73956-17-9

Basic information

• Product Name: ETHYL-2-FORMYLTHIAZOLE-4-CARBOXYLATE
• Synonyms: ETHYL-2-FORMYLTHIAZOLE-4-CARBOXYLATE;4-Thiazolecarboxylicacid,2-formyl-,ethylester(9CI);2-FORMYL-THIAZOLE-4-CARBOXYLIC ACID ETHYL ESTER;4-Thiazolecarboxylic acid, 2-formyl-, ethyl ester
• CAS NO: 73956-17-9
• Molecular Formula: C₇H₇NO₃S
• Molecular Weight: 185.20038
• Product Categories: THIAZOLE
• Mol File: 73956-17-9.mol
• Article Data: 5

Chemical Properties

• Melting Point: 64.3-65.6 °C(Solv: ligroine (8032-32-4))
• Boiling Point: 311.6±34.0 °C(Predicted)
• Appearance: /
• Density: 1.340±0.06 g/cm3(Predicted)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: -1.90±0.10(Predicted)
• CAS DataBase Reference: ETHYL-2-FORMYLTHIAZOLE-4-CARBOXYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL-2-FORMYLTHIAZOLE-4-CARBOXYLATE(73956-17-9)
• EPA Substance Registry System: ETHYL-2-FORMYLTHIAZOLE-4-CARBOXYLATE(73956-17-9)

Safety Data

• Hazardous Substances Data: 73956-17-9(Hazardous Substances Data)

Usage

General Description

ETHYL-2-FORMYLTHIAZOLE-4-CARBOXYLATE is a chemical compound with the molecular formula C8H7NO3S. It is an ester derivative of 2-formylthiazole-4-carboxylic acid, with its ethyl group linked to the carboxyl group. ETHYL-2-FORMYLTHIAZOLE-4-CARBOXYLATE is commonly used as a building block in the synthesis of various pharmaceuticals and agrochemicals. It has also been studied for its potential biological activities, including antioxidant and antimicrobial properties.ETHYL-2-FORMYLTHIAZOLE-4-CARBOXYLATE is mainly utilized in organic synthesis, pharmaceutical and agrochemical research due to its potential bioactivity.

Upstream product

• 6436-59-5 ethyl 2-methylthiazole-4-carboxylate 

Downstream Products

• 1282549-97-6 2-{[(3,5-dimethoxybenzoyl)(2-phenyl ethyl)amino]methyl}-1,3-thiazole-4-carboxylic acid 
• 870006-12-5 N-benzyl-C-[4-(ethoxycarbonyl)-2-thiazolyl]nitrone 

Relevant articles and documents

Structure elucidation of colibactin and its DNA cross-links

Colibactin is a complex secondary metabolite produced by some genotoxic gut Escherichia coli strains. The presence of colibactin-producing bacteria correlates with the frequency and severity of colorectal cancer in humans. However, because colibactin has not been isolated or structurally characterized, studying the physiological effects of colibactin-producing bacteria in the human gut has been difficult. We used a combination of genetics, isotope labeling, tandem mass spectrometry, and chemical synthesis to deduce the structure of colibactin. Our structural assignment accounts for all known biosynthetic and cell biology data and suggests roles for the final unaccounted enzymes in the colibactin gene cluster.

Asymmetric aldol reaction of thiazole-carbaldehydes: Regio- And stereoselective synthesis of tubuvalin analogues

The first organocatalytic enantioselective approach to precursors of tubuvaline (pre-Tuv) is presented employing a prolinamide-catalyzed aldol reaction of easily accessible thiazole-carbaldehyde with methyl isopropyl ketone "on water" in excellent yield as well as regio- and enantioselectivities. The analogues of pre-Tuv were achieved using an l-proline-catalyzed direct asymmetric aldol reaction of substituted thiazole-carbaldehydes with acetone. A direct and flexible approach to the tubavaline (Tuv) core of tubusylins has been established employing the reductive amination of the pre-Tuv species. The key aldol reaction should greatly expand the potential of this strategy to the synthesis of natural product tubulysins and a range of analogues.

An improved synthesis of pyridine-thiazole cores of thiopeptide antibiotics

(Figure Presented) The oxidation of 2-methylthiazoles to 2-formylthiazoles simplifies the implementation of the Bagley variant of the Bohlmann-Rahtz reaction as a key step in a concise new route to pyridine cores of thiopeptide antibiotics.