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

Name: (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)hex-5-enoic acid
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CAS No. 851909-08-5
Cat. No. CS-W006887
Purity≥97%
MDL No.MFCD03094925

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(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)hex-5-enoic acid|CS-W006887

Structure of 851909-08-5

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Description

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)hex-5-enoic acid is a chiral amino acid derivative featuring a fluorenylmethoxycarbonyl (Fmoc) protecting group and a terminal alkene. This structure enables direct incorporation into peptide synthesis workflows, where the Fmoc moiety ensures orthogonal protection and the unsaturated side chain offers synthetic handles for downstream functionalization. The compound exhibits stability under standard coupling conditions and facilitates efficient chain elongation in solid-phase peptide synthesis.

Application

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)hex-5-enoic acid serves as a valuable chiral building block in peptide synthesis, leveraging the robustness of Fmoc protection and the versatility of the α,β-unsaturated carboxylic acid moiety. Its conjugated enoate functionality enables efficient Michael additions and palladium-catalyzed couplings, while the Fmoc group ensures high stability under standard coupling conditions and facilitates straightforward purification by flash chromatography.

General Information

CAS No. 851909-08-5
Cat. No. CS-W006887
Purity ≥97%
MDL No. MFCD03094925
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₁H₂₁NO₄
Molecular Weight 351.40
Synonym(s) Fmoc-(2S)-2-AMINO-5-HEXENOIC ACID
SMILES O=C([C@H](CCC=C)NC(OCC1C2=C(C=CC=C2)C3=C1C=CC=C3)=O)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

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

CAS No. 851909-08-5

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