156597-80-7

Upstream product

• 499-06-9 3,5-dimethylbenzoic acid 
• 859238-49-6 (3-hydroxymethyl-5-iodo-phenyl)-methanol 
• 6613-44-1 3,5-dimethylbenzoyl chloride 

Downstream Products

• 94111-75-8 3,5-bis(bromomethyl)benzoic acid 
• 94111-76-9 3,5-bis(bromomethyl)benzoic acid chloride 
• 225115-95-7 [(3-[(bis-ethoxycarbonylmethyl-amino)-methyl]-5-{2-[2-(2-heneicosa-8,10-diynoylamino-ethoxy)-ethoxy]-ethylcarbamoyl}-benzyl)-ethoxycarbonylmethyl-amino]-acetic acid ethyl ester 
• 225115-99-1 ({3-(2-{2-[2-(2,3-bis-tert-butoxycarbonylamino-propionylamino)-ethoxy]-ethoxy}-ethylcarbamoyl)-5-[(bis-ethoxycarbonylmethyl-amino)-methyl]-benzyl}-ethoxycarbonylmethyl-amino)-acetic acid ethyl ester 
• 225116-00-7 ethyl 2-(5-(N-(2-(2-(2-(2,3-diaminopropanoylamino)ethoxy)ethyl)carbamoyl)-3-bis(ethoxycarbonyl)methyl)amino)acetate 
• 225115-91-3 [(3-[(bis-ethoxycarbonylmethyl-amino)-methyl]-5-{2-[2-(2-tert-butoxycarbonylamino-ethoxy)-ethoxy]-ethylcarbamoyl}-benzyl)-ethoxycarbonylmethyl-amino]-acetic acid ethyl ester 
• 225115-93-5 ethyl 2-(((5-(N-(2-(2-(2-aminoethoxy)ethoxy)ethyl)carbamoyl)-3-((bis(ethoxycarbonyl)methylamino)methyl)phenyl)methyl)(ethoxycarbonyl)methylamino)acetate 
• 225115-85-5 3,5-bis-[(bis-ethoxycarbonylmethyl-amino)-methyl]-benzoic acid tert-butyl ester 

Relevant academic research and scientific papers

Synthesis of constrained tetracyclic peptides by consecutive CEPS, CLIPS, and oxime ligation

In Nature, multicyclic peptides constitute a versatile molecule class with various biological functions. For their pharmaceutical exploitation, chemical methodologies that enable selective consecutive macrocyclizations are required. We disclose a combination of enzymatic macrocyclization, CLIPS alkylation, and oxime ligation to prepare tetracyclic peptides. Five new small molecular scaffolds and differently sized model peptides featuring noncanonical amino acids were synthesized. Enzymatic macrocyclization, followed by one-pot scaffold-assisted cyclizations, yielded 21 tetracyclic peptides in a facile and robust manner.

PYRROLOBENZODIAZEPINES AND CONJUGATES THEREOF AS ANTITUMOUR AGENTS

A compound with the formula I: (I) and salts and solvates thereof, wherein: R" is a group of formula II: (II) where each of n and m are independently selected from 1, 2 and 3.

General and Facile Route to Isomerically Pure Tricyclic Peptides Based on Templated Tandem CLIPS/CuAAC Cyclizations

We report a one-pot ligation/cyclization technology for the rapid and clean conversion of linear peptides into tricyclic peptides that is based on using tetravalent scaffolds containing two benzyl bromide and two alkyne moieties. These react via CLIPS/CuAAC reactions with cysteines and azides in the peptide. Flexibility in the scaffolds is key to the formation of isomerically pure products as the flexible scaffolds T41 and T42 mostly promote the formation of single isomeric tricycles while the rigid scaffolds T43 and T44 do not yield clean products. There seems to be no limitation to the number and types of amino acids present as 18 canonical amino acids were successfully implemented. We also observed that azides at the peptide termini and cysteine residues in the center gave better results than compounds with the functional groups placed the other way round.

MULTICYCLIC PEPTIDES AND METHODS FOR THEIR PREPARATION

The invention relates to methods for preparing a compound comprising a peptide attached to a molecular scaffold whereby multiple peptide loops are formed, to compounds that can be obtained with such methods and uses thereof.

Molecular Tweezers from Cyclophane Building Blocks

Molecular tweezer compounds 1-6 with convergent carboxyl groups are prepared from suitable functionalized - and dithiametacyclophane building blocks by using several multistep strategies.The C-C coupling of two cyclophanes according to the Hagih