27482-82-2

Basic information

• Product Name: N-CBZ-MET-GLY ETHYL ESTER
• Synonyms: N-CBZ-MET-GLY ETHYL ESTER;Z-MET-GLY-OET;z-met-gly ethyl ester;N-carbobenzyloxy-Met-Gly ethyl ester
• CAS NO: 27482-82-2
• Molecular Formula: C₁₇H₂₄N₂O₅S
• Molecular Weight: 368.45
• Product Categories: Dipeptides;Dipeptides and Tripeptides;Peptides
• Mol File: 27482-82-2.mol
• Article Data: 21

Chemical Properties

• Appearance: /
• Storage Temp.: −20°C
• CAS DataBase Reference: N-CBZ-MET-GLY ETHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: N-CBZ-MET-GLY ETHYL ESTER(27482-82-2)
• EPA Substance Registry System: N-CBZ-MET-GLY ETHYL ESTER(27482-82-2)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 27482-82-2(Hazardous Substances Data)

Usage

General Description

N-CBZ-MET-GLY ETHYL ESTER is a chemical compound that consists of a N-carboxybenzyl (CBZ) group attached to a N-methyl ethylglycine (MET-GLY) molecule through an ethyl ester linkage. N-CBZ-MET-GLY ETHYL ESTER is often used in the synthesis of peptides and other organic molecules, as the CBZ group serves as a protective group for the amino group of MET-GLY, allowing for selective reactions at other functional groups. N-CBZ-MET-GLY ETHYL ESTER has potential applications in pharmaceutical research and drug development, as well as in the production of complex organic compounds. Its precise structure and reactivity make it a valuable building block for the synthesis of diverse chemical compounds.

Upstream product

• 91586-85-5 ZMet, triethylammonium salt 
• 1059596-65-4 N-Cbz-L-methionine p-tolylthiol ester 
• 623-33-6 glycine ethyl ester hydrochloride 
• 501-53-1 benzyl chloroformate 
• 63-68-3 L-methionine 
• 459-73-4 GlyOEt*HCl 
• 2483-42-3 benzyloxycarbonyl-L-methionine p-nitrophenyl ester 
• 75243-88-8 (S)-2-Benzyloxycarbonylamino-4-methylsulfanyl-butyric acid 3-oxo-2-phenyl-3H-inden-1-yl ester 
• 77511-23-0 Z-Met-O(TBA) 
• 76413-58-6 3-(N-Benzyloxycarbonyl-L-methionyl)-1,3-thiazolidine-2-thione 
• 121335-14-6 (S)-2-Benzyloxycarbonylamino-4-methylsulfanyl-butyric acid 6-nitro-benzotriazol-1-yl ester 
• 1152-62-1 Cbz-Met-OH 
• 33861-70-0 (S)-2-Benzyloxycarbonylamino-4-methylsulfanyl-thiobutyric acid S-pyridin-2-yl ester 
• 133010-27-2 Z-Met-F 

Downstream Products

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

Relevant articles and documents

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.

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 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.