(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(tetrahydro-2H-pyran-4-yl)propanoic acid

Name: (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(tetrahydro-2H-pyran-4-yl)propanoic acid
Brand: ChemScene
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CAS No. 368866-34-6
Cat. No. CS-0094958
Purity≥98%
MDL No.None

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(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(tetrahydro-2H-pyran-4-yl)propanoic acid|CS-0094958

Structure of 368866-34-6

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Description

This chiral building block features a fluorenylmethoxycarbonyl-protected amine and a tetrahydro-2H-pyran-4-yl side chain, enabling selective peptide coupling under standard conditions. The protected amine ensures high reactivity in solid-phase synthesis, while the pyran-4-yl group imparts enhanced solubility and stability. Ideal for constructing complex peptidomimetics and bioactive oligomers with controlled stereochemistry.

Application

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(tetrahydro-2H-pyran-4-yl)propanoic acid serves as a valuable chiral building block in peptide synthesis, enabling the incorporation of sterically defined, conformationally restricted residues. The fluorenylmethoxycarbonyl (Fmoc) group provides orthogonal protection for amines, while the tetrahydro-2H-pyran-4-yl side chain offers enhanced solubility and metabolic stability. This compound facilitates efficient coupling reactions under standard solid-phase conditions and is readily purified by chromatography due to its bench-stable, crystalline nature.

General Information

CAS No. 368866-34-6
Cat. No. CS-0094958
Purity ≥98%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₃H₂₅NO₅
Molecular Weight 395.45
Synonym(s) 2H-Pyran-4-propanoic acid, alpha-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino+
SMILES O=C(O)[C@@H](NC(OCC1C2=C(C3=C1C=CC=C3)C=CC=C2)=O)CC4CCOCC4

Computational Chemistry Data

TPSA 84.86
LogP 3.795
H_Acceptors 4
H_Donors 2
Rotatable_Bonds 6

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 : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Other Classifications

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Life Science Amino Acids and their Derivatives Alanine and derivatives

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

Key Words

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(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(tetrahydro-2H-pyran-4-yl)propanoic acid

CAS No. 368866-34-6

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