(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(pyrimidin-5-yl)propanoic acid

Name: (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(pyrimidin-5-yl)propanoic acid
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CAS No. 281655-48-9
Cat. No. CS-0261143
Purity≥98%
MDL No.None

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Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(pyrimidin-5-yl)propanoic acid|CS-0261143

Structure of 281655-48-9

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General Information

CAS No. 281655-48-9
Cat. No. CS-0261143
Purity ≥98%
MDL No. None
Storage 4°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₂H₁₉N₃O₄
Molecular Weight 389.40
Synonym(s) None
SMILES O=C(O)[C@@H](NC(OCC1C2=C(C3=C1C=CC=C3)C=CC=C2)=O)CC4=CN=CN=C4

Description

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(pyrimidin-5-yl)propanoic acid features a chiral center flanked by a fluorenylmethoxycarbonyl (Fmoc) protecting group and a pyrimidin-5-yl side chain. This combination enables efficient incorporation into peptide sequences under standard coupling conditions, with the Fmoc moiety facilitating orthogonal deprotection during solid-phase synthesis. The electron-deficient pyrimidine ring enhances backbone polarity and contributes to improved solubility in organic solvents.

Application

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(pyrimidin-5-yl)propanoic acid serves as a robust chiral building block for peptide synthesis, offering high bench stability and orthogonal protection. The Fmoc group enables mild deprotection under basic conditions, while the pyrimidin-5-yl side chain provides a versatile handle for downstream diversification. Its well-documented compatibility with standard coupling protocols facilitates efficient incorporation into complex molecular architectures.

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 101.41
LogP 3.011
H_Acceptors 5
H_Donors 2
Rotatable_Bonds 6

Other Classifications

Building Blocks Functional Group Fmoc

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

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-(pyrimidin-5-yl)propanoic acid

CAS No. 281655-48-9

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