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
• Article Data: 3

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

General Description

N-Cbz-L-glutamic acid 5-ethyl ester, with molecular formula C14H19NO6 is a synthetic organic compound mainly used in biochemical research. Also known as (2S)-2-[[[(benzyloxy)carbonyl]amino]carbonyl]-5-ethoxy-5-oxopentanoic acid, it belongs to the category of protected amino acids indispensable in the field of peptide synthesis. It is a benzylic ester derived from benzoic acid and serves as an intermediate in various peptide syntheses as it allows selective deprotection under mild conditions. It is also utilized in the preparation of enzyme inhibitors and pharmaceutical drugs. Its functional groups are ester, carboxylic acid, carbamate and secondary amino groups, which make it a versatile reagent in various chemical reactions. Its stability is predominantly influenced by the storage condition, and proper storage can prevent its decomposition over time.

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

• 3523-22-6 (2S)-2-[(2S)-2-carboxybenzylamino-4-(ethoxycarbonyl)butanoyl]aminopentanedioic acid diethyl ester 
• 133808-23-8 (S)-4-Benzyloxycarbonylamino-5-(4-chloro-benzoylaminooxy)-5-oxo-pentanoic acid ethyl ester 
• 126333-85-5 (S)-4-Benzyloxycarbonylamino-4-[N',N'-bis-(2-chloro-ethyl)-hydrazinocarbonyl]-butyric acid ethyl ester 
• 1245613-20-0 (S)-2-benzyloxycarbonylaminopentanedioic acid 1-allyl ester 5-ethyl ester 
• 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 

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

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).