Benzenepropanoic acid, β-amino-, methyl ester, hydrochloride (1:1), (βS)-

Name: Benzenepropanoic acid, β-amino-, methyl ester, hydrochloride (1:1), (βS)-
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CAS No. 144494-72-4
Cat. No. CS-0031396
Molecule weight215.68
Purity≥97%
MDL No.MFCD11052922

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Benzenepropanoic acid, β-amino-, methyl ester, hydrochloride (1:1), (βS)-|CS-0031396

Structure of 144494-72-4

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General Information

CAS No. 144494-72-4
Cat. No. CS-0031396
Purity ≥97%
MDL No. MFCD11052922
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₄ClNO₂
Molecular Weight 215.68
Synonym(s) methyl (3S)-3-amino-3-phenylpropanoate hydrochloride
SMILES O=C(C[C@@H](C1=CC=CC=C1)N)OC.[H]Cl

Description

(S)-Methyl 3-amino-3-phenylpropanoate hydrochloride features a chiral center at the alpha carbon, delivering enantiomerically pure stereochemistry essential for asymmetric synthesis. The pendant phenyl group imparts rigidity and π-stacking capability, while the amino functionality enables facile derivatization. This bench-stable salt form enhances solubility and handling in aqueous reaction media.

Application

(S)-Methyl 3-amino-3-phenylpropanoate hydrochloride serves as a chiral building block for the synthesis of biologically active compounds, enabling efficient access to phenethylamine-derived scaffolds. The protected amine and ester functionalities offer orthogonal reactivity, facilitating downstream transformations such as amidation, reduction, and cyclization. Bench-stable and readily purified by recrystallization, it supports scalable synthesis in medicinal chemistry and process development workflows.

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 52.32
LogP 1.6713
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 3

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Key Words

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Benzenepropanoic acid, β-amino-, methyl ester, hydrochloride (1:1), (βS)-

CAS No. 144494-72-4

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