119153-86-5

Upstream product

• 1149-26-4 (S)-N-(benzyloxycarbonyl)valine 
• 541-41-3 chloroformic acid ethyl ester 
• 72-18-4 L-valine 
• 501-53-1 benzyl chloroformate 

Downstream Products

• 13139-28-1 (S)-N-benzyloxycarbonylvalinamide 
• 2443-71-2 benzyl (S)-(1-hydrazineyl-3-methyl-1-oxobutan-2-yl)carbamate 
• 90105-46-7 benzyl (S)-(1-diazo-4-methyl-2-oxopentan-3-yl)carbamate 
• 155225-20-0 (2R,5S)-2-hydroxymethyl-5-iso-propylpiperazine 
• 155322-94-4 (2S,5S)-2-hydroxymethyl-5-iso-propylpiperazine 
• 155322-96-6 (2R,5S)-2-hydroxymethyl-5-iso-propyl-3,6-diketopiperazine 
• 861904-21-4 (S)-benzyl (3-methyl-1-oxo-1-(propylamino)butan-2-yl)carbamate 
• 110955-16-3 {(S)-1-[5-((S)-2-Benzyloxycarbonylamino-3-methyl-butyrylamino)-pentylcarbamoyl]-2-methyl-propyl}-carbamic acid benzyl ester 
• 119274-75-8 N,N'-bis(N-(carbobenzyloxy)-L-valyl)-1,3-diaminopropane 
• 1263315-48-5 benzyl (2S,3R)-2-isopropyl-5-oxopyrrolidin-3-ylcarbamate 
• 1263315-49-6 (2S,3R)-tert-butyl 3-(benzyloxycarbonylamino)-2-isopropyl-5-oxopyrrolidine-1-carboxylate 
• 1263315-51-0 (3R,4S) 3-(benzyloxycarbonylamino)-4-(tertbutoxycarbonylamino)-5-methylhexanoic acid 
• 1415109-61-3 C₂₆H₄₁N₃O₇ 
• 1415109-63-5 C₂₁H₃₃N₃O₅ 

Relevant academic research and scientific papers

Synthesis of Acetaminophen Analogues Containing α-Amino Acids and Fatty Acids for Inhibiting Hepatotoxicity

Acetaminophen is a popular antipyretic analgesic medicine that has weaker anti-inflammatory properties and lower incidence of side effects than nonsteroidal anti-inflammatory drugs (NSAIDs). However, acetaminophen causes hepatotoxicity due to the reactive metabolite N -acetyl- p -benzoquinone imine (NAPQI). We have obtained acetaminophen analogues in 57-99percent yields by using aniline derivatives with protected α-amino acids and fatty acids via the corresponding mixed carbonic carboxylic anhydrides in aqueous MeCN. We have also succeeded in synthesizing AM404 analogues in 76-97percent yields, which are expected to be promising candidates for reducing hepatotoxicity.

Evaluation of Amino Nitriles and an Amino Imidate as Organo?-catalysts in Aldol Reactions

The efficiency of l -valine and l -proline nitriles and a tert -butyl?- l -proline imidate as organocatalysts for the aldol reaction have been evaluated. l -Valine nitrile was found to be a syn -selective catalyst, while l -proline nitrile was found to be anti -selective, and gave products in modest to good enantioselectivities. tert -Butyl l -proline imidate was found to be a very efficient catalyst in terms of conversion of starting reagents to products, and gave good anti -selectivity. The enantioselectivity of the tert -butyl l -proline imidate was found to be good to excellent, with products being formed in up to 94percent enantiomeric excess.

Ecological base-conditioned preparation of dipeptides using unprotected α-amino acids containing hydrophilic side chains

The coupling reactions of 3-phenylpropanoic acid and Ncarboxybenzyl á-amino acids with unprotected á-amino acids containing hydrophilic side chains such as aliphatic alcohol, aromatic alcohol, thiol, carboxylic acid, and amide afforded the corresponding amides in 6696% yield without racemization via the corresponding mixed carbonic carboxylic anhydrides under basic conditions through an ecological green synthetic method.

Synthesis of Nα-Z protected amino alkyl triazole acids and their application to neo-glycopeptides synthesis

The synthesis of triazole linked glycopeptides employing 2-chloro-4,6-dimethoxy-1,3,5-triazine (CDMT) mediated coupling of Z-protected triazole acids with glycosyl amines and amino acid esters is described. The coupling proceeded smoothly at room temperat

Continuous flow synthesis of β-amino acids from α-amino acids via Arndt-Eistert homologation

A fully continuous four step process for the preparation of β-amino acids from their corresponding α-amino acids utilizing the Arndt-Eistert homologation approach is described. the Partner Organisations 2014.

Synthesis of enantiopure free and N-benzyloxycarbonyl-protected 3-substituted homotaurines from naturally occurring amino acids

Enantiopure N-benzyloxycarbonyl-protected and free 3-substituted homotaurines were synthesized from naturally occurring amino acids via N-benzyloxycarbonyl protection, Arndt-Eistert homologation, reduction, esterification with thioacetic acid, and oxidation with performic acid. The current method is a convenient, practical, and salt-free method for the synthesis of enantiopure 3-substituted homotaurine with moderate to good yields.

Convenient preparation of primary amides via activation of carboxylic acids with ethyl chloroformate and triethylamine under mild conditions

Primary amides were easily prepared in 22-99% yields from the corresponding carboxylic acids 1 or 5 with NH4Cl via activation with ClCO 2Et and Et3N. The enantiomers of the corresponding primary amides of Cbz-, Boc-, or Fmoc-α-amino acids can be separated by using a chiral column.

Convenient synthesis of acetaminophen analogues containing α-amino acids and fatty acids via their mixed carbonic carboxylic anhydrides in aqueous organic solvent

Acetaminophen analogues containing α-amino acid and fatty acids were easily synthesized in 77-99% yields from the corresponding mixed carbonic carboxylic anhydrides of α-amino acid and fatty acids using aniline derivatives in aqueous MeCN.

Molecular hydrogels from bolaform amino acid derivatives: A structure-properties study based on the thermodynamics of gel solubilization

Insight is provided into the aggregation thermodynamics associated to hydrogel formation by molecular gelators derived from L-valine and L-isoleucine. Solubility data from NMR measurements are used to extract thermodynamic parameters for the aggregation i

Original β,γ-diamino acid as an inducer of a γ-turn mimic in short peptides

Original αγα tripeptides containing one β,γ-diamino acid have been synthesized and their conformation determined by extensive NMR and molecular dynamic studies. These studies revealed the presence of a C9 hydrogen bonded turn around the β,γ-diamino acid which was stabilized by bulky side chains of the preceding residue. This turn can be considered as a mimic of the well-known γ-turn. The Royal Society of Chemistry 2012.