182120-90-7

Basic information

• Product Name: 2-((TERT-BUTOXYCARBONYLAMINO)METHYL)OXAZOLE-4-CARBOXYLIC ACID
• Synonyms: 2-((TERT-BUTOXYCARBONYLAMINO)METHYL)OXAZOLE-4-CARBOXYLIC ACID;2-[N-(tert-butoxycarbonyl)aminomethyl]oxazole-4-carboxylic acid;2-(Aminomethyl)-1,3-oxazole-4-carboxylic acid, 2-BOC protected;2-{[(tert-Butoxycarbonyl)amino]methyl}-1,3-oxazole-4-carboxylic acid
• CAS NO: 182120-90-7
• Molecular Formula: C₁₀H₁₄N₂O₅
• Molecular Weight: 242.23
• Mol File: 182120-90-7.mol

Chemical Properties

• Boiling Point: 414.2°C at 760 mmHg
• Flash Point: 204.3°C
• Appearance: /
• Density: 1.28g/cm³
• Vapor Pressure: 1.33E-07mmHg at 25°C
• Refractive Index: 1.514
• CAS DataBase Reference: 2-((TERT-BUTOXYCARBONYLAMINO)METHYL)OXAZOLE-4-CARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2-((TERT-BUTOXYCARBONYLAMINO)METHYL)OXAZOLE-4-CARBOXYLIC ACID(182120-90-7)
• EPA Substance Registry System: 2-((TERT-BUTOXYCARBONYLAMINO)METHYL)OXAZOLE-4-CARBOXYLIC ACID(182120-90-7)

Safety Data

• Hazardous Substances Data: 182120-90-7(Hazardous Substances Data)

Usage

Chemical class

Oxazole derivatives

Explanation

The compound belongs to the oxazole class of molecules, which are characterized by a five-membered ring with one oxygen and two nitrogen atoms.

Explanation

2-((Tert-butoxycarbonylamino)methyl)oxazole-4-carboxylic acid is derived from oxazole-4-carboxylic acid, which is a core structure of the molecule.

Explanation

This group is attached to the methyl group of the oxazole ring, which consists of a tert-butyl group (C4H9) and a carbonyl group (C=O).

Explanation

The compound contains a carboxylic acid functional group (-COOH) at the 4-position of the oxazole ring, which is responsible for its acidic properties.

Explanation

2-((Tert-butoxycarbonylamino)methyl)oxazole-4-carboxylic acid may be used in the development of pharmaceuticals due to its unique structure and properties.

Explanation

The compound can be used as a building block or intermediate in the synthesis of other organic compounds, expanding its potential applications in various fields.

Explanation

Further research is needed to fully understand the properties and potential uses of 2-((Tert-butoxycarbonylamino)methyl)oxazole-4-carboxylic acid, as its applications and behavior in different conditions are not yet fully explored.

Parent compound

Oxazole-4-carboxylic acid

Substituent

tert-Butoxycarbonylamino group

Functional groups

Carboxylic acid

Potential applications

Medicinal chemistry

Synthesis

Organic compound synthesis

Research status

Ongoing

InChI:InChI=1/C10H14N2O5/c1-10(2,3)17-9(15)11-4-7-12-6(5-16-7)8(13)14/h5H,4H2,1-3H3,(H,11,15)(H,13,14)

Upstream product

• 4530-20-5 BOC-glycine 
• 83661-73-8 methyl (tert-butoxycarbonyl)glycyl-L-serinate 
• 871715-69-4 methyl 2-({[(tert-butoxy)carbonyl]amino}methyl)-4,5-dihydro-1,3-oxazole-4-carboxylate 
• 182120-87-2 2-tert-butoxycarbonylaminoacetimidic acid ethyl ester 
• 35150-09-5 N-(tert-butoxycarbonyl)glycine 
• 24424-99-5 di-tert-butyl dicarbonate 
• 182120-89-4 methyl 2-({[(tert-butoxy)carbonyl]amino}methyl)-1,3-oxazole-4-carboxylate 

