chiral purity);R-4-Hydroxy-α-methylbenzylamine
• CAS NO: 134855-88-2
• Molecular Formula: C₈H₁₁NO
• Molecular Weight: 137.17904
• Mol File: 134855-88-2.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 252.2±15.0 °C(Predicted)
• Appearance: /
• Density: 1.096±0.06 g/cm3(Predicted)
• PKA: 10.20±0.26(Predicted)
• CAS DataBase Reference: Phenol, 4-[(1R)-1-aminoethyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Phenol, 4-[(1R)-1-aminoethyl]-(134855-88-2)
• EPA Substance Registry System: Phenol, 4-[(1R)-1-aminoethyl]-(134855-88-2)

Safety Data

• Hazardous Substances Data: 134855-88-2(Hazardous Substances Data)

Usage

Chemical Properties

White solid

Upstream product

• 99-93-4 4-Hydroxyacetophenone 
• 134855-87-1 α-methyl-p-hydroxybenzylamine 
• 917911-60-5 (R)-1-(4-tert-butoxyphenyl)ethylamine 

Downstream Products

• 1036377-36-2 4-[(1R)-1-aminoethyl]cyclohexanol 
• 5913-13-3 [(1R)-1-cyclohexylethyl]amine 
• 1036377-38-4 tert-butyl (R)-1-(4-hydroxycyclohexyl)ethylcarbamate 

Relevant articles and documents

Deracemization of Racemic Amines to Enantiopure (R)- and (S)-amines by Biocatalytic Cascade Employing ω-Transaminase and Amine Dehydrogenase

A one-pot deracemization strategy for α-chiral amines is reported involving an enantioselective deamination to the corresponding ketone followed by a stereoselective amination by enantiocomplementary biocatalysts. Notably, this cascade employing a ω-transaminase and amine dehydrogenase enabled the access to both (R)-and (S)-amine products, just by controlling the directions of the reactions catalyzed by them. A wide range of (R)-and (S)-amines was obtained with excellent conversions (>80 %) and enantiomeric excess (>99 % ee). Finally, preparative scale syntheses led to obtain enantiopure (R)- and (S)-13 with the isolated yields of 53 and 75 %, respectively.

One-pot one-step deracemization of amines using ω-transaminases

In this study, we developed a one-pot one-step deracemization method for the production of various enantiomerically pure amines using two opposite enantioselective ω-TAs. Using this method, various aromatic amines were successfully converted to their (R)-forms (>99%) with good conversion.

Efficient synthesis of chiral phenethylamines: preparation, asymmetric hydrogenation, and mild deprotection of ene-trifluoroacetamides

A mild and efficient route to enantioenriched aryl alkyl amines from ketones has been developed. The first successful synthesis and asymmetric hydrogenation of ene-trifluoroamides from oximes gave highly enantioenriched trifluoroacetamides (94-98% ee). The corresponding phenethyl amides are liberated under mild conditions (K2CO3, MeOH/H2O). In addition, a new application of Josiphos ligands toward the asymmetric hydrogenation of both ene-acetamides and ene-trifluoroacetamides was discovered.