2272-55-1

Basic information

• Product Name: Oxiranecarboxylic acid, 3-phenyl-, ethyl ester, trans-
• Synonyms: Oxiranecarboxylic acid, 3-phenyl-, ethyl ester, trans-;rel-(2R*,3S*)-3-Phenyloxirane-2-carboxylic acid ethyl ester;(+/-)-trans-3-Phenyloxirane-2-carboxylic acid ethyl ester;Ethyl trans-3-phenylglycidate;trans-Ethyl 3-phenylglycidate;(2R,3S)-ethyl 3-phenyloxirane-2-carboxylate
• CAS NO: 2272-55-1
• Molecular Formula: C₁₁H₁₂O₃
• Molecular Weight: 192.21
• Mol File: 2272-55-1.mol
• Article Data: 59

Chemical Properties

• Melting Point: 63-64℃
• Boiling Point: 292℃
• Flash Point: 108℃
• Appearance: /
• Density: 1.182
• CAS DataBase Reference: Oxiranecarboxylic acid, 3-phenyl-, ethyl ester, trans-(CAS DataBase Reference)
• NIST Chemistry Reference: Oxiranecarboxylic acid, 3-phenyl-, ethyl ester, trans-(2272-55-1)
• EPA Substance Registry System: Oxiranecarboxylic acid, 3-phenyl-, ethyl ester, trans-(2272-55-1)

Safety Data

• Hazardous Substances Data: 2272-55-1(Hazardous Substances Data)

Usage

General Description

Oxiranecarboxylic acid, 3-phenyl-, ethyl ester, trans- is a chemical compound commonly used in the manufacturing of various products such as pharmaceuticals, pesticides, and perfumes. It is a stable, colorless liquid with a sweet, floral odor and is derived from trans-phenylglycidic acid. Oxiranecarboxylic acid, 3-phenyl-, ethyl ester, trans- is also known for its potential use as an intermediate in organic synthesis, and it is important to handle with care due to its potential to cause irritation to the eyes, skin, and respiratory system. Additionally, it should be stored in a cool, dry place away from direct sunlight and heat sources. Overall, this chemical is a versatile and valuable component in various industries, with a wide range of potential applications.

Upstream product

• 64-17-5 ethanol 
• 6286-30-2 erythro-2,3-dibromo-3-phenylpropanoic acid 
• 127-09-3 sodium acetate 
• 100-52-7 benzaldehyde 
• 105-39-5 chloroacetic acid ethyl ester 
• 4192-77-2 ethyl cinnamate 
• 4610-69-9 (Z)-ethyl cinnamate 
• 136805-82-8 ethyl 2-<(p-nitrobenzenesulfonyl)oxy>-3-phenyl-3-hydroxypropanoate 
• 25709-55-1 1-<(ethoxycarbonyl)methyl>tetrahydrothiophenium bromide 
• 105-36-2 ethyl bromoacetate 
• 54885-10-8 sodium (E)-3-phenylglycidate 
• 75-03-6 ethyl iodide 
• 924-44-7 glyoxylic acid ethyl ester 
• 908094-04-2 phenyldiazomethane 

Downstream Products

• 70651-33-1 1-((2RS,3RS)-2-hydroxy-3-phenyl-3-piperidino-propionyl)-piperidine 
• 4192-77-2 ethyl cinnamate 
• 18366-43-3 ethyl anti-(+/-)-2-hydroxy-3-phenyl-3-(phenylamino)propanoate 
• 70044-51-8 (2RS,3RS)-2-hydroxy-3-(N-methyl-anilino)-3-phenyl-propionic acid ethyl ester 
• 20375-19-3 2-oxo-5-phenyl-tetrahydro-furan-3,4-dicarboxylic acid diethyl ester 
• 855634-58-1 3-(2-chloro-ethoxy)-2-hydroxy-3-phenyl-propionic acid ethyl ester 
• 55325-49-0 (±)-anti-3-amino-2-hydroxy-3-phenylpropanamide 
• 70651-14-8 (+/-)-(2R,3S)-ethyl 2-hydroxy-3-morpholino-3-phenylpropionate 
• 98017-95-9 3-Hydroxy-2-acetylthio-3-phenyl-propionsaeure-aethylester 
• 91971-10-7 3-Hydroxy-2-mercapto-2,3-dihydro-zimtsaeureaethylester 
• 24290-27-5 (2-nitro-phenylsulfanyl)-acetic acid ethyl ester 
• 30825-24-2 2-Hydroxy-3-(2-nitro-phenylsulfanyl)-3-phenyl-propionic acid ethyl ester 
• 25957-39-5 Sodium Z-3-phenyl oxirane-2-carboxylate 
• 129939-44-2 Sodium (-)-(2R,3R)-Z-3-phenyl oxirane-2-carboxylate 

Relevant articles and documents

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Towards a General Understanding of Carbonyl-Stabilised Ammonium Ylide-Mediated Epoxidation Reactions

The key factors for carbonyl-stabilised ammonium ylide-mediated epoxidation reactions were systematically investigated by experimental and computational means and the hereby obtained energy profiles provide explanations for the observed experimental results. In addition, we were able to identify the first tertiary amine-based chiral auxiliary that allows for high enantioselectivities and high yields for such epoxidation reactions.

A novel enantioselective epoxide hydrolase from Agromyces mediolanus ZJB120203: Cloning, characterization and application

A new strain Agromyces mediolanus ZJB120203, capable of enantioselective epoxide hydrolase (EH) activity was isolated employing a newly established colorimetric screening and chiral GC analysis method. The partial nucleotide sequence of an epoxide hydrolase (AmEH) gene from A. mediolanus ZJB120203 was obtained by PCR using degenerate primers designed based on the conserved domains of EHs. Subsequently, an open reading frame containing 1167 bp and encoding 388 amino acids polypeptide were identified. Expression of AmEH was carried out in Escherichia coli and purification was performed by Nickel-affinity chromatography. The purified AmEH had a molecular weight of 43 kDa and showed its optimum pH and temperature at 8.0 and 35 C, respectively. Moreover, this AmEH showed broad substrates specificity toward epoxides. In this study, it is demonstrated that the AmEH could unusually catalyze the hydrolysis of (R)-ECH to produce enantiopure (S)-ECH. Enantiopure (S)-ECH could be obtained with enantiomeric excess (ee) of >99% and yield of 21.5% from 64 mM (R,S)-ECH. It is indicated that AmEH from A. mediolanus is an attractive biocatalyst for the efficient preparation of optically active ECH.