N-[(9H-fluoren-9-ylmethoxy)carbonyl]-N-methylalanine

Name: N-[(9H-fluoren-9-ylmethoxy)carbonyl]-N-methylalanine
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CAS No. 1362858-88-5
Cat. No. CS-0040631
Purity≥98%
MDL No.MFCD18263130

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Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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N-[(9H-fluoren-9-ylmethoxy)carbonyl]-N-methylalanine|CS-0040631

Structure of 1362858-88-5

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General Information

CAS No. 1362858-88-5
Cat. No. CS-0040631
Purity ≥98%
MDL No. MFCD18263130
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₉H₁₉NO₄
Molecular Weight 325.36
Synonym(s) None
SMILES CC(C(O)=O)N(C(OCC1C2=C(C3=C1C=CC=C3)C=CC=C2)=O)C

Description

N-[(9H-fluoren-9-ylmethoxy)carbonyl]-N-methylalanine is a protected amino acid derivative featuring a fluorenylmethoxycarbonyl (Fmoc) group for orthogonal protection and a methylated α-nitrogen. This configuration enhances stability during peptide synthesis, suppresses racemization, and enables efficient coupling under standard conditions. The sterically hindered N-methyl substitution facilitates selective incorporation into sequences requiring constrained backbone geometry.

Application

N-[(9H-fluoren-9-ylmethoxy)carbonyl]-N-methylalanine serves as a protected amino acid building block for peptide synthesis, enabling efficient incorporation of N-methylated alanine residues. The Fmoc group provides orthogonal protection compatible with standard coupling protocols, while the N-methyl substitution enhances metabolic stability and conformational restriction in bioactive peptides. This derivative exhibits excellent bench stability, simplifies purification, and facilitates high-yielding amide bond formation under common activation conditions.

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 66.84
LogP 3.3404
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 4

Other Classifications

Bioactive Molecules Peptides

Life Science Amino Acids and their Derivatives Alanine and derivatives

Building Blocks Functional Group Fmoc

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Amino Acid Derivatives

Key Words

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N-[(9H-fluoren-9-ylmethoxy)carbonyl]-N-methylalanine

CAS No. 1362858-88-5

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