2-(4-(((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)methyl)phenyl)acetic acid

Name: 2-(4-(((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)methyl)phenyl)acetic acid
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CAS No. 176504-01-1
Cat. No. CS-0148630
Purity≥98%
MDL No.MFCD01321022

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2-(4-(((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)methyl)phenyl)acetic acid|CS-0148630

Structure of 176504-01-1

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General Information

CAS No. 176504-01-1
Cat. No. CS-0148630
Purity ≥98%
MDL No. MFCD01321022
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₄H₂₁NO₄
Molecular Weight 387.44
Synonym(s) None
SMILES O=C(OCC1C=2C=CC=CC2C=3C=CC=CC31)NCC4=CC=C(C=C4)CC(=O)O

Description

This fluorenylmethoxycarbonyl-protected amino acid derivative features a benzyl side chain bearing a carboxylic acid group, enabling direct incorporation into peptide synthesis workflows. The C-terminal functionality integrates seamlessly with standard coupling protocols, while the fluoren-9-ylmethoxycarbonyl (Fmoc) moiety ensures orthogonal protection and high stability under basic conditions.

Application

2-(4-(((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)methyl)phenyl)acetic acid serves as a versatile building block for peptide and peptidomimetic synthesis, enabling efficient incorporation of aromatic side chains with enhanced solubility and stability. The Fmoc group provides orthogonal protection for primary amines, facilitating automated solid-phase peptide synthesis. Its benzylic acetic acid functionality supports diverse downstream modifications, including amidation and esterification, while the fluorenylmethoxycarbonyl moiety ensures clean deprotection under mild basic conditions.

Synthesis

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  176504-01-1
References
- Bioorganic and Medicinal Chemistry, , vol. 7, # 1 p. 161 - 175
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  39895-56-2
- ~%
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  176504-01-1
References
- Bioorganic and Medicinal Chemistry, , vol. 7, # 1 p. 161 - 175
Route3
- In-stock
  
  123986-64-1
- ~%
- In-stock
  
  176504-01-1
References
- Bioorganic and Medicinal Chemistry, , vol. 7, # 1 p. 161 - 175

Safety Information

Download SDS

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 75.63
LogP 4.3524
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 6

Other Classifications

Building Blocks Functional Group Amine

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-(4-(((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)methyl)phenyl)acetic acid

CAS No. 176504-01-1

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