34028-19-8

Upstream product

• 62-57-7 2-Aminoisobutyric acid 
• 103-80-0 phenylacetyl chloride 
• 103-82-2 phenylacetic acid 
• 658043-99-3 N-phenylacetyl-N-(4-methoxybenzyl)-α,α-dimethylglycine 4-methoxybenzyl amide 
• 658044-01-0 N-phenylacetyl-N-(4-methoxybenzyl)-α,α-dimethylglycine cyclohexyl amide 
• 501093-00-1 2-methyl-2-phenylacetylamino-propionic acid tert-butyl ester 
• 77919-02-9 N,N,2-Trimethyl-2-(2-phenylacetamido)propionamid 

Downstream Products

• 22929-09-5 2-benzyl-4,4-dimethyl-4H-oxazol-5-one 
• 77919-14-3 2-methyl-2-phenylacetylamino-propionic acid methyl ester 
• 77919-16-5 2-Methyl-2-<2-methyl-2-(2-phenylacetamido)propionamido>propionsaeure 
• 77919-19-8 N-Isopropyl-2-methyl-2-<2-methyl-2-(2-phenylacetamido)propionamido>propionamid 
• 77919-17-6 N,N,2-Trimethyl-2-<2-methyl-2-<2-methyl-2-(2-phenylacetamido)propionamido>propionamido>propionamid 
• 77919-15-4 N,N,2-Trimethyl-2-<2-methyl-2-(2-phenylacetamido)propionamido>propionamid 

Relevant academic research and scientific papers

Synthesis of N-acyl-N,alpha,alpha-trialkyl and N-acyl-alpha,alpha-dialkyl glycines by selective cleavage of Ugi-Passerini adducts. Qualitative assessment of the effect of substituents on the path and yield of reaction.

Several symmetric N-acyl-N,alpha,alpha-trialkyl glycine amides were synthesised by the Ugi-Passerini four-component reaction and subjected to selective cleavage with trifluoroacetic acid. In almost all cases it was possible to obtain the corresponding N-acyl-N,alpha,alpha-trialkyl and N-acyl-alpha,alpha-dialkyl glycines in fair to good yields directly from the reaction adducts. With some of the bulkier compounds our results show that the selectivity of cleavage is concentration dependent with respect to the acid, which suggests kinetically controlled processes. The isolation of a stable oxazolone as the product of some of the reactions seems to confirm that amide cleavage involves in all cases formation of an oxazolone-type derivative.

Serendipitous discovery of peptide dialkyl peroxides

In an attempt to synthesize a homologous series of peptide peresters, we investigated the reaction of the oxazol-5(4H)-ones of Pht-(Aib)n-OH (n=2-8) and tert-butyl hydroperoxide in the presence of 4-(dimethylamino)pyridine. Unexpectedly, the ma

Structural and mechanistic studies of the copper(II)-assisted ortho-hydroxylation of benzoates by trimethylamine N-oxide

N-benzoyl-2-methylalanine (H2L1) is ortho-hydroxylated stereoselectively by trimethylamine N-oxide (TMAO) in the presence of copper(II). The experimental structure of [Cu(L1)(TMAO)2] suggests that the oxygen transfer agent TMAO transfers the oxygen atom to copper(II), and (L1)2-, coordinated to copper(II) by a carboxylate oxygen and the amide nitrogen donor, is well pre-organized for an oxygen transfer from copper to the ortho carbon atom of the benzene ring. Product analyses as a function of reaction time of the copper(II)-mediated ortho-hydroxylation reaction with H2L1 and various derivatives support the suggestion of a reactive copper-oxo or copper-hydroxo intermediate, stabilized by a five-membered chelate with hard carboxylate and N-amide donors. The analysis also suggests that there is a pre-equilibrium with a Cu:L=1:1 ratio, and this might involve Cu/L2-/TMAO or dicopper complexes. Depending on the ligand H2L, complexation with the salicylate product may inhibit the ortho-hydroxylation reaction.

Composition containing a penem or carbapenem antibiotic and the use of the same

Administration of an N-acylated amino acid in association with a penem or carbapenem antibiotic relieves or eliminates the renal problems associated with administration of the antibiotic alone. The amino acid derivative and antibiotic may be formulated together as a composition or administered separately, either simultaneously or sequentially.

3-(Dimethylamino)-2,2-dimethyl-2H-azirine as an Aib Equivalent; Synthesis of Aib Oligopeptides

3-(Dimethylamino)-2,2-dimethyl-2H-azirine (1) reacts with carboxylic acids at 0-25 degC to give 2-acylamino-N,N,2-trimethylpropionamides (=2-acylamino-N,N-dimethylisobutyramide, acyl-Aib-NMe2) in excellent yields (Scheme 2 and 3).Examples of α-amino-, α-h

Composition containing a penem or carbapenem antibiotic

Administration of an N-acylated amino acid in association with a penem or carbapenem antibiotic relieves or eliminates the renal problems associated with administration of the antibiotic alone. The amino acid derivative and antibiotic may be formulated together as a composition or administered separately, either simultaneously or sequentially. The composition may be prepared by simple mixing.

Selektive Umfunktionalisierung der terminalen Amidgruppe offenkettiger Polyamide via 2-Oxazolin-5-one als Zwischenstufen

Treatment of aqueous or alcoholic solutions of diamides of type 2 with HCl leads to the formation of amide-acids and amide-esters of type 3 (Scheme 1 and Table).It has been shown, that 2-oxazolin-5-ones of type 4 are intermediates of this selective transf