849815-16-3

Usage

Uses

Used in Pharmaceutical Research:
(4-tert-ButoxycarbonylaMino-1-hydroxyMethyl-butyl)-carbaMic acid benzyl ester is used as a building block in the synthesis of various pharmaceuticals. Its role in creating complex drug molecules is crucial due to its versatile structure and functional groups, which can be manipulated to produce a range of therapeutic compounds.
Used in Organic Chemistry:
In the field of organic chemistry, (4-tert-ButoxycarbonylaMino-1-hydroxyMethyl-butyl)-carbaMic acid benzyl ester serves as a reagent in multiple chemical reactions. Its ability to participate in a variety of reactions, including those involving the Cbz protecting group, makes it a valuable tool for creating new organic compounds and advancing chemical research.
Used in Peptide Synthesis:
(4-tert-ButoxycarbonylaMino-1-hydroxyMethyl-butyl)-carbaMic acid benzyl ester is also used as a protecting group in peptide synthesis. The Cbz group protects amine groups from unwanted reactions during the synthesis process, ensuring that the desired peptide sequence is obtained without unwanted side products or modifications. This application is particularly important in the development of new drugs and bioactive molecules that rely on precise peptide structures for their function.

Upstream product

• 541-41-3 chloroformic acid ethyl ester 
• 1146698-93-2 (2S)-2-benzyloxycarbonylamino-5-tert-butoxycarbonylaminopentane-1-sulfamate 
• 32393-52-5 N^α-(benzyloxycarbonyl)-N^δ-(tert-butoxycarbonyl)-L-ornithine methyl ester 
• 7733-29-1 Z-Orn(Boc)-OH 

Downstream Products

• 905574-44-9 [4-tert-butoxycarbonylamino-1S-(tert-butyldimethylsilanyloxymethyl)butyl]carbamic acid benzyl ester 
• 1146698-93-2 (2S)-2-benzyloxycarbonylamino-5-tert-butoxycarbonylaminopentane-1-sulfamate 
• 905574-54-1 (S)-benzyl tert-butyl (5-aminopentane-1,4-diyl)dicarbamate 
• 905574-52-9 methanesulfonic acid (2S-benzyloxycarbonylamino-5-tert-butoxycarbonylamino)pentyl ester 

Relevant academic research and scientific papers

Synthesis of protected 3-aminopiperidine and 3-aminoazepane derivatives using enzyme cascades

Multi-enzyme cascades utilising variants of galactose oxidase and imine reductase led to the successful conversion of N-Cbz-protected l-ornithinol and l-lysinol to l-3-N-Cbz-aminopiperidine and l-3-N-Cbz-aminoazepane respectively, in up to 54% isolated yi

AMIDE SUBSTITUED IMIDAZO[4,5-C]QUINOLINE COMPOUNDS WITH A BRANCHED CHAIN LINKING GROUP FOR USE AS AN IMMUNE RESPONSE MODIFIER

lmidazo[4,5-c]quinoline compounds having an alkylamide substituent that is attached at the N-l position by a branched chain linking group, single enantiomers of the compounds, pharmaceutical compositions containing the compounds, and methods of making the

BACTERIAL EFFLUX PUMP INHIBITORS

Disclosed herein are compounds of formula I and salts thereof. Also disclosed are compositions comprising compounds of formula I and methods using compounds of formula I.

INDOLE DERIVATIVES AS EFFLUX PUMP INHIBITORS

Disclosed herein are compounds of formula (I): and salts thereof. Also disclosed are compositions comprising compounds of formula I and compounds of formula I for use in treating or preventing bacterial infections.

BACTERIAL EFFLUX PUMP INHIBITORS

Disclosed herein are compounds of formula I: and salts thereof. Also disclosed are compositions comprising compounds of formula I and methods using compounds of formula I.

BACTERIAL EFFLUX PUMP INHIBITORS

Disclosed herein are compounds of formula I: and salts thereof. Also disclosed are compositions comprising of compounds of formula I and methods using compounds of formula I.

BACTERIAL EFFLUX PUMP INHIBITORS

Disclosed herein are compounds of formula I: and salts thereof. Also disclosed are compositions comprising of compounds of formula I and methods using compounds of formula I.

Microwave-enhanced solid-phase synthesis of N,N′-linked aliphatic oligoureas and related hybrids

A practical and efficient microwave-assisted solid-phase method for the synthesis of N,N′-linked oligoureas and related amide/urea hybrid oligomers, featuring the use of succinimidyl (2-azido-2-substituted ethyl) carbamate monomers, is reported. The rate enhancement of urea formation under microwave irradiation combined with the mild conditions of the phosphine-based azide reduction makes this approach very effective for routine synthesis of oligoureas and possibly for library production.

Total synthesis of (-)-muraymycin D2 and its epimer

Chemical Equetion Presentation Full details of the first total synthesis of (-)-muraymycin (MRY) D2 and its epimer, the antibacterial nucleoside natural product, are described. Key strategic elements of the approach include the preparation of the urea dipeptide moiety found in the muraymycins containing an L-epi-capreomycidine via a nitrene C-H insertion of the sulfamate 10 and the fully protected muraymycin skeleton at a late stage by an Ugi four-component reaction. Thus, the nitrene C-H insertion of the sulfamate 10 with 10 mol % of Rh2(esp)2 catalyst gave the cyclic sulfamates 11a and 11b in 47% yield (11a:11b = 1:2.0). Construction of the cyclic guanidine skeleton was effected through the HgBr2-promoted cyclization of 42 followed by desulfonylation upon acetolysis of the oxathiazinane ring to give 43 in good yield. The amine obtained by selective removal of the Cbz group of the alcohol 44 was reacted with MeSC(=O)-L-Val-O-t-Bu (38) to provide 45, which was oxidized to the carboxylic acid 46. Reaction of 46, isonitrile 51, isovaleraldehyde, and 2,4-dimethoxybenzylamine furnished the desired Ugi products, the final deprotection of which successfully afforded (-)-MRY D2 and epi-MRY D2 (53) after HPLC separation of the diastereomers. This approach would afford ready access to a range of analogues simply by altering each component.

Antibacterial macrocycles with substituted biphenyl

The invention relates to antibacterial macrocycles with substituted biphenyl and processes for their preparation, their use for the treatment and/or prophylaxis of diseases, and their use for the production of medicaments for the treatment and/or prophylaxis of diseases, especially of bacterial infections.