(S)-3-Amino-3-(4-bromophenyl)propan-1-ol

Name: (S)-3-Amino-3-(4-bromophenyl)propan-1-ol
Brand: ChemScene
Availability: InStock
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CAS No. 1143534-62-6
Cat. No. CS-0139572
Molecule weight230.10
Purity≥97%
MDL No.None

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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+
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(S)-3-Amino-3-(4-bromophenyl)propan-1-ol|CS-0139572

Structure of 1143534-62-6

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General Information

CAS No. 1143534-62-6
Cat. No. CS-0139572
Purity ≥97%
MDL No. None
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₂BrNO
Molecular Weight 230.10
Synonym(s) (S)-BETA-(4-BROMOPHENYL)ALANINOL
SMILES OCC[C@H](N)C1=CC=C(Br)C=C1

Description

(S)-3-Amino-3-(4-bromophenyl)propan-1-ol is a chiral building block featuring a primary amine and hydroxyl group flanking a stereogenic center. This configuration enables selective incorporation into bioactive molecules, particularly in CNS-targeted pharmaceuticals. The para-brominated aromatic ring enhances π-stacking potential and provides a handle for downstream functionalization. Bench-stable under standard conditions, it facilitates efficient synthesis workflows in medicinal chemistry.

Application

(S)-3-Amino-3-(4-bromophenyl)propan-1-ol serves as a valuable chiral building block for the synthesis of biologically active compounds, enabling efficient access to pharmaceutically relevant scaffolds. Its pendant amine and alcohol functionalities offer orthogonal reactivity for sequential derivatization, while the 4-bromophenyl group supports transition-metal-catalyzed coupling reactions. The stereochemically defined center ensures high enantioselectivity in downstream transformations, and the compound exhibits good bench stability and ease of purification, making it well-suited for iterative synthetic workflows in medicinal chemistry and process development.

Synthesis

Route1
- In-stock
  
  275826-36-3
- ~64%
- In-stock
  
  1143534-62-6
References
- ASTRAZENECA AB; ASTRAZENECA UK LIMITED Patent: WO2009/47563 A1, 2009 ; Location in patent: Page/Page column 119 ; WO 2009/047563 A1

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
Precautionary Statements : P264-P280-P302+P352-P362+P364

Quality Control

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Computational Chemistry Data

TPSA 46.25
LogP 1.8313
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 3

Other Classifications

Building Blocks Functional Group Alcohol

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Key Words

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(S)-3-Amino-3-(4-bromophenyl)propan-1-ol

CAS No. 1143534-62-6

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