(R)-2-(1-Aminoethyl)phenol

Name: (R)-2-(1-Aminoethyl)phenol
Brand: ChemScene
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CAS No. 123983-05-1
Cat. No. CS-0000266
Purity≥98%
MDL No.MFCD06761853

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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Structure of 123983-05-1

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General Information

CAS No. 123983-05-1
Cat. No. CS-0000266
Purity ≥98%
MDL No. MFCD06761853
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₁₁NO
Molecular Weight 137.18
Synonym(s) (1R)-1-(2-hydroxyphenyl)ethylamine
SMILES N[C@H](C)C1=CC=CC=C1O

Description

(R)-2-(1-Aminoethyl)phenol is a chiral building block featuring a stereodefined aminoethyl side chain attached to a phenolic ring. This configuration enables selective incorporation into bioactive molecules, particularly in the synthesis of pharmaceutical intermediates and asymmetric catalysts. The compound exhibits enhanced solubility and stability under standard bench conditions, facilitating straightforward handling and integration into multi-step synthetic sequences.

Application

(R)-2-(1-Aminoethyl)phenol serves as a chiral building block for bioactive molecule synthesis, enabling stereoselective access to phenolic amine motifs. Its ortho-hydroxy and secondary amine functionalities support direct derivatization in peptide coupling, Mannich reactions, and heterocycle formation. The compound exhibits bench stability and facilitates straightforward purification via crystallization or chromatography, making it well-suited for iterative synthetic workflows in medicinal chemistry and process development.

Synthesis

Route1
- 223268-30-2
- ~89%
- In-stock
  
  123983-05-1
References
- Kuendig, E. Peter; Botuha, Candice; Lemercier, Gilles; Romanens, Patrick; Saudan, Lionel; Thibault, Sylvie Helvetica Chimica Acta, 2004 , vol. 87, # 3 p. 561 - 579
Route2
- 368447-78-3
- ~86%
- In-stock
  
  123983-05-1
References
- Atobe, Masakazu; Yamazaki, Naoki; Kibayashi, Chihiro Journal of Organic Chemistry, 2004 , vol. 69, # 17 p. 5595 - 5607
Route3
- In-stock
  
  40023-74-3
- ~68%
- In-stock
  
  123983-05-1
References
- Kuendig, E. Peter; Botuha, Candice; Lemercier, Gilles; Romanens, Patrick; Saudan, Lionel; Thibault, Sylvie Helvetica Chimica Acta, 2004 , vol. 87, # 3 p. 561 - 579

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 46.25
LogP 1.4119
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Phenol

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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(R)-2-(1-Aminoethyl)phenol

CAS No. 123983-05-1

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