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

Name: (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)dec-9-enoic acid
Brand: ChemScene
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CAS No. 1262886-64-5
Cat. No. CS-0100593
Purity≥98%
MDL No.MFCD17215633

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(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)dec-9-enoic acid|CS-0100593

Structure of 1262886-64-5

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Description

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)dec-9-enoic acid is a chiral amino acid derivative featuring a terminal alkene and an Fmoc protecting group. This structure enables efficient incorporation into peptide chains under standard coupling conditions, with the conjugated double bond offering potential for downstream functionalization. The Fmoc moiety ensures orthogonal deprotection during solid-phase synthesis.

Application

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)dec-9-enoic acid serves as a valuable chiral building block in peptide synthesis, enabling the incorporation of unsaturated aliphatic side chains with defined stereochemistry. The fluorenylmethoxycarbonyl (Fmoc) group provides robust protection of the amine under basic conditions and facilitates easy removal during standard deprotection protocols. The terminal alkene offers a handle for post-functionalization via cross-coupling or metathesis reactions, enhancing versatility in the construction of complex molecular architectures.

General Information

CAS No. 1262886-64-5
Cat. No. CS-0100593
Purity ≥98%
MDL No. MFCD17215633
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₅H₂₉NO₄
Molecular Weight 407.50
Synonym(s) Fmoc-(S)-2-aminodec-9-enoic acid
SMILES C=CCCCCCC[C@H](NC(OCC1C2=C(C3=C1C=CC=C3)C=CC=C2)=O)C(O)=O

Computational Chemistry Data

TPSA 75.63
LogP 5.5049
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 11

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)dec-9-enoic acid

CAS No. 1262886-64-5

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