4388-58-3

Usage

Physical state

Colorless liquid

Uses

a. Solvent
b. Intermediate in the synthesis of pharmaceuticals, agrochemicals, and other organic compounds

Reactivity

Highly reactive, can undergo hydrolysis and oxidation

Toxicity

Potentially toxic, considered a hazardous material

Safety precautions

Proper handling and safety measures should be taken to avoid harmful effects on human health and the environment.

InChI:InChI=1/C6H9NO2/c7-3-1-2-6-8-4-5-9-6/h6H,1-2,4-5H2

Upstream product

• 107-13-1 acrylonitrile 
• 646-06-0 1,3-DIOXOLANE 
• 4362-36-1 2-(2-chloroethyl)-1,3-dioxolane 
• 143-33-9 sodium cyanide 
• 18742-02-4 2-bromo-2-(2-ethyl)dioxolane 
• 83665-55-8 2-(2-iodoethyl)-1,3-dioxolane 
• 3515-93-3 4-oxobutanenitrile 
• 107-21-1 ethylene glycol 
• 16686-11-6 2-(3-chloropropyl)-1,3-dioxolane 
• 773837-37-9 sodium cyanide 

Downstream Products

• 4388-60-7 3-(1,3-dioxolan-2-yl)propan-1-amine 
• 1231-74-9 methyl O-methylpodocarpate 
• 13740-11-9 12-methoxy-19-norpodocarpa-4⁽¹⁸⁾,8,11,13-tetraene 

Relevant academic research and scientific papers

BENZYL SUBSTITUTED INDAZOLES

Compounds of formula (I) and their use as pharmaceuticals.

Heteroatom-directed alkylcyanation of alkynes

Alkanenitriles having a heteroatom such as nitrogen, oxygen, and sulfur at the γ-position are found to add across alkynes stereo-and regioselectively by nickel/Lewis acid catalysis to give highly substituted acrylonitriles. The heteroatom functionalities likely coordinate to the nickel center to make oxidative addition of the C-CN bonds of the alkyl cyanides kinetically favorable, forming a five-membered nickelacycle intermediate and, thus, preventing β-hydride elimination to allow the alkylcyanation reaction.

Tetrabutylammonium decatungstate-photosensitized alkylation of electrophilic alkenes: Convenient functionalization of aliphatic C-H bonds

Tetrabutylammonium decatungstate (TBADT, 2×10-3M) is an effective photocatalyst for the alkylation of electrophilic alkenes (0.1 M, α,β-unsaturated nitriles, esters, ketones) by alkanes, alcohols, and ethers. The products are in most cases obtained in >70% isolated yields, through an experimentally very simple procedure. The kinetics of the radical processes following initial hydrogen abstraction by excited TBADT in deoxygenated MeCN have been studied. In the absence of a trap, back hydrogen transfer from reduced tungstate is the main pathway for alkyl radicals, while α-hydroxyalkyl radicals are oxidized to ketones by ground-state TBADT. With both radical types the reaction ceases at a few percent conversion. However, trapping by electrophilic alkenes is followed by reduction of the radical adduct and regeneration of the catalyst, which allows the alkylation to proceed up to complete alkene conversion with the mentioned good yields of products. With a nucleophilic (α-hydroxyalkyl) radical, alkylation is efficient (Φ = 0.58) and can also be carried out when degassing is omitted, the only difference being a short induction period. With a less reactive (cyclohexyl) radical, the quantum yield is lower (Φ = 0.06) and the reaction is considerably slowed in aerated solutions, but the chemical yield remains good.

Preparation of [1,2,3,4,5-13C 5]-5-Amino-4-oxopentanoic Acid (ALA) - Design of a Synthetic Scheme to Prepare Any 13C- and 15N-Isotopomer with High Isotopic Enrichment

5-Amino-4-oxopentanoic acid (5-aminolevulinic acid) is a precursor in the biosynthesis of the biologically active porphyrins such as chlorophyll, bacteriochlorophyll, heme, etc. These systems are central in photosynthesis, oxygen transport, electron transport, etc. In this paper we describe a simple scheme to prepare any isotopomer of 5-aminolevulinic acid in a few steps in high yield. Using a similar scheme, levulinic acid can now also be prepared in any isotopomeric form. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003.

Inhibitors of aspartyl protease

The present invention relates to a novel class of sulfonamides which are aspartyl protease inhibitors. In one embodiment, this invention relates to a novel class of HIV aspartyl protease inhibitors characterized by specific structural and physicochemical features. This invention also relates to pharmaceutical compositions comprising these compounds. The compounds and pharmaceutical compositions of this invention are particularly well suited for inhibiting HIV-1 and HIV-2 protease activity and consequently, may be advantageously used as anti-viral agents against the HIV-1 and HIV-2 viruses. This invention also relates to methods for inhibiting the activity of HIV aspartyl protease using the compounds of this invention and methods for screening compounds for anti-HIV activity.

Method and compounds for diagnosing coronary artery disease

The present invention relates generally to methods of diagnosis, evaluation and treatment of coronary artery disease in mammals using substituted catecholamines and compounds therefore. It also relates to the preparation, use and administration of these compounds which are useful in the diagnosis, evaluation and treatment of coronary artery disease by means of a feedback controlled drug delivery system that delivers exercise simulating agents which are capable of eliciting acute responses similar to those elicited by aerobic exercise.

A new synthesis of monosubstituted succinaldehydes and 3-substituted pyrroles from acetonitriles. Formal synthesis of 2,3-dihydro-7-methyl-2H-pyrrolizidin-1-one (Danaidone), a semiochemical of Danaid butterflies

A convenient and versatile synthesis of monosubstituted succinaldehydes and 3-substituted pyrroles from acetonitriles was devised. The methodology was applied to the preparation of 9, the penultimate intermediate in the Meinwald and Meinwald synthesis of Danaidone.12 Copyright

RADICAL ADDION OF 1,3-DIOXOLANE TO UNSATURETED COMPOUNDS

The radical addition of 1,3-dioxolane to 1-hexene and vinyl acetate leads to the formation of 2- and 4-substituted dioxolanes and alkyl formates.The products from the reaction of 1,3-dioxolane with acrylonitrile and dimethyl maleate are 2-alkyl-1,3-dioxolanes.