209325-69-9

Usage

Chemical Properties

White crystalline powder

Upstream product

• 186581-53-3 diazomethane 
• 1859-49-0 (2S,3S)-2-(benzylamino)-3-methylpentanoic acid 
• 2577-46-0 L-isoleucine methyl ester 
• 100-52-7 benzaldehyde 
• 18598-74-8 methyl L-isoleucinate hydrochloride 
• 40216-73-7 (2S,3S)-3-Methyl-2-{[1-phenyl-meth-(E)-ylidene]-amino}-pentanoic acid methyl ester 

Downstream Products

• 452282-33-6 C₁₄H₂₀N₂O₃ 
• 1258512-78-5 (2S,3S)-methyl 2-(n-benzyl-2-bromoacetamido)-3-methylpentanoate 
• 1640010-93-0 tert-butyl 2-allyl-2-(benzyl((2S,3S)-1-methoxy-3-methyl-1-oxopentan-2-yl)carbamoyl)hydrazine-1-carboxylate 
• 1620320-54-8 (3S,6R)-2-benzyl-3-((S)-sec-butyl)-6-methoxyhexahydropyridazino[1,2-a][1,2,4]triazine-1,4-dione 
• 1620320-22-0 (S)-2-allyl-4-benzyl-5-((S)-sec-butyl)-1,2,4-triazinane-3,6-dione 
• 1620320-37-7 (S)-2-benzyl-3-((S)-sec-butyl)-2,3,8,9-tetrahydropyridazino[1,2-a][1,2,4]triazine-1,4-dione 
• 1159839-75-4 (2S,3S)-2-(benzylamino)-3-methylpentan-1-ol 

Relevant academic research and scientific papers

CARBOXAMIDOMETHYL ESTERS (CAM ESTERS) AS CARBOXYL PROTECTING GROUPS

The carboxamidomethyl esters (CAM esters) are proposed for carboxyl protection in peptide synthesis.Amino acid CAM ester derivatives were easily prepared and showed good stability in the deblocking conditions of other common protecting groups used in pept

Diastereoselective synthesis of novel aza-diketopiperazines via a domino cyclohydrocarbonylation/addition process

Herein, we report an unprecedented, short and diastereo-selective synthesis of newly reported aza-diketopiperazine (aza-DKP) scaffolds starting from amino acids. The strategy is based on a Rh(i)-catalyzed hydroformylative cyclohydrocarbonylation of allyl-substituted aza-DKP, followed by a diastereoselective functionalization of the platform. This methodology allows the synthesis of novel bicyclic and tricyclic aza-DKP scaffolds incorporating six- or seven-membered rings, with potential applications in medicinal chemistry. This journal is the Partner Organisations 2014.

Analogs of tetramic acid

Tetramic acid analogues of Formula I and Formula II have antibacterial activity, primarily against gram-positive bacteria, and are iron chelators.

Facile synthesis of β-amino disulfides, cystines, and their direct incorporation into peptides

Herein, we report a simple and efficient methodology for the synthesis of β-amino disulfides by regioselective ring opening of sulfamidates with benzyltriethylammonium tetrathiomolybdate [BnNEt3] 2MoS4. Stability and reactivity of different protecting groups under the reaction conditions have been discussed. This methodology has also been extended to serine and threonine derived sulfamidates to furnish cystine and 3,3′-dimethyl cystine derivatives. Georg Thieme Verlag.

N-substituted 3-acetyltetramic acid derivatives as antibacterial agents

In order to expand the structure-activity relationship of tetramic acid molecules with structural similarity to the antibiotic reutericyclin, 22 compounds were synthesized and tested against a panel of clinically relevant bacteria. Key structural changes

A facile stereospecific synthesis of α-hydrazino esters

A convenient route to make α-hydrazino esters from their corresponding α-amino esters is reported. A key step is selective nitrosamine reduction using activated Zn, conc. HCl, and methanol at low temperatures giving nearly quantitative yields of the pure α-hydrazino esters.