145486-69-7

Usage

Uses

Used in Pharmaceutical Synthesis:
Methyl 3-(tert-butoxycarbonylamino)-3-methylbutanoate is used as a building block in the synthesis of various pharmaceuticals for its ability to contribute to the formation of complex molecular structures. The Boc group allows for selective reactions, facilitating the creation of new compounds with desired properties.
Used in Organic Synthesis:
In the field of organic chemistry, Methyl 3-(tert-butoxycarbonylamino)-3-methylbutanoate is utilized as a key intermediate for the preparation of biologically active molecules. Its presence enables chemists to perform specific reactions without interference from other functional groups, thus enhancing the efficiency and selectivity of the synthesis process.
Used in Medicinal Chemistry Research:
Methyl 3-(tert-butoxycarbonylamino)-3-methylbutanoate is employed as a research tool in medicinal chemistry to explore its reactivity and potential for creating new compounds with therapeutic applications. Its unique structure allows for the development of innovative drug candidates that could address unmet medical needs.
Used in Industrial Applications:
Beyond its pharmaceutical applications, Methyl 3-(tert-butoxycarbonylamino)-3-methylbutanoate is also used in various industrial applications where its reactivity and functional groups are leveraged to produce specialty chemicals and materials with specific properties.

Upstream product

• 541-47-9 3-Methylbutenoic acid 
• 69950-44-3 anhydrous methyl 3-aminoisovalerate hydrochloride 
• 24424-99-5 di-tert-butyl dicarbonate 
• 29637-56-7 methyl 3-amino-3-methyl-butanoate 
• 173337-04-7 3-amino-3-methylbutanamide 
• 129765-95-3 3-[(tert-butoxycarbonyl)amino]-3-methylbutanoic acid 
• 74-88-4 methyl iodide 

Downstream Products

• 181646-38-8 (1,1-dimethyl-3-oxo-propyl)-carbamic acid tert-butyl ester 

Relevant academic research and scientific papers

Solventless mechanosynthesis of N-protected amino esters

Mechanochemical derivatizations of N- or C-protected amino acids were performed in a ball mill under solvent-free conditions. A vibrational ball mill was used for the preparation of N-protected α- and β-amino esters starting from the corresponding N-unmasked precursors via a carbamoylation reaction in the presence of di-tert-butyl dicarbonate (Boc2O), benzyl chloroformate (Z-Cl) or 9-fluorenylmethoxycarbonyl chloroformate (Fmoc-Cl). A planetary ball mill proved to be more suitable for the synthesis of amino esters from N-protected amino acids via a one-pot activation/esterification reaction in the presence of various dialkyl dicarbonates or chloroformates. The spot-to-spot reactions were straightforward, leading to the final products in reduced reaction times with improved yields and simplified work-up procedures.

1,3,4-OXADIAZOLE AND 1,3,4-THIADIAZOLE BETA-LACTAMASE INHIBITORS

β-Lactamase inhibitor compounds (BLIs) are disclosed, including compounds that have activity against class A, class C or class D β-lactamases. Methods of manufacturing the BLIs, and uses of the compounds in the preparation of pharmaceutical compositions and antibacterial applications are also disclosed.

SUBSTITUTED PYRAZOLE AND TRIAZOLE COMPOUNDS AS KSP INHIBITORS

Disclosed are new substituted pyrazole and triazole compounds of Formula (I) and pharmaceutically acceptable salts, esters or prodrugs thereof, compositions of the derivatives together with pharmaceutically acceptable carriers, and uses thereof

Substituted imidazole compounds as KSP inhibitors

The present invention relates to new substituted imidazole compounds and pharmaceutically acceptable salts, esters or prodrugs thereof, compositions of the derivatives together with pharmaceutically acceptable carriers, and uses of the compounds. The compounds of the invention have the following general formula:

Preparation and structure of β-peptides consisting of geminally disubstituted β2,2- and β3,3-amino acids: A turn motif for β- peptides

We report on the synthesis of new and previously described β-peptides (1-6), consisting of up to twelve β2,2- or β3,3-geminally disubstituted β-amino acids which do not fit into any of the secondary structural patterns of β-peptides, hitherto disclosed. The required 2,2- and 3,3-dimethyl derivatives of 3-aminopropanoic acid are readily obtained from 3-methylbut-2-enoic acid and ammonia (Scheme 1) and from Boc-protected methyl 3-aminopropanoate by enolate methylation (Scheme 2). Protected (Boc for solution-, Fmoc for solid-phase syntheses) 1- (aminomethyl)cycloalkanecarboxylic-acid derivatives (with cyclopropane, cyclobutane, cyclopentane, and cyclohexane rings) are obtained from 1- cyanocycloalkanecarboxylates and the corresponding dihaloalkanes (Scheme 3). Fully 13C- and 15N-labeled 3-amino-2,2-dimethylpropanoic-acid derivatives were prepared from the corresponding labeled precursors (see asterixed formula numbers and Scheme 4). Coupling of these amino acids was achieved by methods which we had previously employed for other β-peptide syntheses (intermediates 18-23). Crystal structures of Boc-protected geminally disubstituted amino acids (16a-d) and of the corresponding tripeptide (23a), as well as NMR and IR spectra of an isotopically labeled β-hexapeptide (2a*) are presented (Figs. 1-4) and discussed. The tripeptide structure contains a ten-membered H-bonded ring which is proposed to be a turn-forming motif for β-peptides (Fig. 2).