4-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)piperidine-4-carboxylic acid hydrochloride

Name: 4-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)piperidine-4-carboxylic acid hydrochloride
Brand: ChemScene
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CAS No. 368866-09-5
Cat. No. CS-0101059
Molecule weight402.87
Purity≥98%
MDL No.MFCD03840417

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4-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)piperidine-4-carboxylic acid hydrochloride|CS-0101059

Structure of 368866-09-5

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General Information

CAS No. 368866-09-5
Cat. No. CS-0101059
Purity ≥98%
MDL No. MFCD03840417
Storage Store at room temperature, keep dry and cool
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₁H₂₃ClN₂O₄
Molecular Weight 402.87
Synonym(s) 4-Piperidinecarboxylicacid,4-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-,monohydrochloride(9CI)
SMILES O=C(C1(CCNCC1)NC(OCC2C3=C(C4=C2C=CC=C4)C=CC=C3)=O)O.Cl

Description

This fluorenylmethoxycarbonyl-protected piperidine derivative features a sterically hindered, bench-stable amino acid scaffold ideal for solid-phase peptide synthesis. The C-terminal carboxylic acid group enables efficient coupling, while the fluorenylmethoxycarbonyl moiety provides orthogonal protection and clean deprotection under mild basic conditions.

Application

4-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)piperidine-4-carboxylic acid hydrochloride serves as a protected amino acid building block for peptide synthesis, enabling efficient N-terminal capping and side-chain compatibility in solid-phase and solution-phase workflows. The Fmoc group provides excellent stability under basic conditions and facilitates clean deprotection with piperidine. Its hydrochloride salt enhances solubility and handling, while the piperidine-4-carboxylic acid scaffold offers versatility in constructing cyclic peptides and heterocyclic scaffolds relevant to medicinal chemistry.

Synthesis

Route1
- In-stock
  
  183673-66-7
- ~%
- In-stock
  
  368866-09-5
References
- WO2011/153588 A1, ; Page/Page column 49 ; WO 2011/153588 A1

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 87.66
LogP 3.1537
H_Acceptors 4
H_Donors 3
Rotatable_Bonds 4

Other Classifications

Life Science Amino Acids and their Derivatives Alanine and derivatives

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

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4-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)piperidine-4-carboxylic acid hydrochloride

CAS No. 368866-09-5

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