221670-72-0

Basic information

• Product Name: (R)-4-(1-AMINOETHYL)PHENOL
• Synonyms: 4-[(1R)-1-AMINOETHYL]PHENOL;(R)-4-(1-AMINOETHYL)PHENOL;Phenol, 4-[(1S)-1-aminoethyl]- (9CI);Phenol, 4-[(1S)-1-aminoethyl]-;S-4-Hydroxy-α-methylbenzylamine
• CAS NO: 221670-72-0
• Molecular Formula: C₈H₁₁NO
• Molecular Weight: 137.18
• Product Categories: ALCOHOL;chiral
• Mol File: 221670-72-0.mol

Chemical Properties

• Boiling Point: 252.2±15.0 °C(Predicted)
• Appearance: Off-white/Solid
• Density: 1.096±0.06 g/cm3(Predicted)
• PKA: 10.20±0.26(Predicted)
• CAS DataBase Reference: (R)-4-(1-AMINOETHYL)PHENOL(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-4-(1-AMINOETHYL)PHENOL(221670-72-0)
• EPA Substance Registry System: (R)-4-(1-AMINOETHYL)PHENOL(221670-72-0)

Safety Data

• HazardClass: 8
• Hazardous Substances Data: 221670-72-0(Hazardous Substances Data)

Usage

Uses

(S)-4-(1-Aminoethyl)phenol is used as an intermediate in organic synthesis.

Upstream product

• 134855-87-1 α-methyl-p-hydroxybenzylamine 
• 6298-96-0 (S)-1-(4-methoxyphenyl)ethylamine 
• 917911-59-2 (S)-1-(4-tert-butoxyphenyl)ethylamine sulfate 

Downstream Products

• 931093-42-4 (S)-tert-butyl 1-(4-hydroxyphenyl)ethylcarbamate 
• 645391-89-5 benzyl N-[(1S)-1-(4-hydroxyphenyl)ethyl]carbamate 
• 1620690-56-3 (R)-tert-butyl 3-(4-((S)-1-(benzyloxycarbonylamino)ethyl)phenoxy)pyrrolidine-1-carboxylate 
• 1362627-27-7 C₂₂H₃₀N₂O₄ 

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.

Identification of novel thermostable ω-transaminase and its application for enzymatic synthesis of chiral amines at high temperature

A novel thermostable ω-transaminase from Thermomicrobium roseum which showed broad substrate specificity and high enantioselectivity was identified, expressed and biochemically characterized. The advantage of this enzyme to remove volatile inhibitory by-products was demonstrated by performing asymmetric synthesis and kinetic resolution at high temperature.

PYRIMIDINE-SUBSTITUTED PYRROLIDINE DERIVATIVES, PHARMACEUTICAL COMPOSITIONS AND USES THEREOF

The invention relates to new pyrrolidine derivatives of the formula wherein R1 to R3, Ar, L T and n are as defined in the description and claims, to their use as medicaments, to methods for their therapeutic use and to pharmaceutical

TROPANE COMPOUNDS

A compound according to Formula I or II: (I) or (II) wherein R1, R1b, R2, L1, and L2 and L2b are as defined in the specification, pharmaceutical compositions thereof, and methods of use thereof.

METHOD FOR PRODUCING OPTICALLY ACTIVE AMINOALKYLPHENOLS

The invention relates to a method for the enantioselective N-acylation of aminoalkylphenols, and to a method for producing enantiomer-pure compounds of formulae (I-S) and/or (I-R).