(2s)-2-[(2-Methoxyphenoxy)methyl]oxirane

Base Information

• Chemical Name: (2s)-2-[(2-Methoxyphenoxy)methyl]oxirane
• CAS No.: 61248-99-5
• Molecular Formula: C10H12O3
• Molecular Weight: 180.203
• UNII: Y77M57LVC2
• DSSTox Substance ID: DTXSID10491824
• Nikkaji Number: J2.244.855B
• Mol file: 61248-99-5.mol

Synonyms:61248-99-5;(2s)-2-[(2-methoxyphenoxy)methyl]oxirane;Y77M57LVC2;Guaiacol glycidyl ether, (S)-;(S)-2-(2,3-Epoxypropoxy)anisole;UNII-Y77M57LVC2;(S)-(+)-2-(2,3-Epoxypropoxy)anisole;(2S)-2-((2-Methoxyphenoxy)methyl)oxirane;Oxirane, ((2-methoxyphenoxy)methyl)-, (S)-;Oxirane, [(2-methoxyphenoxy)methyl]-, (S)-;Oxirane, 2-((2-methoxyphenoxy)methyl)-, (2S)-;(+)-(S)-1,2-Epoxy-3-(2-methoxyphenoxy)propane;(S)-2-methoxyphenyl glycidyl ether;(S)-2-(2,3-Epoxypropoxy) Anisole;SCHEMBL3634571;DTXSID10491824

Chemical Property of (2s)-2-[(2-Methoxyphenoxy)methyl]oxirane

Chemical Property:

• Melting Point: 59-60 °C(Solv: ethanol (64-17-5))
• Boiling Point: 265.3±10.0 °C(Predicted)
• PSA: 30.99000
• Density: 1.142±0.06 g/cm3(Predicted)
• LogP: 1.47280
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 180.078644241
• Heavy Atom Count: 13
• Complexity: 160

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=CC=C1OCC2CO2
• Isomeric SMILES: COC1=CC=CC=C1OC[C@@H]2CO2
• Uses: (S)-2-(2,3-Epoxypropoxy) Anisole is an intermediate in the synthesis of Levomoprolol (L375870) which is a beta adrenergic antagonist and?used in the topical treatment of glaucoma.

Technology Process of (2s)-2-[(2-Methoxyphenoxy)methyl]oxirane

There total 33 articles about (2s)-2-[(2-Methoxyphenoxy)methyl]oxirane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

(S)-epichlorohydrin (67843-74-7,24969-06-0,13403-37-7) + sodium 2-methoxyphenolate (13052-77-2) → (R)-1,2-epoxy-3-(2-methoxyphenyloxy)-propane (2210-74-4,61248-98-4,61248-99-5,95721-91-8)

Guidance literature:

at 20 ℃; for 24h;

DOI:10.1111/cbdd.12285

Reference yield: 85.0%

(R)-4-(2-Methoxy-phenoxymethyl)-[1,3,2]dioxathiolane 2,2-dioxide (850427-92-8) → (S)-1,2-epoxy-3-(2-methoxyphenyloxy)-propane (61248-99-5)

Guidance literature:

(R)-4-(2-Methoxy-phenoxymethyl)-[1,3,2]dioxathiolane 2,2-dioxide; With lithium bromide; In tetrahydrofuran; at 25 ℃;

With sulfuric acid; In diethyl ether; at 25 ℃;

With potassium carbonate; In methanol; at 0 ℃; for 2h;

DOI:10.1016/j.tet.2005.01.074

Reference yield: 66.0%

(S)-guaifenesin (61248-76-8) → (S)-1,2-epoxy-3-(2-methoxyphenyloxy)-propane (61248-99-5)

Guidance literature:

With di-isopropyl azodicarboxylate; triphenylphosphine; In 1,4-dioxane; at 70 ℃; for 0.833333h;

DOI:10.1080/00397911.2010.493631

upstream raw materials:

(R)-(-)-epichlorohydrin

2-methoxy-phenol

(R)-1-chloro-3-(2-methoxyphenoxy)-2-propanol

2-(2-methoxy-phenoxymethyl)-oxirane

Downstream raw materials:

2-{(1S,4S)-5-[(2S)-3-(2-methoxyphenoxy)-2-hydroxypropyl]-2,5-diazabicyclo[2.2.1]heptan-2-yl}-N-(2,6-dimethylphenyl)acetamide

(R)-1-(tert-butylamino)-3-(2-methoxyphenoxy)propan-2-ol

2-{(1S,4S)-5-[(2R)-3-(2-methoxyphenoxy)-2-hydroxypropyl]-2,5-diazabicyclo[2.2.1]heptan-2-yl}-N-(2,6-dimethylphenyl)acetamide

(S)-1-fluoro-3-(2-methoxyphenoxy)propan-2-ol