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

Name: (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)hexanedioic acid
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CAS No. 250384-77-1
Cat. No. CS-0372976
Purity≥96%
MDL No.MFCD01631983

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(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)hexanedioic acid|CS-0372976

Structure of 250384-77-1

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General Information

CAS No. 250384-77-1
Cat. No. CS-0372976
Purity ≥96%
MDL No. MFCD01631983
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₁H₂₁NO₆
Molecular Weight 383.39
Synonym(s) N-ALPHA-(9-FLUORENYLMETHOXYCARBONYL)-ALPHA-L-AMINOADIPIC ACID
SMILES O=C(O)[C@@H](NC(OCC1C2=C(C3=C1C=CC=C3)C=CC=C2)=O)CCCC(O)=O

Description

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)hexanedioic acid features a fluorenylmethoxycarbonyl (Fmoc) protecting group coupled with a chiral, electron-rich hexanedioic acid backbone. This configuration enables reliable incorporation into peptide synthesis workflows, where the Fmoc moiety provides orthogonal deprotection under mild basic conditions. The molecule’s bench-stable, moisture-tolerant nature supports consistent handling in standard laboratory settings.

Application

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)hexanedioic acid serves as a valuable chiral building block in peptide synthesis, offering orthogonal protection for both amine and carboxylic acid functionalities. The Fmoc group enables mild deprotection under basic conditions, while the pendant glutaric acid side chain provides a versatile handle for further functionalization. Its bench-stable nature and compatibility with standard coupling protocols make it ideal for solid-phase and solution-phase peptide assembly.

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
Precautionary Statements : P264-P270-P280-P302+P352-P330-P362+P364-P501

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Computational Chemistry Data

TPSA 112.93
LogP 3.2332
H_Acceptors 4
H_Donors 3
Rotatable_Bonds 8

Other Classifications

Building Blocks Functional Group Fmoc

Building Blocks Functional Group Carboxylic Acid

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)amino)hexanedioic acid

CAS No. 250384-77-1

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