66966-20-9

Usage

Uses

Used in Polymer and Resin Production:
(2S)-3-(O-ALLYLOXYPHENOXY)-1,2-EPOXYPROPANE is used as a monomer in the production of polymers and resins. Its reactivity allows it to be incorporated into the polymerization process, contributing to the formation of various polymeric materials with specific properties for different applications.
Used in Chemical Synthesis:
Due to its ability to undergo ring-opening reactions and other chemical transformations, (2S)-3-(O-ALLYLOXYPHENOXY)-1,2-EPOXYPROPANE is used as an intermediate in the synthesis of various chemical compounds. This makes it a valuable building block in organic chemistry for creating a wide range of products.
It is important to handle (2S)-3-(O-ALLYLOXYPHENOXY)-1,2-EPOXYPROPANE with care due to its potential for skin and eye irritation, as well as its flammability. Proper safety measures should be taken during its use and storage to minimize risks.

Upstream product

• 141987-51-1 (R)-3-(2-allyloxy phenoxy)-1-chloro-2-propanol 
• 70987-78-9 (S)-Glycidyl tosylate 
• 1126-20-1 2-allyloxyphenol 
• 118712-60-0 S-oxiran-2-ylmethyl 4-nitrobenzenesulfonate 
• 115314-14-2 (2s)-(+)-glycidyl 3-nitrobenzenesulfonate 
• 51594-55-9 (R)-(-)-epichlorohydrin 
• 141987-34-0 Acetic acid 2-(2-allyloxy-phenoxy)-1-chloromethyl-ethyl ester 
• 6452-74-0 3-(o-Allyloxyphenoxy)-2-hydroxy-1-chlorpropan 

Downstream Products

• 6452-71-7 (-)-Oxprenolol 

Relevant academic research and scientific papers

PROCESS FOR PRODUCING GLYCIDYL ETHER

A process for producing a glycidyl ether and an optically active compound thereof with high yield and an optically high purity comprising reacting an alcohol with epihalohydrin in a base to thereby produce a glycidyl ether, the reaction performed in a two-layer system of a nonaqueous organic solvent and an aqueous solvent.

Determination of the enantiomeric purity and the configuration of β- aminoalcohols using (R)-2-fluorophenylacetic acid (AFPA) and fluorine-19 NMR: Application to β-blockers

A method has been developed for determining the enantiomeric purity and the absolute configuration of β-aminoalcohols of type ArOCH2CH(OH)CH2NHR (R = iPr, tBu). To determine enantiomeric purity, the amine function was first protected by a benzyl group, then the compound formed was esterified using the acid chloride of (R)-2-fluorophenylacetic acid (AFPA). The 19F NMR analysis of the derivative obtained revealed the presence of two distinctly separate signals (~2.5 ppm), the one for the RS-SR pair being the most deshielded. The configuration was determined directly on the aminoalcohol by using the acid. In stoichiometric conditions, when R = iPr, the amide function was obtained very preponderantly. The 19F NMR spectrum of the amide presented four distinct signals when derivatization was carried out by means of a reaction between the (±)-β-aminoalcohol and the (R)-AFPA. The extreme signals, which were over 3.5 ppm apart, did not belong to the same diastereomer. With R = tBu essentially the ester function was obtained. The first studies revealed the presence of two signals, though not as clearly separated as in the previous cases. Each experiment was simple to perform, and purification was not necessary. Mosher's acid gave unsatisfactory results in each case. (C) 2000 Elsevier Science Ltd.

CsF in organic synthesis. Regioselective nucleophilic reactions of phenols with oxiranes leading to enantiopure β-blockers

The two modes of the paths in the reaction of oxiranes with phenols are completely controlled by CsF. Glycidyl nosylate undergoes exclusive substitution at the C1 position whereas the ring-opening (C-3 attack) occurs with epichlorohydrin, glycidol, and 1,2-epoxyalkanes. These reactions provide convenient access to enantiopure β-blockers.

CsF in organic synthesis. The first and convenient synthesis of enantiopure bisoprolol by use of glycidyl nosylate

The regioselective substitution of glycidyl nosylate with phenols is catalyzed by CsF in the presence of K2CO3 in DMF; this reaction enables the first and convenient synthesis of enantiopure bisoprolol.

Enzyme Assisted Preparation of Enantiomerically Pure β-Adrenergic Blockers III. Optically Active Chlorohydrin Derivatives and Their Conversion

Optical active chlorohydrin derivatives 2a-m and 3a-m of both enantiomeric series were prepared via both enzymatic hydrolyses and acyltransfer reactions catalysed by a highly selective lipase from Pseudomonas sp..The resulting building blocks were further transformed into the corresponding β-blockers of high enantiomeric purity.