(S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)hex-5-enoic acid

Name: (S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)hex-5-enoic acid
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CAS No. 270263-04-2
Cat. No. CS-W009406
Molecule weight351.40
Purity≥98%
MDL No.MFCD01861088

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(S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)hex-5-enoic acid|CS-W009406

Structure of 270263-04-2

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General Information

CAS No. 270263-04-2
Cat. No. CS-W009406
Purity ≥98%
MDL No. MFCD01861088
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₁H₂₁NO₄
Molecular Weight 351.40
Synonym(s) N-BETA-(9-FLUORENYLMETHOXYCARBONYL)-L-HOMOALLYLGLYCINE
SMILES C=CC[C@@H](CC(O)=O)NC(OCC1C2=C(C=CC=C2)C3=C1C=CC=C3)=O

Description

(S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)hex-5-enoic acid is a chiral, bench-stable amino acid derivative featuring a fluorenylmethoxycarbonyl (Fmoc) protecting group and a terminal alkene. This structure enables efficient coupling in peptide synthesis while maintaining solubility under standard conditions. The Fmoc moiety facilitates orthogonal deprotection, streamlining sequence assembly in solid-phase workflows.

Application

(S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)hex-5-enoic acid serves as a valuable chiral building block for peptide synthesis and medicinal chemistry applications. The fluorenylmethoxycarbonyl (Fmoc) group enables efficient, orthogonal protection of primary amines under mild conditions, while the terminal alkene facilitates downstream functionalization via cross-coupling or cycloaddition reactions. Its bench-stable nature and compatibility with standard purification methods support reliable use in multi-step syntheses.

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-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P363-P501

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Computational Chemistry Data

TPSA 75.63
LogP 3.9445
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 7

Other Classifications

Building Blocks Functional Group Amine

Building Blocks Functional Group Carboxylic Acid

Building Blocks Functional Group Olefins

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Key Words

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(S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)hex-5-enoic acid

CAS No. 270263-04-2

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