(s)-2-((Methoxycarbonyl)amino)-2-phenylacetic acid

Name: (s)-2-((Methoxycarbonyl)amino)-2-phenylacetic acid
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CAS No. 60725-19-1
Cat. No. CS-0668375
Purity≥98%
MDL No.MFCD15478887

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(s)-2-((Methoxycarbonyl)amino)-2-phenylacetic acid|CS-0668375

Structure of 60725-19-1

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General Information

CAS No. 60725-19-1
Cat. No. CS-0668375
Purity ≥98%
MDL No. MFCD15478887
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₁NO₄
Molecular Weight None
Synonym(s) None
SMILES COC(=O)N[C@@H](C1=CC=CC=C1)C(=O)O

Description

This chiral building block features a methoxycarbonyl-amino group flanked by a phenyl ring and a carboxylic acid, enabling direct incorporation into peptide backbones. The stereochemistry at the alpha carbon ensures high enantioselectivity in synthetic transformations, while the protected amine facilitates sequential coupling reactions under standard conditions.

Application

(S)-2-((Methoxycarbonyl)amino)-2-phenylacetic acid serves as a versatile chiral building block for the synthesis of β-amino acid derivatives and peptidomimetics. Its bench-stable nature, combined with orthogonal functionality—carboxylic acid and ester groups—enables straightforward derivatization via amide coupling, hydrolysis, or reduction. The molecule functions effectively in solid-phase peptide synthesis and facilitates access to pharmaceutically relevant scaffolds through well-established transformation pathways.

Safety Information

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GHS Pictogram : N/A	GHS No : N/A
Signal Word : N/A	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : N/A
Precautionary Statements : N/A

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Computational Chemistry Data

TPSA 75.63
LogP 1.1683
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 3

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

Key Words

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(s)-2-((Methoxycarbonyl)amino)-2-phenylacetic acid

CAS No. 60725-19-1

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