Fmoc-N,N-dimethyl-L-Asparagine

Name: Fmoc-N,N-dimethyl-L-Asparagine
Brand: ChemScene
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CAS No. 138585-02-1
Cat. No. CS-0439236
Purity≥97%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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Fmoc-N,N-dimethyl-L-Asparagine|CS-0439236

Structure of 138585-02-1

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General Information

CAS No. 138585-02-1
Cat. No. CS-0439236
Purity ≥97%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₁H₂₂N₂O₅
Molecular Weight 382.41
Synonym(s) Fmoc-Asp(NMe2)-OH
SMILES C(OC(N[C@@H](CC(N(C)C)=O)C(O)=O)=O)C1C=2C(C=3C1=CC=CC3)=CC=CC2

Description

Fmoc-N,N-dimethyl-L-asparagine integrates a sterically shielded dimethylamino group with a robust Fmoc protecting moiety, enabling efficient incorporation into peptide chains under standard coupling conditions. This derivative enhances solubility and stability during solid-phase synthesis, facilitating the construction of complex bioactive sequences with minimal side reactions.

Application

Fmoc-N,N-dimethyl-L-asparagine serves as a key building block in peptide synthesis, enabling the incorporation of sterically hindered, electron-rich side chains with enhanced solubility and reduced aggregation. The Fmoc group facilitates efficient orthogonal deprotection under mild basic conditions, while the N,N-dimethyl substitution prevents unwanted backbone cyclization and improves resistance to enzymatic degradation. This derivative functions effectively in solid-phase synthesis and supports the construction of complex peptide architectures, including those relevant to bioactive peptidomimetics and macrocyclic scaffolds.

Safety Information

Download SDS

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 2.4566
H_Acceptors 4
H_Donors 2
Rotatable_Bonds 6

Other Classifications

Building Blocks Functional Group Fmoc

Building Blocks Functional Group Amide

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

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Fmoc-N,N-dimethyl-L-Asparagine

CAS No. 138585-02-1

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