35726-62-6

Basic information

• Product Name: N-Cbz-L-glutamic acid 5-ethyl ester
• Synonyms: (S)-2-(((Benzyloxy)carbonyl)aMino)-5-ethoxy-5-oxopentanoic acid;Z-Glu-Oet;Cbz-Glu(OEt);Cbz-L-Glu(OEt)-OH;Z-L-GLU(ET)-OH;Z-GLU(OET)-OH;N-ALPHA-CARBOBENZOXY-L-GLUTAMIC ACID GAMMA-ETHYL ESTER;N-ALPHA-BENZYLOXYCARBONYL-L-GLUTAMIC-ACID-GAMMA-ETHYL ESTER
• CAS NO: 35726-62-6
• Molecular Formula: C₁₅H₁₉NO₆
• Molecular Weight: 309.31
• Product Categories: Glutamic acid [Glu, E]
• Mol File: 35726-62-6.mol

Chemical Properties

• Melting Point: 87-88 °C
• Boiling Point: 517.9±50.0 °C(Predicted)
• Appearance: /
• Density: 1.244±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: 3.81±0.10(Predicted)
• CAS DataBase Reference: N-Cbz-L-glutamic acid 5-ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: N-Cbz-L-glutamic acid 5-ethyl ester(35726-62-6)
• EPA Substance Registry System: N-Cbz-L-glutamic acid 5-ethyl ester(35726-62-6)

Safety Data

• Hazardous Substances Data: 35726-62-6(Hazardous Substances Data)

Usage

Uses

Used in Biochemical Research:
N-Cbz-L-glutamic acid 5-ethyl ester is used as a protected amino acid for facilitating peptide synthesis. Its role in biochemical research is to provide a stable and easily modifiable building block for the construction of complex peptide structures.
Used in Pharmaceutical Industry:
N-Cbz-L-glutamic acid 5-ethyl ester is used as an intermediate in the synthesis of enzyme inhibitors and pharmaceutical drugs. Its selective deprotection under mild conditions makes it a valuable component in the development of new therapeutic agents.
Used in Chemical Reactions:
N-Cbz-L-glutamic acid 5-ethyl ester is used as a versatile reagent in various chemical reactions due to its functional groups, including ester, carboxylic acid, carbamate, and secondary amino groups. This allows for its application in a wide range of synthetic pathways and the creation of diverse chemical products.

Upstream product

• 1119-33-1 2-Amino-pentanedioic acid 5-ethyl ester 
• 501-53-1 benzyl chloroformate 
• 1245613-22-2 (S)-2-benzyloxycarbonylaminopentanedioic acid 5-ethyl ester 1-propyl ester 
• 1245613-20-0 (S)-2-benzyloxycarbonylaminopentanedioic acid 1-allyl ester 5-ethyl ester 
• 1245613-19-7 (S)-2-benzyloxycarbonylaminopentanedioic acid 5-ethyl ester 1-(2-methoxyethyl) ester 
• 56-86-0 L-glutamic acid 
• 1119-33-1 (S)-2-Amino-pentanedioic acid 5-ethyl ester 

Downstream Products

• 1245613-20-0 (S)-2-benzyloxycarbonylaminopentanedioic acid 1-allyl ester 5-ethyl ester 
• 125076-24-6 γ-ethyl-α-tert-butyl ester of N-carbobenzoxyglutamic acid 
• 1268279-54-4 C₂₈H₃₆N₂O₇ 
• 437708-49-1 (4S)-4-benzyloxycarbonylamino-5-oxo-5-succinimidooxypentanoic acid ethyl ester 
• 802834-86-2 L-Glutaminsaeure-5-ethylester-1-(4-nitro-benzylester) 
• 5507-21-1 N-Benzyloxycarbonyl-γ-O-methyl-L-glutamyl-<γ-O-ethyl-L-glutaminsaeure-(4-nitro-benzylester)> 
• 111586-92-6 N-(N-benzyloxycarbonyl-L-α-glutamyl)-glutamic acid 
• 3929-61-1 L-glutamyl-L-glutamic acid 
• 7750-54-1 N-(O-ethyl-N-benzyloxycarbonyl-L-α-glutamyl)-glycine 
• 6610-42-0 α-N-carbobenzyloxy-L-glutamine-glycine 
• 25352-68-5 N-(N-benzyloxycarbonyl-γ-L-glutamyl)-glycine ethyl ester 
• 15401-16-8 N-[S-benzyl-N-(N-benzyloxycarbonyl-L-γ-glutamyl)-L-cysteinyl]-glycine 
• 97261-93-3 N-(N-benzyloxycarbonyl-L-γ-glutamyl)-glycine 
• 70-18-8 GLUTATHIONE 

Relevant articles and documents

Double asymmetric induction in organocatalyzed aldol reactions: Total synthesis of (+)-2-epi-hyacinthacine A2 and (-)-3-epi-hyacinthacine A1

The stereodivergent synthesis of two hyacinthacine analogues, which relies on an organocatalyzed aldol addition, is described. The aldol addition of dioxanone to an α-N-carbobenzyloxy-substituted chiral aldehyde, promoted by both (R)- and (S)-proline, pro

Bacillus subtilis esterase (BS2) and its double mutant have different selectivity in the removal of carboxyl protecting groups

An esterase from Bacillus subtilis (BS2) and its double mutant E188W/M193C quickly hydrolyze n-butyl, n-propyl, methoxyethyl and allyl esters. The wild-type BS2 preferentially removes such esters from the y-position of glutamate diesters, while the engineered enzyme has a reversed selectivity removing esters from the a-position of glutamate diesters. Automated docking and molecular dynamic simulations were performed to understand the molecular reason for the different regioselectivity.

1-Hydroxy-3-amino-2-piperidone (δ-N-Hydroxycycloornithine) Derivatives: Key Intermediates for the Synthesis of Hydroxamate-Based Siderophores

Several routes for the synthesis of δ-N-(benzyloxy)cycloornithine (2) from glutamic acid derived starting materials are described.Efficient methods were developed for the synthesis of glutamic acid γ-semialdehyde and γ-hydroxynorvaline derivatives as key substrates for the preparation of δ-N-hydroxyornithine analogues.Thus, the best approaches to the synthesis of 2 were: (1) reductive cyclization of an N-hydroxysuccinimide ester of the O-benzyloxime 4 of α-amino-protected glutamic acid γ-semialdehyde 5 and (2) cyclization of the N-(benzyloxy)amide of δ-bromonorvaline (7).