(R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)hex-5-enoic acid

Name: (R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)hex-5-enoic acid
Brand: ChemScene
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CAS No. 865352-21-2
Cat. No. CS-W006331
Purity≥97%
MDL No.MFCD17215631

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(R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)hex-5-enoic acid|CS-W006331

Structure of 865352-21-2

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Description

This fluoren-9-ylmethoxycarbonyl-protected amino acid features a chiral (R)-configuration and a conjugated enoic acid side chain, enabling efficient incorporation into peptide sequences. The C-terminal alkene facilitates downstream functionalization via cross-coupling or cycloaddition reactions. Bench-stable under standard conditions, this derivative supports streamlined synthesis of bioactive peptides and complex molecular architectures.

Application

(R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)hex-5-enoic acid serves as a valuable chiral building block for peptide synthesis and medicinal chemistry. Its (R)-configured amino acid moiety, protected with the robust Fmoc group, enables efficient coupling reactions with minimal racemization. The terminal alkenyl functionality offers versatility for further functionalization via cross-coupling or cyclization strategies, while the Fmoc group ensures excellent bench stability and ease of purification in standard synthetic workflows.

General Information

CAS No. 865352-21-2
Cat. No. CS-W006331
Purity ≥97%
MDL No. MFCD17215631
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₁H₂₁NO₄
Molecular Weight 351.40
Synonym(s) Fmoc-(2R)-2-AMINO-5-HEXENOIC ACID
SMILES C=CCC[C@H](C(O)=O)NC(OCC1C2=C(C=CC=C2)C3=C1C=CC=C3)=O

Computational Chemistry Data

TPSA 75.63
LogP 3.9445
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 7

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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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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(R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)hex-5-enoic acid

CAS No. 865352-21-2

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