5-Benzyl N-(tert-butoxycarbonyl)-L-glutamate
Need Assistance?
  • US & Canada:
    +
  • UK: +

5-Benzyl N-(tert-butoxycarbonyl)-L-glutamate

* Please kindly note that our products are not to be used for therapeutic purposes and cannot be sold to patients.

Boc-Glu(OBzl)-OH is a protected L-Glutamic acid. Glutamic acid is a non-essential amino acid that acts as an excitatory neurotransmitter in CNS.

Category
BOC-Amino Acids
Catalog number
BAT-014898
CAS number
13574-13-5
Molecular Formula
C17H23NO6
Molecular Weight
337.37
5-Benzyl N-(tert-butoxycarbonyl)-L-glutamate
IUPAC Name
(2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-5-oxo-5-phenylmethoxypentanoic acid
Synonyms
Boc-L-glutamic acid 5-benzyl ester; 5-Benzyl N-Boc-L-glutamate; L-Glutamic acid, N-[(1,1-dimethylethoxy)carbonyl]-, 5-(phenylmethyl) ester; N-alpha-tert-BOC-L-glutamic-gamma-benzyl ester
Appearance
White to Off-white Powder
Purity
98.0%
Density
1.1452 g/cm3
Melting Point
69-71°C
Boiling Point
473.68°C at 760 mmHg
InChI
InChI=1S/C17H23NO6/c1-17(2,3)24-16(22)18-13(15(20)21)9-10-14(19)23-11-12-7-5-4-6-8-12/h4-8,13H,9-11H2,1-3H3,(H,18,22)(H,20,21)/t13-/m0/s1
InChI Key
AJDUMMXHVCMISJ-ZDUSSCGKSA-N
Canonical SMILES
CC(C)(C)OC(=O)NC(CCC(=O)OCC1=CC=CC=C1)C(=O)O

5-Benzyl N-(tert-butoxycarbonyl)-L-glutamate, a derivative derived from L-glutamic acid, is extensively utilized in research and chemical synthesis endeavors. Here are four key applications of this compound:

Chemical Synthesis: In organic synthesis, 5-Benzyl N-(tert-butoxycarbonyl)-L-glutamate serves as a foundational element for crafting intricate molecules. It orchestrates a myriad of chemical transformations, encompassing coupling reactions and peptide synthesis. This compound bestows protective groups that can be selectively removed, enabling precise structural alterations along synthetic pathways with finesse.

Peptide Synthesis: Within the realm of peptide chemistry, this compound acts as a shielded amino acid crucial for the controlled elongation of peptide chains. The tert-butoxycarbonyl (Boc) group acts as a transient custodian for the amino functionality of glutamate, preempting undesired reactions during peptide bond formation. This safeguarding is imperative for synthesizing biologically active peptides and proteins, ensuring elevated yields and purity levels.

Pharmaceutical Research: Engaged in the arena of drug design and development, 5-Benzyl N-(tert-butoxycarbonyl)-L-glutamate functions as an intermediary in formulating pharmaceutical compounds. It empowers researchers to tweak the glutamate moiety while exploring novel compounds with potential therapeutic advantages. The compound’s attributes render it exceptionally valuable in formulating analogs that can be scrutinized for enhanced pharmacological characteristics.

Material Science: This compound finds relevance in the domain of material science, particularly in synthesizing functional polymers and biodegradable materials. Its integration into polymer chains enables the manipulation of polymer characteristics such as solubility and degradation rates. Such applications prove advantageous in developing cutting-edge biomaterials for medical purposes, spanning drug delivery systems and beyond.

Online Inquiry
Inquiry Basket