30750-74-4

Usage

Uses

Used in Pharmaceutical Industry:
Boc-L-Aspartic anhydride is used as a protecting agent for amino groups in the synthesis of peptides and proteins. It is crucial for the selective protection of the aspartic acid residue, allowing chemists to control the reactivity of the amino group and avoid side reactions that could compromise the integrity of the final peptide product.
Used in Organic Synthesis:
In the realm of organic synthesis, Boc-L-Aspartic anhydride is employed as a versatile reagent for the protection of amino groups. Its use ensures efficient and selective shielding of the aspartic acid residue, facilitating the synthesis of complex organic molecules with high purity and yield.
Used in Research and Development:
Boc-L-Aspartic anhydride is utilized in research and development settings for the study of peptide and protein synthesis. Its ability to protect the aspartic acid residue makes it an invaluable tool for scientists exploring the mechanisms of peptide bond formation and the development of novel therapeutic agents.

Upstream product

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

Downstream Products

• 7536-58-5 BOC-L-aspartic acid 4-benzyl ester 
• 1676-90-0 Boc-Asp(OtBu)-OH 
• 73821-95-1 Boc-Asp(O-cyclohexyl)-OH 
• 130052-02-7 Boc-Asp(OChx)-OCet 
• 130052-03-8 2-tert-butoxycarbonylamino-succinic acid 4-benzyl ester 1-(2-cyano-ethyl) ester 
• 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 
• 221106-60-1 (S)-3-(tert-butoxycarbonylamino)-4-(tert-butyldimethylsiloxy)butyric acid benzyl ester 
• 83345-44-2 3-tert-butoxycarbonylamino-4-hydroxy-butyric acid 
• 1360817-30-6 C₃₀H₂₉FN₄O₅S 
• 1360817-31-7 C₃₀H₂₉FN₄O₅S 
• 40856-59-5 tert-butyl (3S)-2-oxotetrahydrofuran-3-ylcarbamate 

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.