(S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-2-(4-methoxyphenyl)acetic acid

Name: (S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-2-(4-methoxyphenyl)acetic acid
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CAS No. 1260596-73-3
Cat. No. CS-0443856
Purity≥98%
MDL No.None

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(S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-2-(4-methoxyphenyl)acetic acid|CS-0443856

Structure of 1260596-73-3

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General Information

CAS No. 1260596-73-3
Cat. No. CS-0443856
Purity ≥98%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₄H₂₁NO₅
Molecular Weight 403.43
Synonym(s) N-Fmoc-S-4-methoxyphenylglycine
SMILES C1(C2=C(C=CC=C2)C3=C1C=CC=C3)COC(N[C@H](C(=O)O)C4=CC=C(C=C4)OC)=O

Description

This fluorenylmethoxycarbonyl-protected chiral amino acid features a para-methoxyphenyl side chain and a stereogenic center, enabling precise incorporation into peptide sequences. The Fmoc group facilitates efficient solid-phase synthesis, while the methoxy-substituted aryl moiety enhances solubility and stability under standard coupling conditions.

Application

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-2-(4-methoxyphenyl)acetic acid serves as a robust chiral building block for peptide synthesis, offering high stability and ease of purification. The Fmoc group enables efficient N-terminal protection with orthogonal deprotection under mild basic conditions. The pendant 4-methoxyphenyl moiety provides structural rigidity and enhanced solubility, facilitating downstream coupling reactions in solid-phase and solution-phase 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-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 84.86
LogP 4.3596
H_Acceptors 4
H_Donors 2
Rotatable_Bonds 6

Other Classifications

Building Blocks Functional Group Fmoc

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

Key Words

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(S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-2-(4-methoxyphenyl)acetic acid

CAS No. 1260596-73-3

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