Downstream Products

• 860791-85-1 2-{(S)-1-[(2-{[(R)-1-((2S,3S)-2-tert-butoxycarbonylamino-3-methylpentanoylamino)-2-methylpropylamino]methyl}[2,4';2',4]teroxazole-4-carbothioyl)amino]-2-hydroxyethyl}-5-phenyloxazole-4-carboxylic acid methyl ester 
• 848761-08-0 2-{(S)-1-[(2''-{[(S)-1-((2S,3S)-2-tert-butoxycarbonylamino-3-methylpentanoylamino)-2-methylpropylamino]methyl}[2,4';2',4'']teroxazole-4-carbothioyl)amino]-2-hydroxyethyl}-5-phenyloxazole-4-carboxylic acid methyl ester 
• 848761-10-4 C₃₄H₃₆N₈O₈S 
• 848761-14-8 C₃₄H₃₆N₈O₈S 

Relevant articles and documents

Late-Stage Macrocyclization of Bioactive Peptides with Internal Oxazole Motifs via Palladium-Catalyzed C-H Olefination

Oxazole is an important pharmacophore and exists in the backbone of many bioactive peptide natural products and peptidomimetics. Efficient methods for the synthesis and direct functionalization of complex oxazole-containing peptides are in high demand. Herein, we report the late-stage site-selective functionalization of oxazole-containing peptides via palladium-catalyzed δ-C(sp2)-H olefination of phenylalanine, tryptophan, and tyrosine residues. This strategy utilizes oxazole motifs as internal directing groups and provides access to oxazole-containing peptide macrocycles with bioactivities.

Solid-Phase-Based Total Synthesis and Stereochemical Assignment of the Cryptic Natural Product Aurantizolicin

The total synthesis and stereochemical assignment of the polyazole cyclopeptide aurantizolicin was achieved by connecting the solution synthesis of building blocks with solid-phase peptide synthesis. Macrothiolactonization and an aza-Wittig reaction provi

NOVEL FERROPORTIN INHIBITORS

The invention relates to novel ferroportin inhibitors of the general formula (I) pharmaceutical compositions comprising them and the use thereof as medicaments, in particular for the prophylaxis and/or treatment of diseases caused by a lack of hepcidin or iron metabolism disorders, such as particularly iron overload states such as in particular thalassemia and hemochromatosis.

Total synthesis of Microcin B17 via a fragment condensation approach

The total synthesis of the 43 amino acid antibacterial peptide Microcin B17 (MccB17) is described. The natural product was synthesized via a convergent approach from a heterocycle-derived peptide and peptide thioester fragments prepared via Fmoc-strategy solid phase peptide synthesis (SPPS). Final assembly was achieved in an efficient manner using two Ag(I)-assisted peptide ligation reactions to afford MccB17 in excellent overall yield.

Method for preparing largazole analogs and uses thereof

Analogs of largazole are described herein. Methods of treating cancer and blood disorders using largazole and largazole analogs and pharmaceutical compositions comprising the same are additionally described herein. Methods for preparing largazole analogs are likewise described.

Synthesis and histone deacetylase inhibitory activity of largazole analogs: Alteration of the zinc-binding domain and macrocyclic scaffold

Fourteen analogs of the marine natural product largazole have been prepared and assayed against histone deacetylases (HDACs) 1, 2, 3, and 6. Olefin cross-metathesis was used to efficiently access six variants of the side-chain zinc-binding domain, while adaptation of our previously reported modular synthesis allowed probing of the macrocyclic cap group.

Novel polyoxazole-based cyclopeptides from Streptomyces sp. Total synthesis of the cyclopeptide YM-216391 and synthetic studies towards telomestatin

A convergent, complementary, synthetic approach to the contiguously linked tris-oxazole units 10, 11 and 12 in telomestatin (1) and YM-216391 (2) is described. The route involves coupling reactions between oxazole 4-carboxylic acids, viz16a, 16c, 16d and

Oxazole and thiazole combinatorial libraries

This invention provides a novel method for synthesizing an ensemble of peptides that allows for the generation of an unlimited number of antibiotic compounds. More specifically, the method comprises utilizes synthetic heterocyclic amino acids containing thaizole and/or oxazole as building blocks in a solid phase combinatorial synthesis to yield natural and unnatural antibiotic compounds.

Synthese natuerlich vorkommender, konformativ eingeschraenkter Oxazol- und Thiazol-haltiger Di- und Tripeptidmimetika

Keywords: Aminosaeuren; Heterocyclen; Oxidationen; Peptidmimetica; Synthesemethoden