(S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(2-methoxyphenyl)propanoic acid

Name: (S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(2-methoxyphenyl)propanoic acid
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CAS No. 501015-28-7
Cat. No. CS-0150318
Purity≥98%
MDL No.MFCD03427974

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(S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(2-methoxyphenyl)propanoic acid|CS-0150318

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General Information

CAS No. 501015-28-7
Cat. No. CS-0150318
Purity ≥98%
MDL No. MFCD03427974
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₅H₂₃NO₅
Molecular Weight 417.45
Synonym(s) N-Fmoc-L-3-Amino-3-(2-methoxylphenyl)propanoic acid
SMILES COC1=CC=CC=C1[C@@H](NC(OCC2C3=CC=CC=C3C4=CC=CC=C42)=O)CC(O)=O

Description

(S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(2-methoxyphenyl)propanoic acid features a chiral center flanked by a fluorenylmethoxycarbonyl (Fmoc) protecting group and a 2-methoxyphenyl moiety. This configuration enables direct incorporation into peptide synthesis workflows, where the Fmoc group facilitates orthogonal deprotection under mild basic conditions. The electron-rich aryl substituent enhances solubility in organic solvents, supporting efficient coupling reactions.

Application

(S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(2-methoxyphenyl)propanoic acid serves as a chiral building block for peptide synthesis, enabling efficient incorporation of sterically demanding aromatic side chains. The Fmoc group provides orthogonal protection and facilitates purification via standard chromatographic methods. Its bench-stable nature and compatibility with diverse coupling conditions make it ideal for solid-phase and solution-phase workflows in medicinal chemistry.

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-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P501

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Computational Chemistry Data

TPSA 84.86
LogP 4.7497
H_Acceptors 4
H_Donors 2
Rotatable_Bonds 7

Other Classifications

Building Blocks Functional Group Amine

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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(S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(2-methoxyphenyl)propanoic acid

CAS No. 501015-28-7

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