1-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4-oxocyclohexane-1-carboxylic acid

Name: 1-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4-oxocyclohexane-1-carboxylic acid
Brand: ChemScene
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CAS No. 285996-74-9
Cat. No. CS-0100987
Purity≥95%
MDL No.MFCD02683160

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1-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4-oxocyclohexane-1-carboxylic acid|CS-0100987

Structure of 285996-74-9

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General Information

CAS No. 285996-74-9
Cat. No. CS-0100987
Purity ≥95%
MDL No. MFCD02683160
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₂H₂₁NO₅
Molecular Weight 379.41
Synonym(s) 1-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4-oxocyclohexanecarboxylic acid
SMILES O=C(C1(NC(OCC2C3=C(C4=C2C=CC=C4)C=CC=C3)=O)CCC(CC1)=O)O

Description

This fluorenylmethoxycarbonyl-protected amino ketone integrates seamlessly into peptide synthesis workflows, offering a stable, moisture-tolerant scaffold for late-stage functionalization. The cyclohexanone core enables selective derivatization while the Fmoc group ensures efficient orthogonal deprotection under mild conditions.

Application

1-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4-oxocyclohexane-1-carboxylic acid serves as a versatile protected amino carbonyl building block, enabling efficient synthesis of cyclohexanone-derived scaffolds. The Fmoc group provides excellent stability and orthogonal deprotection under mild basic conditions, while the 4-oxo functionality supports downstream transformations including enolization, condensation, and reductive amination. Ideal for peptide and medicinal chemistry applications requiring bench-stable, functionally rich intermediates.

Synthesis

Route1
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  285996-74-9
References
- Koppitz, Marcus; Reinhardt, Gabriele; Van Lingen, Anneke Tetrahedron Letters, 2005 , vol. 46, # 6 p. 911 - 914
Route2
- In-stock
  
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References
- Koppitz, Marcus; Reinhardt, Gabriele; Van Lingen, Anneke Tetrahedron Letters, 2005 , vol. 46, # 6 p. 911 - 914
Route3
- In-stock
  
  82911-69-1
- ~%
- In-stock
  
  285996-74-9
References
- Koppitz, Marcus; Reinhardt, Gabriele; Van Lingen, Anneke Tetrahedron Letters, 2005 , vol. 46, # 6 p. 911 - 914

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

Quality Control

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Computational Chemistry Data

TPSA 92.7
LogP 3.4916
H_Acceptors 4
H_Donors 2
Rotatable_Bonds 4

Other Classifications

Building Blocks Functional Group Fmoc

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

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1-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4-oxocyclohexane-1-carboxylic acid

CAS No. 285996-74-9

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