N2-(((9H-Fluoren-9-yl)methoxy)carbonyl)-N5,N5-dimethyl-L-glutamine

Name: N2-(((9H-Fluoren-9-yl)methoxy)carbonyl)-N5,N5-dimethyl-L-glutamine
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CAS No. 1146118-59-3
Cat. No. CS-0132336
Purity≥95%
MDL No.MFCD32263090

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N2-(((9H-Fluoren-9-yl)methoxy)carbonyl)-N5,N5-dimethyl-L-glutamine|CS-0132336

Structure of 1146118-59-3

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General Information

CAS No. 1146118-59-3
Cat. No. CS-0132336
Purity ≥95%
MDL No. MFCD32263090
Storage 4°C, sealed storage, away from moisture and light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₂H₂₄N₂O₅
Molecular Weight 396.44
Synonym(s) Fmoc-N,N-dimethyl-L-Glutamine
SMILES CN(C)C(CC[C@@H](C(O)=O)NC(OCC1C2=CC=CC=C2C3=CC=CC=C13)=O)=O

Description

This fluorenylmethoxycarbonyl-protected glutamine derivative features a bench-stable, moisture-tolerant side chain with a dimethylated amine group at the N5 position. The Fmoc moiety enables efficient incorporation into peptide chains under standard coupling conditions, while the sterically hindered N5,N5-dimethyl substitution prevents undesired side reactions during synthesis.

Application

N₂-(((9H-Fluoren-9-yl)methoxy)carbonyl)-N⁵,N⁵-dimethyl-L-glutamine serves as a protected glutamine derivative with enhanced stability and solubility, enabling efficient peptide synthesis. The Fmoc group facilitates mild deprotection under basic conditions, while the N⁵,N⁵-dimethyl substitution prevents unwanted side reactions at the amide nitrogen. This structure functions reliably in solid-phase and solution-phase coupling protocols, offering excellent compatibility with standard amino acid activation methods and improving purification efficiency through distinct chromatographic behavior.

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 95.94
LogP 2.8467
H_Acceptors 4
H_Donors 2
Rotatable_Bonds 7

Other Classifications

Bioactive Molecules Peptides

Life Science Amino Acids and their Derivatives Glutamine and derivatives

Building Blocks Functional Group Fmoc

Chemical Biology Peptide Chemistry Amino Acid Derivatives

Key Words

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N2-(((9H-Fluoren-9-yl)methoxy)carbonyl)-N5,N5-dimethyl-L-glutamine

CAS No. 1146118-59-3

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