71031-02-2

Basic information

• Product Name: (R)-2-Oxiranylanisole
• Synonyms: (2R)-1,2-EPOXY-3-PHENOXYPROPANE;OXIRANE, (PHENOXYMETHYL)-, (2R)-;(R)-2-OXIRANYLANISOLE;(R)-ALPHA-(2-OXIRANYL)ANISOLE;(R)-GLYCIDYL PHENYL ETHER;RPGE;(R)-PHENYL GLYCIDYL ETHER;(R)-α-(2-Oxiranyl)anisole, (R)-Glycidyl phenyl ether
• CAS NO: 71031-02-2
• Molecular Formula: C9H10O2
• Molecular Weight: 150.17
• Product Categories: API intermediates
• Mol File: 71031-02-2.mol
• Article Data: 191

Chemical Properties

• Boiling Point: 245 °C at 760 mmHg
• Flash Point: 71 °C
• Appearance: /
• Density: 1.122 g/cm³
• Refractive Index: 1.5290 to 1.5330
• CAS DataBase Reference: (R)-2-Oxiranylanisole(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-2-Oxiranylanisole(71031-02-2)
• EPA Substance Registry System: (R)-2-Oxiranylanisole(71031-02-2)

Safety Data

• Hazard Codes: T
• Statements: 45-20/21-37/38-41-43-52/53-68
• Safety Statements: 53-26-36/37/39-45-61
• RIDADR: NA 1993 / PGIII
• WGK Germany: 3
• F: 10-23
• Hazardous Substances Data: 71031-02-2(Hazardous Substances Data)

Usage

Uses

Reactant involved in the synthesis of:Neuroprotective small moleculesPiperidinol analogs for studies of anti-tuberculosis activity2-Substituted 3,4-dihydro-2H-1,4-benzoxazines via cyclization of hydroxyl sulfonamidesBicyclic azetidines via ring opening, esterification, chlorination and intramolecular alkylationBromoalkanes via ring opening and addition across C-O bondsInvolved in biological studies as a substrate for Bacillus-produced enantioselective eposide hydrolase

InChI:InChI=1/C9H10O2/c1-10-8-5-3-2-4-7(8)9-6-11-9/h2-5,9H,6H2,1H3/t9-/m0/s1

Upstream product

• 93-59-4 Perbenzoic acid 
• 67-66-3 chloroform 
• 1746-13-0 allyl phenyl ether 
• 96-23-1 1,3-Dichloro-2-propanol 
• 108-95-2 phenol 
• 67-56-1 methanol 
• 2186-24-5 cresyl-glicidyl ether 
• 2186-25-6 m-tolyl glycidyl ether 
• 22421-56-3 2-(2,3-epoxypropoxy)phenyl bromide 
• 118712-54-2 glycidyl p-toluenesulfonate 
• 106-89-8 epichlorohydrin 
• 60456-23-7 (S)-oxiranemethanol 
• 82430-38-4 (S)-1-phenyl glycerol 
• 122-60-1 Phenyl glycidyl ether 

Downstream Products

• 130584-48-4 (R)-1-phenoxy-3-(prop-2-enyloxy)propan-2-ol 
• 791783-26-1 N-[(2-hydroxy-3-phenoxy)propyl]-(3-aminopropyl)triethoxysilane 
• 71031-03-3 (2R)-1,2-epoxy-3-phenoxypropane 
• 406164-90-7 (S)-2-((S)-2-Hydroxy-3-phenoxy-propylamino)-3-(4-nitro-phenyl)-propan-1-ol 
• 192506-16-4 (2S)-(+)-2-(phenoxymethyl)aziridine 
• 182416-72-4 1-phenoxy-5-hexen-2-ol 
• 1166991-24-7 4-(4-chloro-3-(trifluoromethyl)phenyl)-1-((S)-2-hydroxy-3-phenoxypropyl)piperidin-4-ol 
• 1166991-26-9 4-(4-chloro-3-(trifluoromethyl)phenyl)-1-((R)-2-hydroxy-3-phenoxypropyl)piperidin-4-ol 
• 1221440-94-3 C₃₀H₃₉NO₃ 

Relevant articles and documents

PRACTICAL PREPARATION OF OPTICALLY ACTIVE O-BENZYLGLYCIDOL FROM OPTICALLY ACTIVE EPICHLOROHYDRIN

Practical preparation of optically active O-benzylglycidol has been developed starting from optically active epichlorohydrin by employing either basic or acidic conditions in the key stage.

Design, Synthesis, and Structural Analysis of Cladosporin-Based Inhibitors of Malaria Parasites

Here we have described a systematic structure activity relationship (SAR) of a set of compounds inspired from cladosporin, a tool compound that targets parasite (Plasmodium falciparum) lysyl tRNA synthetase (KRS). Four sets of analogues, synthesized based on point changes in the chemical scaffold of cladosporin and other logical modifications and hybridizations, were assessed using high throughput enzymatic and parasitic assays along with in vitro pharmacokinetics. Co-crystallization of the most potent compound in our series (CL-2) with PfKRS revealed its structural basis of enzymatic binding and potency. Further, we report that CL-2 has performed better than cladosporin in terms of metabolic stability. It thus represents a new lead for further optimization toward the development of antimalarial drugs. Collectively, along with a lead compound, the series offers insights on how even the slightest chemical modification might play an important role in enhancing or decreasing the potency of a chemical scaffold.

Facile microwave-assisted synthesis and antitubercular evaluation of novel aziridine derivatives

Novel 2-(aryloxymethyl)aziridines and 2-((3-aryl-1-phenylallyloxy)methyl)aziridine derivatives were prepared via ring-opening reaction of epoxides. The synthesized derivatives were characterized by using elemental analysis (EA), FT-IR, 13C NMR, and 1H NMR. The in vitro antitubercular activities of the synthesized compounds were evaluated against Mycobacterium tuberculosis H37Rv (MTB H37Rv) strain using MTT-MABA assay. All the aziridine derivatives exhibited improved persuasive antitubercular activity against MTB H37Rv in comparison with standard drugs. Among the tested compounds, 2-(naphthalene-1-yloxy) methyl aziridine (5b), 2-(naphthalene-2-yloxy)methylaziridine (5c), 2-(m-tolyloxymethyl)aziridine (5e), 2-(3-(4-methoxyphenyl)-1-phenylalloxy)methylaziridine (12b) and 2-(3-(2-chlorophenyl)-1-phenylallyloxy)methylaziridine (12c) revealed promising activity against MTB H37Rv. Specifically, compound 5b and 12 b showed three-times more active (MIC = 0.5 μg/mL) than the standard drugs ethambutol (MIC = 1.56 μg/mL) and ciprofloxacin (MIC = 1.56 μg/mL).