Methyl acetyl-L-tryptophanate

Name: Methyl acetyl-L-tryptophanate
Brand: ChemScene
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CAS No. 2824-57-9
Cat. No. CS-0112520
Purity≥97%
MDL No.MFCD00022759

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FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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Methyl acetyl-L-tryptophanate|CS-0112520

Structure of 2824-57-9

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Description

Methyl acetyl-L-tryptophanate features a protected indole side chain and acetylated amine, enabling stable incorporation into peptide synthesis workflows. This derivative delivers enhanced solubility and resistance to hydrolysis under standard conditions, simplifying purification and handling in complex coupling reactions.

Application

Methyl acetyl-L-tryptophanate serves as a protected L-tryptophan derivative, enabling controlled incorporation into peptide synthesis. The acetyl group at the amine and methyl ester at the carboxyl terminus provide enhanced stability and simplified purification. It functions effectively in standard coupling protocols, offering reliable reactivity with minimal epimerization, making it a practical building block for complex peptide architectures and heterocyclic scaffold development.

General Information

CAS No. 2824-57-9
Cat. No. CS-0112520
Purity ≥97%
MDL No. MFCD00022759
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₁₆N₂O₃
Molecular Weight 260.29
Synonym(s) Methyl N-acetyl-L-tryptophanate
SMILES O=C(OC)[C@@H](NC(C)=O)CC1=CNC2=C1C=CC=C2

Computational Chemistry Data

TPSA 71.19
LogP 1.3881
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 4

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 : P233-P260-P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362-P405-P501

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Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Indole compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Life Science Amino Acids and their Derivatives Tryptophan and derivatives

Chemical Biology Pharmaceutical Development and Drug Discovery Research Peptide Chemistry Amino Acid Derivatives

Chemical Biology Pharmaceutical Development and Drug Discovery Research Reagents Peptide Chemistry Amino Acid Derivatives

Chemical Biology Peptide Chemistry Amino Acid Derivatives

Biochemistry Biochemicals and Reagents Amino Acids C-ProtectedAmino Acids

Biochemistry Biochemicals and Reagents Amino Acids N-Protected Amino Acids

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Methyl acetyl-L-tryptophanate

CAS No. 2824-57-9

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