55207-76-6

Basic information

• Product Name: Acetaldehyde, (2-propenyloxy)-
• CAS NO: 55207-76-6
• Molecular Formula: C5H8O2
• Molecular Weight: 100.117
• Mol File: 55207-76-6.mol
• Article Data: 19

Chemical Properties

• CAS DataBase Reference: Acetaldehyde, (2-propenyloxy)-(CAS DataBase Reference)
• NIST Chemistry Reference: Acetaldehyde, (2-propenyloxy)-(55207-76-6)
• EPA Substance Registry System: Acetaldehyde, (2-propenyloxy)-(55207-76-6)

Safety Data

• Hazardous Substances Data: 55207-76-6(Hazardous Substances Data)

Usage

General Description

Acetaldehyde, (2-propenyloxy)-, also known as acrolein, is a highly reactive and toxic chemical compound commonly found in industrial and environmental settings. It is produced during the incomplete combustion of organic materials such as fossil fuels and tobacco smoke. Acrolein is a potent respiratory irritant and has been linked to adverse health effects, including respiratory and cardiovascular diseases, as well as carcinogenic properties. It is also a major contributor to air pollution and has been identified as a hazardous air pollutant by the Environmental Protection Agency (EPA). Due to its potential health risks, exposure to acrolein should be minimized and controlled in both occupational and environmental settings.

Upstream product

• 80586-92-1 [(E)-3-(prop-2-enyloxy)-propenyl]benzene 
• 123-34-2 3-allyloxy-1,2-propanediol 
• 4421-23-2 4-allyloxymethyl-2,2-dimethyl-1,3-dioxolane 
• 55207-74-4 2-Allyloxyacetaldehyde Dimethyl Acetal 
• 111-45-5 ethylene glycol monoallyl ether 

Downstream Products

• 1393360-33-2 C₁₀H₁₂O₂ 
• 1393360-36-5 C₇H₁₀O₂ 
• 78735-39-4 1-(allyloxy)butyl-3-ene-2-ol 

Relevant articles and documents

Evolution of a synthetic strategy for complex polypyrrole alkaloids: Total syntheses of curvulamine and curindolizine

Structurally unprecedented antibacterial alkaloids containing multiple electron-rich pyrrole units have recently been isolated from Curvularia sp. and Bipolaris maydis fungi. This article documents the evolution of a synthetic program aimed at accessing the flagship metabolites curvulamine and curindolizine which are presumably a dimer and trimer of a C10N biosynthetic building block, respectively. Starting with curvulamine, we detail several strategies to merge two simple, bioinspired fragments, which while ultimately unsuccessful, led us toward a pyrroloazepinone building block-based strategy and an improved synthesis of this 10π-aromatic heterocycle. A two-step annulation process was then designed to forge a conserved tetracyclic bis-pyrrole architecture and advanced into a variety of late-stage intermediates; unfortunately, however, a failed decarboxylation thwarted the total synthesis of curvulamine. By tailoring our annulation precursors, success was ultimately found through the use of a cyanohydrin nucleophile which enabled a 10-step total synthesis of curvulamine. Attempts were then made to realize a biomimetic coupling of curvulamine with an additional C10N fragment to arrive at curindolizine, the most complex family member. Although unproductive, we developed a 14-step total synthesis of this alkaloid through an abiotic coupling approach. Throughout this work, effort was made to harness and exploit the innate reactivity of the pyrrole nucleus, an objective which has uncovered many interesting findings in the chemistry of this reactive heterocycle.

CYCLIC MOLECULES AS BRUTON'S TYROSINE KINASE INHIBITOR

The present invention relates to a novel molecule with protein tyrosine kinase inhibitory activity, and the synthesis and usage thereof. Specifically, the present invention relates to compound by formula A, pharmaceutically acceptable salts, hydrates or solvates thereof, and the synthesis and usage thereof.

Asymmetric synthesis of propargylamines as amino acid surrogates in peptidomimetics

The amide moiety of peptides can be replaced for example by a triazole moiety, which is considered to be bioisosteric. Therefore, the carbonyl moiety of an amino acid has to be replaced by an alkyne in order to provide a precursor of such peptidomimetics. As most amino acids have a chiral center at Cα, such amide bond surrogates need a chiral moiety. Here the asymmetric synthesis of a set of 24 N-sulfinyl propargylamines is presented. The condensation of various aldehydes with Ellman's chiral sulfinamide provides chiral N-sulfinylimines, which were reacted with (trimethylsilyl)ethynyllithium to afford diastereomerically pure N-sulfinyl propargylamines. Diverse functional groups present in the propargylic position resemble the side chain present at the Cα of amino acids. Whereas propargylamines with (cyclo)alkyl substituents can be prepared in a direct manner, residues with polar functional groups require suitable protective groups. The presence of particular functional groups in the side chain in some cases leads to remarkable side reactions of the alkyne moiety. Thus, electron-withdrawing substituents in the Cα-position facilitate a base induced rearrangement to α,β-unsaturated imines, while azide-substituted propargylamines form triazoles under surprisingly mild conditions. A panel of propargylamines bearing fluoro or chloro substituents, polar functional groups, or basic and acidic functional groups is accessible for the use as precursors of peptidomimetics.