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

Name: (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(methyl)amino)hex-5-enoic acid
Brand: ChemScene
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CAS No. 856412-21-0
Cat. No. CS-0119825
Purity≥98%
MDL No.None

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(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(methyl)amino)hex-5-enoic acid|CS-0119825

Structure of 856412-21-0

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General Information

CAS No. 856412-21-0
Cat. No. CS-0119825
Purity ≥98%
MDL No. None
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₂H₂₃NO₄
Molecular Weight 365.42
Synonym(s) N-Fmoc-(S)-2-(methylamino)hex-5-enoic acid
SMILES O=C(N(C)[C@H](C(O)=O)CCC=C)OCC1C2=C(C3=C1C=CC=C3)C=CC=C2

Description

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(methyl)amino)hex-5-enoic acid features a fluorenylmethyl carbamate (Fmoc) protected amino group paired with a terminal alkene for downstream conjugation. This bifunctional intermediate enables efficient incorporation into peptide chains via solid-phase synthesis, combining excellent solubility and stability under standard coupling conditions.

Application

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(methyl)amino)hex-5-enoic acid serves as a valuable chiral building block in peptide synthesis, enabling efficient incorporation of (S)-α-methylated amino acid derivatives. The Fmoc group provides orthogonal protection for the amine, while the terminal alkene facilitates downstream functionalization via standard olefin transformations. Its bench-stable nature and compatibility with common coupling reagents make it well-suited for solid-phase and solution-phase 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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 66.84
LogP 4.2867
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 7

Other Classifications

Building Blocks Functional Group Fmoc

Building Blocks Functional Group Olefins

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

Key Words

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

CAS No. 856412-21-0

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