(R)-4-methyl-5-(oxiran-2-yl)isobenzofuran-1(3H)-one

Base Information

• Chemical Name: (R)-4-methyl-5-(oxiran-2-yl)isobenzofuran-1(3H)-one
• CAS No.: 1255206-70-2
• Molecular Formula: C₁₁H₁₀O₃
• Molecular Weight: 190.199
• DSSTox Substance ID: DTXSID801217313
• Mol file: 1255206-70-2.mol

Synonyms:(R)-4-methyl-5-(oxiran-2-yl)isobenzofuran-1(3H)-one;1255206-70-2;4-methyl-5-[(2R)-oxiran-2-yl]-2-benzofuran-1(3H)-one;4-methyl-5-[(2S)-oxiran-2-yl]-3H-2-benzofuran-1-one;4-methyl-5-[(2R)-oxiran-2-yl]-3H-2-benzofuran-1-one;SCHEMBL2899747;YQLAZVRXBCSLAI-JTQLQIEISA-N;DTXSID801217313;AC-30751;CS-0158985;A910624;(R)-4-methyl5-(oxiran-2-yl)isobenzofuran-1(3H)-one;(R)-4-methyl-5-oxiran-2-yl-2-benzofuran-1(3H)-one;4-Methyl-5-[(2R)-oxiran-2-yl]-2-benzofuran-1 (3H)-one

Chemical Property of (R)-4-methyl-5-(oxiran-2-yl)isobenzofuran-1(3H)-one

Chemical Property:

• Boiling Point: 432.6±45.0 °C(Predicted)
• Density: 1.345±0.06 g/cm3(Predicted)
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 190.062994177
• Heavy Atom Count: 14
• Complexity: 263

Purity/Quality:

97% ^*data from raw suppliers

(R)-4-Methyl-5-(oxiran-2-yl)isobenzofuran-1(3H)-one 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C=CC2=C1COC2=O)C3CO3
• Isomeric SMILES: CC1=C(C=CC2=C1COC2=O)[C@@H]3CO3

Technology Process of (R)-4-methyl-5-(oxiran-2-yl)isobenzofuran-1(3H)-one

There total 25 articles about (R)-4-methyl-5-(oxiran-2-yl)isobenzofuran-1(3H)-one 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: 97.0%

1,3-dihydro-1-oxo-4-methyl-5-[(R)-1-hydroxy-2-bromoethyl]isobenzofuran → 4-methyl-5-[2R-oxiran-2-yl]-2-benzofuran-1(3H)-one (1255206-70-2)

Guidance literature:

With potassium carbonate; In tetrahydrofuran; methanol; at 20 ℃; for 4h;

Reference yield:

1,3-dihydro-1-oxo-4-methyl-5-(2-bromoacetyl)isobenzofuran (1255206-75-7) → 4-methyl-5-[2R-oxiran-2-yl]-2-benzofuran-1(3H)-one (1255206-70-2)

Guidance literature:

1,3-dihydro-1-oxo-4-methyl-5-(2-bromoacetyl)isobenzofuran; With KRED MIF-20; NADP; In isopropyl alcohol; Enzymatic reaction; potassium phosphate buffer; Heating;

With triethylamine; In isopropyl alcohol; at 20 - 40 ℃;

Reference yield:

4-methyl-5-oxiran-2-yl-2-benzofuran-1(3H)-one (1255206-68-8) → 4-methyl-5-[2R-oxiran-2-yl]-2-benzofuran-1(3H)-one (1255206-70-2) + 4-methyl-5-[(2S)-oxiran-2-yl]-2-benzofuran-1(3H)-one (1255206-71-3)

Guidance literature:

With ChiralPak AD-H column; In ethanol; carbon dioxide; at 25 ℃; under 75007.5 Torr; Product distribution / selectivity; Resolution of racemate;

upstream raw materials:

4-methyl-5-oxiran-2-yl-2-benzofuran-1(3H)-one

1,3-dihydro-1-oxo-4-methyl-5-(2-bromoacetyl)isobenzofuran

5-bromo-4-methyl-2-benzofuran-1(3H)-one

5-ethenyl-4-methyl-2-benzofuran-1(3H)-one

Downstream raw materials:

6-fluoro-3-({4-[(2R)-2-hydroxy-2-(4-methyl-1-oxo-1,3-dihydro-2-benzofuran-5-yl)ethyl]-2-oxopiperazin-1-yl}acetyl)-2-methylbenzonitrile

3-({4-[(2R)-2-hydroxy-2-(4-methyl-1-oxo-1,3-dihydro-2-benzofuran-5-yl)ethyl]-2-oxopiperazin-1-yl}acetyl)-6-methoxy-2-methylbenzonitrile