2766-17-8

Basic information

• Product Name: Z-VAL-GLY-OET
• Synonyms: Z-VAL-GLY-OET;Cbz-Val-Gly-OEt;Z-L-Val-Gly-OEt;Cbz-L-Val-Gly-OEt;N-Benzyloxycarbonyl-L-valylglycine ethyl ester
• CAS NO: 2766-17-8
• Molecular Formula: C₁₇H₂₄N₂O₅
• Molecular Weight: 336.38
• EINECS: 1533716-785-6
• Mol File: 2766-17-8.mol
• Article Data: 41

Chemical Properties

• Melting Point: 105 °C
• Boiling Point: 516.4°C at 760 mmHg
• Flash Point: 266.1°C
• Appearance: /Solid
• Density: 1.146g/cm³
• Vapor Pressure: 9.01E-11mmHg at 25°C
• Refractive Index: 1.513
• Storage Temp.: -15°C
• PKA: 11.04±0.46(Predicted)
• CAS DataBase Reference: Z-VAL-GLY-OET(CAS DataBase Reference)
• NIST Chemistry Reference: Z-VAL-GLY-OET(2766-17-8)
• EPA Substance Registry System: Z-VAL-GLY-OET(2766-17-8)

Safety Data

• Hazardous Substances Data: 2766-17-8(Hazardous Substances Data)

Usage

General Description

Z-VAL-GLY-OET, also known as Z-Valine-Glycine-ethyl ester, is a chemical compound made up of the amino acids valine and glycine attached to an ethyl ester group. It is commonly used in the field of biochemistry and pharmaceuticals as a building block for the synthesis of peptide and protein-based drugs. Z-VAL-GLY-OET is also used in research and development to study the effects of these amino acids on peptide and protein structures and functions. It has potential applications in drug delivery systems and as a precursor for the development of new pharmaceutical compounds. Additionally, this compound has the potential to help in the understanding and treatment of various medical conditions by allowing for the manipulation and study of peptide and protein structures.

InChI:InChI=1/C17H24N2O5/c1-4-23-14(20)10-18-16(21)15(12(2)3)19-17(22)24-11-13-8-6-5-7-9-13/h5-9,12,15H,4,10-11H2,1-3H3,(H,18,21)(H,19,22)

Upstream product

• 1149-26-4 (S)-N-(benzyloxycarbonyl)valine 
• 623-33-6 glycine ethyl ester hydrochloride 
• 459-73-4 GlyOEt*HCl 
• 1685-33-2 N-[(benzyloxy)carbonyl]-D-valine 
• 3496-11-5 2,5-dioxopyrrolidin-1-yl (2S)-2-(((benzyloxy)carbonyl)amino)-3-methylbutanoate 
• 19411-70-2 N-tert-butyl-N'-methylcarbodiimide 
• 55546-43-5 N,N′-diisopropylcarbodiimide 
• 691-24-7 1,3-di-tert-butylcarbodiimide 
• 1433-27-8 N-tert-butyl-N'-ethylcarbodiimide 
• 126814-51-5 N-(Benzyloxycarbonyl)-L-valine 1H-benzotriazol-1-yl ester 
• 19704-41-7 [4-((S)-2-Benzyloxycarbonylamino-3-methyl-butyryloxy)-phenyl]-trimethyl-ammonium; iodide 
• 501-53-1 benzyl chloroformate 
• 79598-34-8 benzyloxycarbonylvaline hydroxyiminocyano-α-picoline ester 
• 33857-66-8 N-benzyloxycarbonyl-L-valine 2-pyridylthiol ester 

Downstream Products

• 686-43-1 valylglycine 
• 1027906-73-5 C₄₈H₇₁N₇O₁₃ 
• 1027166-82-0 ((S)-2-{(S)-2-[(S)-2-((S)-2-{(R)-2-[(S)-2-tert-Butoxycarbonylamino-3-(4-hydroxy-phenyl)-propionylamino]-propionylamino}-3-phenyl-propionylamino)-3-carbamoyl-propionylamino]-3-methyl-butyrylamino}-3-methyl-butyrylamino)-acetic acid ethyl ester 
• 147424-48-4 Z-Asp(OtBu)-Val-Val-Gly-OEt 
• 147424-49-5 Z-Asn-Val-Val-Gly-OEt 
• 147424-39-3 Z-Val-Val-Gly-OEt 
• 264236-36-4 ethyl N-(o-azidobenzoyl)-L-valylglycinate 
• 264236-41-1 (3S)-1-acetyl-4-(o-azidobenzoyl)-3-isopropyl-2,5-piperazinedione 
• 264236-26-2 (6S)-1-(o-azidobenzoyl)-6-iso-propylpiperazine-2,5-dione 
• 33477-44-0 Cbz-valylglycyl hydrazide 
• 22221-75-6 N-(N-benzyloxycarbonyl-L-valyl)-glycine 

Relevant articles and documents

Tandem deprotection/coupling for peptide synthesis in water at room temperature

A tandem deprotection/coupling sequence is reported for solution-phase peptide synthesis in water under micellar catalysis conditions using the designer surfactant TPGS-750-M. Cbz deprotection followed by peptide coupling in the presence of COMU and 2,6-lutidine afforded polypeptides containing up to 10 amino acid residues. A broad scope characterizes this new technology. No epimerization has been detected. The associated E Factors, as a measure of "greenness" and known to be extremely high for peptide couplings, have been reduced to less than 10 due to the step-economy and minimal amounts of organic solvent needed for product extraction.

A new method for the synthesis of carboxamides and peptides using 1,1′-carbonyldioxydi[2(1H)-pyridone] (CDOP) in the absence of basic promoters

Various carboxamides or peptides are synthesized from the corresponding carboxylic acids and amines or α-amino acids using 1,1′-carbonyldioxydi[2(1H)-pyridone]. The reaction proceeds in the absence of basic promoters such as triethylamine or 4-(dimethylamino)pyridine, therefore, the undesired racemization does not occur at all in the segment coupling producing Z-Gly-Phe-Val-OMe and Z-Phe-Val-Ala-OMe.

A convenient method for the preparations of carboxamides and peptides by using di(2-pyridyl) carbonate and O,O′-di(2-pyridyl) thiocarbonate as dehydrating reagents

Preparations of carboxamides and peptides are performed in high yields from free carboxylic acids and amines by dehydration condensation using di(2-Pyridyl) carbonate (DPC) or O,O′-Di(2-Pyridyl) thiocarbonate (DPTC) in the presence of a catalytic amount of 4-(dimethylamino)pyridine (DMAP). The formation of 2-Pyridyl esters, key intermediates of the reaction, from carboxylic acids by using DPC proceeded faster than by using DPTC; therefore, the former carbonate is more efficiently employed in the above condensation reactions.