(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-((1-(4,4-dimethyl-2,6-dioxocyclohexylidene)ethyl)amino)propanoic acid

Name: (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-((1-(4,4-dimethyl-2,6-dioxocyclohexylidene)ethyl)amino)propanoic acid
Brand: ChemScene
Availability: InStock
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CAS No. 247127-51-1
Cat. No. CS-0101006
Purity≥98%
MDL No.MFCD01631974

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(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-((1-(4,4-dimethyl-2,6-dioxocyclohexylidene)ethyl)amino)propanoic acid|CS-0101006

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General Information

CAS No. 247127-51-1
Cat. No. CS-0101006
Purity ≥98%
MDL No. MFCD01631974
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₈H₃₀N₂O₆
Molecular Weight 490.55
Synonym(s) Fmoc-Dap(Dde)-OH
SMILES O=C(O)[C@H](CN/C(C)=C1C(CC(C)(C)CC\1=O)=O)NC(OCC2C3=C(C4=C2C=CC=C4)C=CC=C3)=O

Description

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-((1-(4,4-dimethyl-2,6-dioxocyclohexylidene)ethyl)amino)propanoic acid is a chiral, protected amino acid derivative featuring a fluorenylmethoxycarbonyl (Fmoc) group and a sterically hindered cyclohexanedione-derived side chain. This structure enables efficient incorporation into peptide synthesis workflows, offering enhanced stability and compatibility with standard coupling protocols.

Application

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-((1-(4,4-dimethyl-2,6-dioxocyclohexylidene)ethyl)amino)propanoic acid serves as a protected amino acid building block for the synthesis of peptidomimetics and constrained peptide scaffolds. The fluorenylmethoxycarbonyl (Fmoc) group enables efficient orthogonal protection, while the 4,4-dimethyl-2,6-dioxocyclohexylidene moiety provides a rigid, sterically defined side chain that facilitates conformational control in bioactive sequences. Its bench-stable nature and compatibility with standard coupling protocols make it ideal for solid-phase peptide synthesis and medicinal chemistry applications.

Synthesis

Route1
- In-stock
  
  126-81-8
- ~%
- In-stock
  
  247127-51-1
References
- Gopalsamy, Ariamala; Yang, Hui; Ellingboe, John W.; Kees, Kenneth L.; Yoon, Jeanne; Murrills, Richard Bioorganic and Medicinal Chemistry Letters, 2000 , vol. 10, # 15 p. 1715 - 1718
Route2
- In-stock
  
  1755-15-3
- In-stock
  
  181954-34-7
- ~%
- In-stock
  
  247127-51-1
References
- Gopalsamy, Ariamala; Yang, Hui; Ellingboe, John W.; Kees, Kenneth L.; Yoon, Jeanne; Murrills, Richard Bioorganic and Medicinal Chemistry Letters, 2000 , vol. 10, # 15 p. 1715 - 1718

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 121.8
LogP 3.8001
H_Acceptors 6
H_Donors 3
Rotatable_Bonds 7

Other Classifications

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

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(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-((1-(4,4-dimethyl-2,6-dioxocyclohexylidene)ethyl)amino)propanoic acid

CAS No. 247127-51-1

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