104605-98-3

Usage

Uses

Used in Organic Synthesis:
(S)-2-((4-FLUOROPHENOXY)METHYL)OXIRANE is used as a reagent in organic synthesis for its ability to facilitate various chemical reactions and form a range of products.
Used in Pharmaceutical Production:
In the pharmaceutical industry, (S)-2-((4-FLUOROPHENOXY)METHYL)OXIRANE is utilized as an intermediate, playing a crucial role in the development and manufacturing of various medications.
Used in Agrochemicals:
(S)-2-((4-FLUOROPHENOXY)METHYL)OXIRANE is also employed in the production of agrochemicals, contributing to the development of substances that aid in the management and protection of crops.
Used as a Chiral Building Block:
In the synthesis of biologically active compounds, (S)-2-((4-FLUOROPHENOXY)METHYL)OXIRANE serves as a valuable chiral building block, enabling the creation of enantiomerically pure compounds with potential applications in various fields, including medicine and biotechnology.

Upstream product

• 371-41-5 4-Fluorophenol 
• 106-89-8 epichlorohydrin 
• 13990-72-2 1-allyloxy-4-fluorobenzene 
• 18123-82-5 2-(4-fluorophenoxymethyl)oxirane 
• 115314-14-2 (2s)-(+)-glycidyl 3-nitrobenzenesulfonate 
• 51594-55-9 (R)-(-)-epichlorohydrin 
• 67843-74-7 (S)-epichlorohydrin 
• 3132-64-7 1,2-Epoxy-3-bromopropane 

Downstream Products

• 66307-49-1 1-(2-hydroxy-3-phenylpiperazinopropoxy)-4-fluorobenzene 
• 104605-95-0 (2R)-1-(4-fluorophenoxy)propane-2,3-diol 
• 104605-97-2 (2R)-2,3-epoxy-1-(4-fluorophenoxy)propane 
• 65478-10-6 2-hydroxy-3-(p-fluorophenoxy)-1-propanethiol 
• 200632-00-4 5-{[2-hydroxy-3-(4-fluorophenoxy)]propyl}thiazolidine-2,4-dione 
• 99579-75-6 2-methyl-1'-[2-hydroxy-3-(4-fluorophenoxy)propyl]spiro[2H-1,4-benzodioxepin-3(5H)4'-piperidine]hydrochloride 

Relevant academic research and scientific papers

Chemoselective Epoxidation of Allyloxybenzene by Hydrogen Peroxide Over MFI-Type Titanosilicate

The chemoselective synthesis of 2-(phenoxymethyl)oxirane from allyloxybenzene is achieved with over 90 % yield in a sustainable reaction system using titanium-substituted silicalite-1 (TS-1) as a catalyst, hydrogen peroxide (H2O2) as an oxidant, and a mixture of MeOH/MeCN as a solvent at 40 °C. No acid-catalyzed side reactions prompted by the Lewis acidity of the Ti active site in TS-1 are observed. The TS-1 catalyst can also promote the formation of oxiranes from various p-substituted allyloxybenzenes in good yields. The reaction mechanism is investigated through the reaction with other allyloxy compounds. The results, which are supported by DFT calculations, indicate that an active species of Ti peroxides formed from the reaction of TS-1 with H2O2 selectively oxidizes the allyloxybenzene to 2-(phenoxymethyl)oxirane.

Montmorillonite K10 catalyzed highly regioselective azidolysis of epoxides: A short and efficient synthesis of phenylglycine

A series of β‐hydroxyazides were effectively synthesized from the regioselective ring opening of epoxides by sodium azide using montmorillonite K10 as a novel heterogeneous catalyst in aqueous acetonitrile in good to excellent yields. The utility of this method has been demonstrated by achieving a short synthesis of phenylglycine in 33.5% overall yield.

Solvent-Directed Epoxide Opening with Primary Amines for the Synthesis of β-Amino Alcohols

An efficient synthesis of β-amino alcohols from a variety of epoxides and primary unbranched amines in the absence of any catalyst in high yields and regioselectivities is reported. A variety of polar mixed solvent systems allow for the selective formation of secondary amino alcohols over tertiary amino alcohols. The reaction scope extends to a wide variety of aromatic and aliphatic substituted epoxides and primary amines bearing complex functionality.

Synthesis of 2-(phenoxymethyl)oxirane derivatives through unexpected rearrangement of oxiran-2-ylmethyl benzenesulfonates

The synthesis of 2-(phenoxymethyl)oxirane derivatives from oxiran-2-ylmethyl benzenesulfonates was developed through a base promoted rearrangement. A new C-O bond was formed along with the unexpected cleavage of C-S bond via this process. This unusual reaction was characterized with mild reaction conditions, high efficiency, and excellent functional group tolerance. A plausible reaction mechanism was proposed on the basis of experimental results and control experiments.

ANTI-INFECTIVE COMPOUNDS

The present invention relates to small molecule compounds and their use in the treatment of bacterial infections, in particular Tuberculosis.

Stereoselective total synthesis of the potent anti-asthmatic compound CMI-977 (LDP-977)

A short and efficient stereoselective total synthesis of CMI-977 (LDP-977), a potent and orally active anti-asthmatic compound, was developed. The key steps involve a highly diastereoselective Mukaiyama oxidative cyclization, which provides the trans-THF (tetrahydrofuran) unit and a Seyferth-Gilbert homologation to construct the triple bond in the target molecule. The synthesis of the key chiral building block was performed using Jacobsen hydrolytic kinetic resolution.

Novel Benzyl Sulfonamide Derivatives Useful As MOGAT-2 Inhibitors

The present invention provides compounds of Formula below: and analogues thereof where the various substituent groups, R1, R2, R3, R4, R5 A, and X are described herein; or a pharmaceutical salt thereof; a method of treating a condition such as hypertrigly

A new synthesis of sultams from amino alcohols

The base-mediated cyclization of N,O-dimesylate derivatives of cyclic and acyclic amino alcohols provides a simple access to five- and six-member sultams: isothiazolidine-1,1-dioxides and thiazinane-1,1-dioxides respectively.

Synthesis and biological evaluation of 1-(2-hydroxy-3-phenyloxypropyl) piperazine derivatives as T-type calcium channel blockers

To obtain selective and potent inhibitor for T-type calcium channel by ligand based drug design, 2-hydroxy-3-phenoxypropyl piperazine derivatives were synthesized and evaluated for in vitro activities. Compound 6m and 6q showed high selectivity over hERG

Thienopyrimidines as β3-adrenoceptor agonists: Hit-to-lead optimization

Resulting from a vHTS based on a pharmacophore alignment on known β3-adrenoceptor ligands, an aryloxypropanolamine scaffold comprising a thienopyrimidine moiety was further optimized as a human β3-AR agonist, yielding a lead compound with an excellent cellular activity of EC50 = 20 pM, selectivity over hβ1- and hβ2-adrenoceptors and a promising safety profile.