4-(((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)methyl)benzoic acid

Name: 4-(((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)methyl)benzoic acid
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 164470-64-8
Cat. No. CS-0135743
Purity≥98%
MDL No.MFCD01074693

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4-(((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)methyl)benzoic acid|CS-0135743

Structure of 164470-64-8

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General Information

CAS No. 164470-64-8
Cat. No. CS-0135743
Purity ≥98%
MDL No. MFCD01074693
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₃H₁₉NO₄
Molecular Weight 373.40
Synonym(s) 4-(Fmoc-aminomethyl)benzoic Acid
SMILES O=C(O)C1=CC=C(CNC(OCC2C3=C(C4=C2C=CC=C4)C=CC=C3)=O)C=C1

Description

This fluorenylmethoxycarbonyl-protected amino acid derivative integrates a para-benzoic acid handle for conjugation workflows. The C-terminal carboxyl group enables efficient coupling, while the Fmoc moiety ensures orthogonal protection during peptide synthesis. Designed for modular assembly, this compound offers high stability and compatibility with standard deprotection protocols.

Application

4-(((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)methyl)benzoic acid serves as a robust, bench-stable amino acid derivative enabling efficient peptide synthesis via N-terminal protection. The Fmoc group provides orthogonal deprotection under mild basic conditions, while the benzoic acid side chain offers a versatile handle for further functionalization. Its compatibility with standard coupling reagents and ease of purification make it well-suited for solid-phase and solution-phase workflows in medicinal chemistry and peptide library development.

Synthesis

Route1
- 56-91-7
- In-stock
  
  71989-31-6
- ~89%
- In-stock
  
  164470-64-8
References
- NEW YORK UNIVERSITY Patent: WO2004/99106 A2, 2004 ; Location in patent: Page 18-19; 27-28 ;
Route2
- 56-91-7
- In-stock
  
  82911-69-1
- ~10%
- In-stock
  
  164470-64-8
References
- Sternson; Wong; Grozinger; Schreiber Organic letters, 2001 , vol. 3, # 26 p. 4239 - 4242
Route3
- 56-91-7
- 28920-43-6
- ~99%
- In-stock
  
  164470-64-8
References
- Sharma, Indrajeet; Crich, David Journal of Organic Chemistry, 2011 , vol. 76, # 16 p. 6518 - 6524

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-H332-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 75.63
LogP 4.4235
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 5

Other Classifications

Building Blocks Functional Group Amine

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Chemical Biology Pharmaceutical Development and Drug Discovery Research Reagents Peptide Chemistry Amino Acid Derivatives

Chemical Biology Pharmaceutical Development and Drug Discovery Research Reagents Peptide Chemistry Unnatural Amino Acid Derivatives

Chemical Biology Pharmaceutical Development and Drug Discovery Research Peptide Chemistry Amino Acid Derivatives

Chemical Biology Pharmaceutical Development and Drug Discovery Research Peptide Chemistry Unnatural Amino Acid Derivatives

Biochemistry Biochemicals and Reagents Amino Acids N-Protected Amino Acids

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4-(((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)methyl)benzoic acid

CAS No. 164470-64-8

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