(2R,4S)-4-Amino-5-(biphenyl-4-yl)-2-methylpentanoic acid ethyl ester hydrochloride
[CAS 149690-12-0]

Identification

• Classification: Organic raw materials >> Aryl compounds >> Biphenyl compounds
• Name: (2R,4S)-4-Amino-5-(biphenyl-4-yl)-2-methylpentanoic acid ethyl ester hydrochloride
• Synonyms: ethyl (2R,4S)-5-([1,1'-biphenyl]-4-yl)-4-amino-2-methylpentanoate hydrochloride
• Molecular Formula: C₂₀H₂₅NO₂.HCl
• Molecular Weight: 347.88
• CAS Registry Number: 149690-12-0
• EC Number: 695-675-7
• SMILES: CCOC(=O)[C@H](C)C[C@@H](CC1=CC=C(C=C1)C2=CC=CC=C2)N.Cl

Safety Data

• Hazard Symbols: GHS07;GHS09 Warning
• Risk Statements: H302-H317-H400-H410
• Safety Statements: P261-P264-P270-P272-P273-P280-P301+P317-P302+P352-P321-P330-P333+P317-P362+P364-P391-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Acute toxicity	Acute Tox.	4	H302
Skin sensitization	Skin Sens.	1	H317
Chronic hazardous to the aquatic environment	Aquatic Chronic	1	H410
Acute hazardous to the aquatic environment	Aquatic Acute	1	H400

chemBlink Chemical Story

(2R,4S)-4-Amino-5-(biphenyl-4-yl)-2-methylpentanoic acid ethyl ester hydrochloride is a stereochemically defined amino acid ester derivative containing a biphenyl aromatic substituent, a primary amino group, an ester functionality, and a hydrochloride counterion. The molecule combines hydrophobic aromatic regions with polar ionizable groups and possesses two defined stereogenic centers that determine its three-dimensional arrangement.

The central carbon framework is based on a substituted pentanoic acid derivative. The parent carbon chain contains five carbon atoms and bears several functional modifications. The stereochemical descriptors (2R,4S) specify the absolute configurations at two chiral centers located at the 2- and 4-positions of the chain. These stereocenters establish a specific spatial orientation of substituents and influence the overall molecular conformation.

At the 4-position of the carbon chain is a primary amino group (–NH₂). Amino groups are basic functional groups capable of accepting protons and participating in hydrogen bonding. In the hydrochloride form of the compound, the amino group is generally protonated, forming an ammonium species (–NH₃⁺) associated with chloride as a counterion. Protonation increases aqueous solubility and changes intermolecular interaction behavior.

At the 2-position of the chain is a methyl substituent. This group introduces additional steric bulk and contributes to one of the stereogenic centers. Methyl groups are hydrophobic and influence local conformational preferences through steric interactions.

At the terminal region of the molecule, attached at the 5-position of the carbon chain, is a biphenyl-4-yl group. Biphenyl consists of two benzene rings linked through a carbon–