(S)-2-(Adamantan-1-yl)-2-(((R)-2-hydroxy-1-phenylethyl)amino)acetic acid hydrochloride

CAS No. 361441-96-5
Cat. No. CS-0156601
Molecule weight365.89
Purity≥97%
MDL No.None

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(S)-2-(Adamantan-1-yl)-2-(((R)-2-hydroxy-1-phenylethyl)amino)acetic acid hydrochloride|CS-0156601

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General Information

CAS No. 361441-96-5
Cat. No. CS-0156601
Purity ≥97%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₀H₂₈ClNO₃
Molecular Weight 365.89
Synonym(s) (alphaS)-alpha-[[(1R)-2-Hydroxy-1-phenylethyl]amino]-tricyclo[3.3.1.1(3,7)]decane-1-acetic acid hydrochloride
SMILES OC[C@H](N[C@@H](C1(C2)C[C@@H]3C[C@@H](C[C@H]2C3)C1)C(O)=O)C4=CC=CC=C4.Cl

Description

This chiral amino acid derivative features a rigid adamantan-1-yl group paired with a stereodefined (R)-2-hydroxy-1-phenylethyl amine moiety, delivering enhanced structural stability and defined stereochemical control. The hydrochloride salt ensures improved solubility and handling under standard laboratory conditions.

Application

(S)-2-(Adamantan-1-yl)-2-(((R)-2-hydroxy-1-phenylethyl)amino)acetic acid hydrochloride serves as a chiral building block for bioactive molecule synthesis, leveraging the steric rigidity of the adamantan-1-yl group and the defined stereochemistry of the (R)-hydroxyphenethylamine moiety. Its hydrochloride salt enhances bench stability and solubility, facilitating purification and integration into peptide-like scaffolds or medicinal chemistry libraries via standard amide coupling and derivatization protocols.

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 69.56
LogP 3.401
H_Acceptors 3
H_Donors 3
Rotatable_Bonds 6

Other Classifications

Building Blocks Skeleton Bridge Rings compounds Adamantane compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Life Science Amino Acids and their Derivatives Alanine and derivatives

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

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(S)-2-(Adamantan-1-yl)-2-(((R)-2-hydroxy-1-phenylethyl)amino)acetic acid hydrochloride

CAS No. 361441-96-5

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