27482-82-2

Usage

Uses

Used in Pharmaceutical Research and Drug Development:
N-CBZ-MET-GLY ETHYL ESTER is used as a synthetic intermediate for the development of new pharmaceutical compounds. Its protective CBZ group facilitates selective reactions, enabling the synthesis of complex molecules with specific biological activities.
Used in Organic Chemistry:
In the field of organic chemistry, N-CBZ-MET-GLY ETHYL ESTER is used as a reagent for the synthesis of various organic molecules. Its unique structure and reactivity make it a versatile building block for creating a wide range of chemical compounds.
Used in Peptide Synthesis:
N-CBZ-MET-GLY ETHYL ESTER is utilized as a key component in peptide synthesis, where the CBZ group protects the amino group of MET-GLY, allowing for the stepwise assembly of peptide chains with controlled selectivity and specificity.
Used in the Production of Complex Organic Compounds:
N-CBZ-MET-GLY ETHYL ESTER is employed as a precursor in the production of complex organic compounds, leveraging its structural and reactivity properties to form diverse chemical entities with potential applications in various industries.

Upstream product

• 1152-62-1 Cbz-Met-OH 
• 3561-51-1 benzyl (S)-(1-hydrazinyl-4-(methylthio)-1-oxobutan-2-yl)carbamate 
• 623-33-6 glycine ethyl ester hydrochloride 
• 84889-07-6 (S)-2-Benzyloxycarbonylamino-4-methylsulfanyl-butyric acid; compound with dicyclohexyl-amine 
• 133010-27-2 Z-Met-F 
• 33861-70-0 (S)-2-Benzyloxycarbonylamino-4-methylsulfanyl-thiobutyric acid S-pyridin-2-yl ester 
• 459-73-4 GlyOEt*HCl 
• 121335-14-6 (S)-2-Benzyloxycarbonylamino-4-methylsulfanyl-butyric acid 6-nitro-benzotriazol-1-yl ester 
• 76413-58-6 3-(N-Benzyloxycarbonyl-L-methionyl)-1,3-thiazolidine-2-thione 
• 77511-23-0 Z-Met-O(TBA) 
• 75243-88-8 (S)-2-Benzyloxycarbonylamino-4-methylsulfanyl-butyric acid 3-oxo-2-phenyl-3H-inden-1-yl ester 
• 2483-42-3 benzyloxycarbonyl-L-methionine p-nitrophenyl ester 
• 63-68-3 L-methionine 
• 501-53-1 benzyl chloroformate 

Downstream Products

• 15998-56-8 N-(N-benzyloxycarbonyl-L-methionyl)-glycine amide 
• 101587-03-5 N-(2-benzyloxy-5,6-dihydro-4H-[1,3]thiazine-4-carbonyl)-glycine ethyl ester 
• 13139-55-4 Z-Met-Gly-OH 
• 14486-03-4 N-L-methionyl-glycine 

Relevant academic research and scientific papers

HMDO-promoted peptide and protein synthesis in ionic liquids

Hexamethyldisiloxane (HMDO) has been developed to efficiently promote the metal-free direct coupling of an amino function of one cysteine-free peptide or protein and a C-terminal thioester of the second peptide in ionic liquids. The amide-coupling reaction proceeds smoothly under mild conditions to afford the corresponding products in good to excellent yields (63-94%). Peptide couplings were also achieved using in-situ-generated thioesters by the thioesterification of oxo esters.

Metal-free direct amidation of peptidyl thiol esters with α-amino acid esters

Metal-free direct amidation of peptidyl thiol esters with α-amino acid esters in the presence of bis(trimethylsilyl) acetamide (BSA) has been developed. This general method provides convenient access to N-protected peptides in good yields under mild condi

Ethyl propiolate: A simple and convenient peptide coupling reagent

Ethyl propiolate has been used to activate N-protected amino acids to form a moderately activated vinyl-ester which aminolysis requires a catalytic amount of sodium bisulfite.

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.

New Carbodiimides for Peptide Synthesis

Three carbodiimides: N,N'-dicyclopentylcarbodiimide, N,N'-di-2-methylcyclohexylcarbodiimide and N,N'-dimenthylcarbodiimide were prepared and used for activation of the carboxyl group in peptide coupling reactions.Several model reactions were carried out t

Synthesis of a new saccharin derivative (BID-SPy) and its utilization as a condensing reagent in the preparation of dipeptides

A new saccharin derivative, thiopyridyl-benzisothiazole 1,1-dioxide (BID-SPy, 2), has been prepared by the reaction of BID-Cl (1) and 2-mercaptopyridine, and utilized as a coupling reagent in the synthesis of amides and N-protected dipeptides.

tert-Butyloxycarbonyl and Benzyloxycarbonyl Amino Acid Fluorides. New, Stable Rapid-Acting Acylating Agents for Peptide Synthesis

A new class of rapid-acting acylating agents, α-BOC and Z amino acid fluorides are obtained as stable, often crystalline, compounds by treatment of the protected amino acid cyanuric fluoride.

A NEW CONVENIENT APPROACH TO PEPTIDE SYNTHESIS

A new and highly efficient method based on a redox reaction using diphenyl diselenide and tributylphosphine for the general synthesis of peptides is described.The side reaction due to selenophenol formation is overcome by using chalcone as a scavenger or

KINETICS OF THE ALKALINE HYDROLYSIS OF SEVERAL N-BENZYLOXYCARBONYLDIPEPTIDE METHYL AND ETHYL ESTERS

The reaction rates of the alkaline hydrolysis of synthesized N-protected dipeptide methyl and ethyl esters were studied systematically.From the kinetic data the energies of activation, the pre-exponential factors and the reference values at 40 deg C were calculated.The rate of hydrolysis shows to be strongly dependent on the C-terminal amino acid in the sequence Gly >> Ala/Met/Phe > Leu >> Val/Pro.Surprisingly the N-terminal amino acid also exerts an effect, but in a different sequence.N-Terminal Phe in particular shows a relative accelerating effect.Remarkable is the significantly faster ester hydrolysis of glycine containing dipeptide ethyl esters in ethanol/water compared to the corresponding methyl esters in methanol/water.