(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-propoxypropanoic acid

Name: (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-propoxypropanoic acid
Brand: ChemScene
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CAS No. 2255321-09-4
Cat. No. CS-0089031
Purity≥98%
MDL No.None

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(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-propoxypropanoic acid|CS-0089031

Structure of 2255321-09-4

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General Information

CAS No. 2255321-09-4
Cat. No. CS-0089031
Purity ≥98%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₁H₂₃NO₅
Molecular Weight 369.41
Synonym(s) N-Fmoc-O-propyl-L-serine
SMILES O=C(O)[C@H](COCCC)NC(OCC1C2=C(C3=C1C=CC=C3)C=CC=C2)=O

Description

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-propoxypropanoic acid is a chiral building block featuring a fluorenylmethyl carbamate (Fmoc) protecting group and a propoxy-substituted aliphatic chain. This configuration enables selective incorporation into peptide syntheses, where the Fmoc moiety facilitates efficient deprotection under mild basic conditions. The propoxy side chain enhances solubility in organic solvents, improving handling during solid-phase synthesis workflows.

Application

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-propoxypropanoic acid serves as a valuable chiral building block in peptide synthesis, enabling efficient N-terminal protection with orthogonal deprotection under mild conditions. The Fmoc group ensures high stability during coupling steps and facilitates straightforward purification via standard chromatographic methods. Its propoxy side chain provides a well-defined hydrophobic handle for further functionalization, making it suitable for constructing bioactive peptide sequences and heterocyclic scaffolds in medicinal chemistry workflows.

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 84.86
LogP 3.4049
H_Acceptors 4
H_Donors 2
Rotatable_Bonds 8

Other Classifications

Building Blocks Functional Group Fmoc

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-propoxypropanoic acid

CAS No. 2255321-09-4

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