N-Benzyloxycarbonyl-L-glutamic acid 1-methyl ester

Name: N-Benzyloxycarbonyl-L-glutamic acid 1-methyl ester
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CAS No. 5672-83-3
Cat. No. CS-W009978
Purity≥97%
MDL No.MFCD00083278

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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+
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N-Benzyloxycarbonyl-L-glutamic acid 1-methyl ester|CS-W009978

Structure of 5672-83-3

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General Information

CAS No. 5672-83-3
Cat. No. CS-W009978
Purity ≥97%
MDL No. MFCD00083278
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₁₇NO₆
Molecular Weight 295.29
Synonym(s) None
SMILES O=C(O)CC[C@@H](C(OC)=O)NC(OCC1=CC=CC=C1)=O

Description

N-Benzyloxycarbonyl-L-glutamic acid 1-methyl ester features a protected α-amino group and a selectively functionalized side chain, enabling straightforward incorporation into peptide synthesis workflows. The benzyl ester moiety provides enhanced solubility and stability during coupling steps, while the methyl ester offers controlled deprotection kinetics under standard acidic conditions. This derivative serves as a key building block for synthesizing glutamate-containing peptides with defined stereochemistry.

Application

N-Benzyloxycarbonyl-L-glutamic acid 1-methyl ester serves as a key dipeptide building block in peptide synthesis, offering orthogonal protection of both α-amino and γ-carboxyl functionalities. The benzyloxycarbonyl (Cbz) group ensures stable amino protection under standard coupling conditions, while the methyl ester at the γ-position enables selective deprotection and downstream derivatization. This compound facilitates efficient construction of glutamic acid-containing scaffolds in medicinal chemistry and peptide-based drug discovery, with excellent bench stability and compatibility with common purification methods.

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 101.93
LogP 1.3192
H_Acceptors 5
H_Donors 2
Rotatable_Bonds 7

Other Classifications

Bioactive Molecules Peptides

Life Science Amino Acids and their Derivatives Glutamic acid and derivatives

Life Science Amino Acids and their Derivatives N-protected amino acid

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Amino Acid Derivatives

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

Chemical Biology Pharmaceutical Development and Drug Discovery Research 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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N-Benzyloxycarbonyl-L-glutamic acid 1-methyl ester

CAS No. 5672-83-3

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