57732-63-5

Usage

Uses

Used in Organic Synthesis:
Z-Glu(OMe)-OtBu is used as a reagent in organic synthesis for its ability to protect certain functional groups and control the reactivity of amino acids. This makes it a valuable tool in the creation of peptide bonds and the synthesis of complex peptides and proteins.
Used in Peptide Synthesis:
In the field of peptide synthesis, Z-Glu(OMe)-OtBu is employed as a protecting group for the carboxyl group of amino acids. This protection is essential for preventing unwanted side reactions during the synthesis process, ensuring the successful formation of the desired peptide bonds and the accurate assembly of complex peptides and proteins.

Upstream product

• 540-88-5 acetic acid tert-butyl ester 
• 4652-65-7 (S)-2-Benzyloxycarbonylamino-pentanedioic acid 5-methyl ester 
• 115-11-7 isobutene 
• 75-65-0 tert-butyl alcohol 
• 5891-45-2 (S)-2-(benzyloxycarbonylamino)pentanedioic acid tert-butyl ester 
• 74-88-4 methyl iodide 
• 56-86-0 L-glutamic acid 
• 1499-55-4 L-glutamic acid 5-methyl ester 
• 4124-76-9 N-(benzyloxycarbonyl)-L-glutamic acid anhydride 
• 501-53-1 benzyl chloroformate 
• 35418-16-7 L-t-butyl pyroglutamate 
• 24424-99-5 di-tert-butyl dicarbonate 
• 3077-51-8 γ-methyl L-glutamate hydrochloride 
• 32159-21-0 Cbz-L-pGlu-OH 

Downstream Products

• 5891-45-2 (S)-2-(benzyloxycarbonylamino)pentanedioic acid tert-butyl ester 
• 170465-55-1 2-tert-butyl 4-methyl (2S)-1-benzyloxycarbonyl-5-methyl-2,3-dihydro-1H-pyrrole-2,4-dicarboxylate 
• 934007-06-4 benzyl (2S,3S,5S)-5-{[(2S)-2-(aminocarbonyl)-1-pyrrolidinyl]carbonyl}-1-(tert-butoxycarbonyl)-2-methyl-3-pyrrolidinecarboxylate 
• 934007-07-5 benzyl (2S,3S,5S)-5-{[(2S)-2-cyano-1-pyrrolidinyl]carbonyl}-1-(tert-butoxycarbonyl)-2-methyl-3-pyrrolidinecarboxylate 
• 125050-17-1 (S)-tert-butyl 2-(benzyloxycarbonylamino)-5-bromopentanoate 
• 223468-19-7 N-Hydroxy-2-(pyridin-3-yl)methyl-4-(2-phenylethylcarbamoyl)-4-[N-(4-phenoxyphenylcarbonyl)amino]butyramide 
• 124620-51-5 (S)-tert-butyl 2-(((benzyloxy)carbonyl)amino)-5-hydroxypentanoate 

Relevant academic research and scientific papers

SERINE REPLACEMENT POLYMYXIN ANALOGUES USEFUL AS ANTIBIOTIC POTENTIATORS

The disclosure provides compounds of the formula I or a tautomer thereof, or a pharmaceutically acceptable salt of either of the foregoing. The variables R1 and R2 are defined in the disclosure. The disclosure further includes pharmaceutical compositions comprising a compound of formula I together with at least one pharmaceutically acceptable carrier. The disclosure also includes a method of sensitizing bacteria to an antibacterial agent, comprising administering a therapeutically effective amount of the antibacterial agent and a compound of formula I to a patient infected with the bacteria, simultaneously or sequentially.

LYSINE ISOTOPOLOGUES, COMPOSITIONS COMPRISING THE SAME AND METHODS OF SYNTHESIS

This invention relates to lysine isotopologues of Formulas I and 1-A, as described herein, and processes for synthesizing the same and derivatives and intermediates involved therein. In one aspect, described herein is a chemical compound comprising an isotopically labeled analog, i.e., an isotopologue of a standard or naturally occurring lysine. The lysine isotopologue is synthetically formed to have stable isotopes of elements incorporated at selected positions. As such, the lysine isotopologue has a molecular mass different from the mass of a standard or naturally occurring lysine.

Preparation method for pyrrolidine-2-carboxylic acid derivatives

The present invention relates to the field of medical synthesis, in particular to a preparation method for pyrrolidine-2-carboxylic acid derivatives. The present invention adopts the following technical solution: providing a compound having a structure of formula (E), wherein R is R1 or R2, R1 is C1-C6 an alkyl, benzyl, p-methoxybenzyl, or p-nitrobenzyl group, and R2 is hydrogen; R3 is a protecting group of the carboxyl group; and P1 is a protecting group on nitrogen.

Design and synthesis of new potent dipeptidyl peptidase IV inhibitors with enhanced ex vivo duration

A series of 5β-methylprolyl-2-cyanopyrrolidine analogs were synthesized and evaluated as DPP-IV inhibitors, and the duration of their ex vivo activity was assessed. Comparison of their potency and duration of action was done among three different species.

ACE-INHIBITORS HAVING ANTIOXIDANT AND NO-DONOR ACTIVITY

Multifonctional ACE inhibitor compounds are provided, that combine ACE-inhibiting activity with capability to scavenge superoxide and other reactive oxygen species, and that may further function as nitric oxide donors. The compounds are useful for preventing or treating various disorders, including cardiovascular, and diabetes associated disorders.

Utility of tetrathiomolybdate and tetraselenotungstate: Efficient synthesis of cystine, selenocystine, and their higher homologues

Efficient synthesis of cystine, selenocystine, and their higher homologues like homo and bishomo amino acid derivatives from natural amino acid derivatives using tetrathiomolybdate and tetraselenotungstate reagents under mild and neutral conditions is reported. The generality of the reaction has been studied by capping various groups to amino and carboxyl components of canonical amino acids.

Synthesis and Siderophore Activity of Albomycin-like Peptides Derived from N5-Acetyl-N5-hydroxy-L-ornithine

N5-Acetyl-N5-hydroxy-L-ornithine (1), the key constituent of several microbial siderophores, has been synthesized in 23percent yield overall from N-Cbz-L-glutamic acid 1-tert-butyl ester (6) derived from L-glutamic acid.Reduction of 6 to 7 and treatment with N-(trichloroethoxy)carbonyl>-O-benzylhydroxylamine (8), and diethyl azodicarboxylate and triphenylphosphine followed by deprotection produced the protected N5-acetyl-N5-hydroxy-L-ornithine derivatives 11 and 12 in large quantities (10-20 g).Following α-amino and α-carboxyl deprotections of 11 and 12, EEDQ mediated peptide coupling and final deprotection provided amino acid 1 and six albomycin-like peptides (20, 23, 25, 28, 35, and 36).The growth-promoting ability of each was evaluated with the siderophore biosynthesis mutant Shigella flexneri SA240 (SA 100 iucD:Tn5).These results indicate that substantial modification of the framework of peptide-based siderophores can be tolerated by microbial iron-transport systems.

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).