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Boc-Glu(OMe)-OH
  • Boc-Glu(OMe)-OHBoc-Glu(OMe)-OH

Boc-Glu(OMe)-OH

Model:45214-91-3
Boc-Glu(OMe)-OH (N-Boc-L-glutamic acid 5-methyl ester, CAS 45214-91-3) is a protected derivative of L-glutamic acid featuring a tert-butoxycarbonyl (Boc) group protecting the α-amino functionality and a methyl ester protecting the γ-carboxylic acid side chain. The molecular formula is C₁₁H₁₉NO₆ with a molecular weight of 261.27 g/mol. This orthogonal protection strategy — employing an acid-labile Boc group for the amine and a base-labile methyl ester for the side-chain carboxylate — enables selective deprotection and coupling reactions during solid-phase and solution-phase peptide synthesis.

Boc-Glu(OMe)-OH is a pivotal protected amino acid building block widely employed in peptide synthesis, where it serves as a key intermediate for the introduction of L-glutamic acid residues with selective side-chain protection. The Boc group of Boc-Glu(OMe)-OH provides robust protection of the α-amino functionality during chain assembly, while the methyl ester at the γ-position allows for orthogonal deprotection strategies. Boc-Glu(OMe)-OH plays a vital role in pharmaceutical and biotechnological applications, particularly in the synthesis of bioactive peptides and protease-resistant analogs. Additionally, Boc-Glu(OMe)-OH serves as an intermediate in the synthesis of isodesmosine chloride hydrate, a component of elastin, and is utilized in the preparation of compound amino acid infusions for medical applications.

 

 Product Parameters



Parameter

Specification

Product Name

Boc-Glu(OMe)-OH

CAS Number

45214-91-3

Molecular Formula

C₁₁H₁₉NO₆

Molecular Weight

261.27 g/mol

Appearance

White solid

Melting Point

74-77 °C

Boiling Point

428.4 ± 40.0 °C at 760 mmHg

Density

1.182 ± 0.06 g/cm³ (predicted)

pKa

3.82 ± 0.10 (predicted)

Storage Condition

2-8℃


 

Chemical P roperty


Boc-L-glutamic acid 5-methyl ester is an amino acid derivative that contains both acidic and basic functional groups in its molecule. Consequently, this compound can react with strong acids as well as with strong bases to form stable salts, exhibiting the characteristics of an amphoteric compound. In pharmaceutical applications, it is primarily used for preparing compound amino acid infusions and for synthesizing peptide drugs.


 

Synthetic Route



At 0°C, slowly add diethyl tert-butyl carbonate (10.2 g, 1.2 equivalents) and triethylamine (19.0 mL, 3.5 equivalents) to a solution of (S)-2-amino-5-methoxy-5-oxovaleric acid hydrochloride (7.70 g, 1.0 equivalents) in dioxane (30 mL) and water (15 mL). Stir the mixture under room temperature for 4 hours, then remove the solvent dioxane under reduced pressure. Wash the reaction mixture with ether, remove organic residues, acidify the aqueous phase to pH 4 using 1 M hydrochloric acid, extract the aqueous phase with ethyl acetate, dry the combined organic phases with anhydrous magnesium sulfate, and finally remove the solvent under reduced pressure to obtain the target product Boc-L-glutamic acid-5-methyl ester.

 

Why Cosperpharm?


When your peptide synthesis campaign or pharmaceutical intermediate program requires reliable Boc-protected amino acids, Cosperpharm delivers Boc-Glu(OMe)-OH with the analytical rigor, documentation depth, and supply flexibility that research and manufacturing customers demand.


 

Orthogonal protection begins with this building block. The Boc group and methyl ester in Boc-Glu(OMe)-OH enable selective deprotection strategies that are essential for complex peptide assembly. Any impurity or racemization in this starting material will compromise your final peptide's purity and biological activity. Our analytical release protocol includes HPLC purity verification (98.0%), optical rotation confirmation, water content determination, and residual solvent analysis because your peptide's integrity depends on the quality of this building block.

 

Documentation that supports regulatory and research submissions. Every shipment includes a Certificate of Analysis (COA) with batchspecific purity and characterization data, a Material Safety Data Sheet (SDS), and full customs documentation for international delivery. Custom quality agreements and additional characterization data are available upon request.

 

Flexible supply across all development stages. Cosperpharm supplies Boc-Glu(OMe)-OH across the full range of applications from gram-scale quantities for research and method development to kilogram-scale batches for process validation and commercial peptide manufacturing. R&D samples ship within 57 business days; bulk orders ship within 23 weeks.

 

Technical support for the full synthetic workflow. Our process chemistry team can advise on deprotection conditions, coupling strategies, and analytical methods for detecting process-related impurities because we have worked extensively with this protected amino acid across multiple manufacturing campaigns.

 

Global reach with transparent pricing. Cosperpharm ships to pharmaceutical manufacturers, CROs, and research institutions worldwide, with full customs documentation included. Volume discounts apply at kilogram scales, and we communicate lead times upfront.

 

Contact Us


Need Boc-Glu(OMe)-OH for your peptide synthesis campaign or pharmaceutical intermediate program? Cosperpharm makes sourcing this critical building block straightforward. Reach out to our team today for pricing, documentation, or technical support were here to help you succeed.


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