(R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-5-(((allyloxy)carbonyl)amino)pentanoic acid

Name: (R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-5-(((allyloxy)carbonyl)amino)pentanoic acid
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CAS No. 214750-74-0
Cat. No. CS-0157977
Purity≥96%
MDL No.MFCD00798638

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(R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-5-(((allyloxy)carbonyl)amino)pentanoic acid|CS-0157977

Structure of 214750-74-0

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Description

This chiral fluorenylmethoxycarbonyl-protected amino acid derivative features a bench-stable, electron-rich fluorenyl moiety that enhances solubility and facilitates purification. The allyloxycarbonyl group enables mild deprotection under photochemical or palladium-catalyzed conditions, while the (R)-configuration ensures stereochemical fidelity in peptide synthesis workflows.

Application

(R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-5-(((allyloxy)carbonyl)amino)pentanoic acid serves as a robust chiral building block for peptide synthesis, combining the orthogonal protection of Fmoc and allyloxycarbonyl (Alloc) groups. The Alloc moiety enables mild deprotection under palladium catalysis, while the Fmoc group is stable under standard coupling conditions. Its bench-stable nature and compatibility with diverse coupling reagents facilitate efficient, high-yield peptide elongation and on-resin modifications in both academic and industrial workflows.

General Information

CAS No. 214750-74-0
Cat. No. CS-0157977
Purity ≥96%
MDL No. MFCD00798638
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₄H₂₆N₂O₆
Molecular Weight 438.47
Synonym(s) FMOC-D-ORN(ALOC)-OH
SMILES C=CCOC(NCCC[C@@H](NC(OCC1C2=CC=CC=C2C3=CC=CC=C31)=O)C(O)=O)=O

Computational Chemistry Data

TPSA 113.96
LogP 3.6707
H_Acceptors 5
H_Donors 3
Rotatable_Bonds 10

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 Functional Group Olefins

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Life Science Amino Acids and their Derivatives Non-protein amino acids

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

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(R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-5-(((allyloxy)carbonyl)amino)pentanoic acid

CAS No. 214750-74-0

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