828254-17-7

Usage

Uses

Used in Pharmaceutical Industry:
(R,S)-2-Isobutyl-3-(boc-aMino)propanoic acid is used as a building block for the synthesis of peptide-based molecules, which are essential in the development of peptide drugs and therapeutic compounds. Its unique structure and properties contribute to the creation of novel pharmaceuticals with potential therapeutic benefits.
Used in Medicinal Chemistry Research and Development:
(R,S)-2-Isobutyl-3-(boc-aMino)propanoic acid is used as a key component in the design and synthesis of new peptide-based molecules for medicinal chemistry research. Its specific structure allows for the exploration of new drug candidates and the advancement of our understanding of peptide-based therapeutics.
Used in Biotechnology Research and Development:
(R,S)-2-Isobutyl-3-(boc-aMino)propanoic acid is used as a building block in the development of new biotechnological applications, such as the creation of novel bioactive peptides or the enhancement of existing ones. Its unique properties may contribute to the discovery of new biotechnological solutions and innovations.

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 210345-89-4 (2R)-([amino]methyl)-4-methylpentanoic acid 
• 887143-14-8 (2S)-N-{(2R)-2-[(dibenzylamino)methyl]-4-methylpentanoyl}camphorsultam 
• 61-90-5 L-leucine 
• 28659-87-2 (S)-2-bromo-4-methylpentanoic acid 
• 100869-07-6 2-(aminomethyl)-4-methylpentanoic acid 
• 941292-90-6 (S)-β-2-methylpropyl-γ-Boc-amino-propylalcohol 
• 106367-47-9 Methyl 4-methyl-2-cyanopent-2-enoate 
• 132605-95-9 2-(aminomethyl)-4-methylpentanoic acid hydrochloride 
• 114438-66-3 (-)-methyl-(S)-2-bromo-4-methylpentanoate 
• 887143-09-1 methyl 2-[(dibenzylamino)methyl]-4-methylpentanoate 
• 776327-14-1 2-aminomethyl-4-methyl-pentanoic acid methyl ester 
• 262301-37-1 N-[3-(N'-diphenylmethylene)-2-isobutylaminopropionyl] sultam 
• 927830-83-9 (R)-2-Aminomethyl-1-((1R,5S,7S)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-4-methyl-pentan-1-one 

Relevant academic research and scientific papers

Beta amino acid-modified and fluorescently labelled kisspeptin analogues with potent KISS1R activity

Kisspeptin analogues with improved metabolic stability may represent important ligands in the study of the kisspeptin/KISS1R system and have therapeutic potential. In this paper we assess the activity of known and novel kisspeptin analogues utilising a du

HETEROCYCLIC KINASE INHIBITORS

The present disclosure is generally directed to compounds which can inhibit AAK1 (adaptor associated kinase 1), compositions comprising such compounds, and methods for inhibiting AAK1.

Practical synthesis of enantiomerically pure β2-amino acids via proline-catalyzed diastereoselective aminomethylation of aldehydes

Proline-catalyzed diastereoselective aminomethylation of aldehydes using a chiral iminium ion, generated from a readily prepared precursor, provides α-substituted-β-amino aldehydes with 85:15 to 90: 10 dr. The α-substituted-β-amino aldehydes can be reduce

CONCISE BETA2-AMINO ACID SYNTHESIS VIA ORGANOCATALYTIC AMINOMETHYLATION

The present invention provides a method for the synthesis of ?2-amino acids. The method also provides methods yielding a-substituted ?-amino aldehydes and ?-substituted γ-amino alcohols. The present method according to this invention allows for increased yield and easier purification using minimal chromatography or crystallization. The methods described herein are based on an aldehyde aminomethylation which involves a Mannich reaction between an aldehyde and a formaldehyde-derived N,O-acetal (iminium precursor) and a catalyst, such as, for example, L-proline or a pyrrolidine. The invention allows for large scale, commercial preparation of ?2-amino acids.

New scalable asymmetric aminomethylation reaction for the synthesis of β2-amino acids

β-Amino acids are useful tools in the design of peptidomimetics, and the development of new methods for their syntheses, particularly the synthesis of β2-amino acids, remains an important challenge. Here we report a new scalable route based on the aminomethylation of silyl ketene N,O-acetals by Mannich-type iminium electrophiles. Wiley-VCH Verlag GmbH & Co. KGaA, 2007.

Efficient synthesis of β2-amino acid by homologation of α-amino acids involving the reformatsky reaction and Mannich-type imminium electrophile

Development of new methods for the synthesis of β-amino acids is important as polymers of these compounds are promising peptidomimetic candidates in medicinal chemistry. We report here our findings on a new and highly efficient general strategy for the synthesis of β2-amino acids by homologation of α-amino acids, involving the Reformatsky reaction and Mannich-type imminium electrophile.

Diastereoselective synthesis of β2-amino acids

As part of an ongoing project concerning the synthesis of nonnatural amino acids, we have now developed a general strategy for the preparation of β2-amino acids (or 2-aminocarboxylic acid derivatives). Our procedure involves the synthesis of the sultam β-alaninate precursor 5 whose alkylation led with high yields and excellent diastereoselectivity to the precursor of β2-homophenylalanine, β2-homoalanine, and β2-homoleucine. Subsequent deprotection and Boc-protection yielded the expected β2-amino acids. X-ray analysis of the alkylation product established that (-)-sultam yielded (R)-β2-amino acids, conversely (+)-sultam yielded the enantiomer. The topicity of this alkylation is in agreement with the alkylation of Oppolzer's precursor for the synthesis of α-amino acids and opposite to that observed for gem-dialkylation.