120409-48-5

Upstream product

• 13726-67-5 Boc-Asp-OH 
• 24424-99-5 di-tert-butyl dicarbonate 
• 56-84-8 L-Aspartic acid 
• 693-13-0 diisopropyl-carbodiimide 

Downstream Products

• 617-45-8 aspartic Acid 
• 30925-19-0 BOC-Asp-α-ONB 
• 56-84-8 L-Aspartic acid 
• 104227-71-6 N-[(3S)-tetrahydro-5-oxo-3-furanyl]carbamic acid-1,1-dimethylethyl ester 
• 129046-87-3 fluoren-9-ylmethyl N-tert-butyloxycarbonyl-L-aspartate 
• 1360817-30-6 C₃₀H₂₉FN₄O₅S 
• 1360817-31-7 C₃₀H₂₉FN₄O₅S 
• 40856-59-5 tert-butyl (3S)-2-oxotetrahydrofuran-3-ylcarbamate 
• 117752-82-6 (S)-β-amino-γ-butyrolactone hydrochloride 
• 83345-44-2 3-tert-butoxycarbonylamino-4-hydroxy-butyric acid 
• 221106-60-1 (S)-3-(tert-butoxycarbonylamino)-4-(tert-butyldimethylsiloxy)butyric acid benzyl ester 
• 130052-03-8 2-tert-butoxycarbonylamino-succinic acid 4-benzyl ester 1-(2-cyano-ethyl) ester 
• 130052-02-7 Boc-Asp(OChx)-OCet 
• 73821-95-1 Boc-Asp(O-cyclohexyl)-OH 

Relevant academic research and scientific papers

CRYSTALLINE FORMS OF A PYRROLIDONE DERIVATIVE USEFUL IN THE TREATMENT OF ALZHEIMER'S DISEASE AND PREPARATION THEREOF

The present invention provides processes to manufacture crystalline N-[(3S)-1-[4-[(3-fluorophenyl)methoxy]phenyl]-5-oxo-pyrrolidin-3-yl]acetamide. Also disclosed are polymorphic forms of said compound as well as compounds useful as intermediates in the methods of the invention.

Polypeptide formation by heating N-t-butyloxycarbonyl acidic amino acid derivatives

An acid labile N-protecting group for amino acids, t-butyloxycarbonyl (Boc) group has deprotected at elevated temperatures. The study describes an application of the lability on heating to synthesis of polypeptides from acidic amino acids. t-Butyloxycarbonyl-acidic amino acids (aspartic acid, glutamic acid and β-aminoglutaric acid) and their anhydrides were heated at the higher temperatures than their melting points. Anhydrides of t-butyloxycarbonyl-aspartic acid and t-butyloxycarbonyl-β-aminoglutaric acid gave polypeptides. Thermal analyses of the substrates clarified the pathway of the polypeptide formation.

Isoform-selective thiazolo[5,4-b]pyridine S1P1 agonists possessing acyclic amino carboxylate head-groups

Replacement of the azetidine carboxylate of an S1P1 agonist development candidate, AMG 369, with a range of acyclic head-groups led to the identification of a novel, S1P3-sparing S1P1 agonist, (-)-2-amino -4-(3-fluoro-4-(5-(1-phenylcyclopropyl)thiazolo[5,4-b]pyridin-2-yl) phenyl)-2-methylbutanoic acid (8c), which possessed good in vivo efficacy and pharmacokinetic properties. A 0.3 mg/kg oral dose of 8c produced a statistically significant reduction in blood lymphocyte counts 24 h post-dosing in female Lewis rats.

Bronsted base-assisted boronic acid catalysis for the dehydrative intramolecular condensation of dicarboxylic acids

Bronsted base-assisted boronic acid catalysis for the dehydrative self-condensation of carboxylic acids is described. Arylboronic acid bearing bulky (N,N-dialkylamino)methyl groups at the 2,6-positions can catalyze the intramolecular dehydrative condensation of di-and tetracarboxylic acids. This is the first successful method for the catalytic dehydrative self-condensation of carboxylic acids.(Figure Presented)

An unexpected product from attempted reductive etherification of a silyl alcohol with an aldehyde

Reductive etherification, using BiBr3/Et3SiH, between two modified amino acids, one with a silyl alcohol side chain and one with an aldehyde side chain, gave, not the desired bis-amino acid, but a tetrahydrooxazine, in good yield.

A new entry to polyfunctionalized 4,5-trans disubstituted oxazolidin-2-ones from L-aspartic acid

A straightforward synthesis of enantiomerically pure (4R,5S)-5-oxazolidinecarboxylic acid, 2-oxo-4-[(t-butyldimethyl-silyloxy)methyl]-, benzyl ester and of (4S,5S)-4-oxazolidinecarboxylic acid, 2-oxo-5-[(t-butyldimethylsilyloxy)methyl]-, benzyl ester was envisaged starting from readily available L-aspartic acid. The key step is the diastereoselective addition of iodine with the introduction of a new stereogenic centre.

Thermal Syntheses of Polypeptides from N-Boc-Amino Acid(Aspartic Acid,β-Aminoglutaric Acid) Anhydrides

N-t-Butyloxycarbonyl-amino acid(aspartic acid:Asp, glutamic acid:Glu, β-aminoglutaric acid: β-Agl)anhydrides were deprotected upon heating at temperatures slightly higher than the melting points of these compounds and polypeptides were synthesized easily in high yield.