(3R,9bS)-9b-Methyl-3-phenyl-2,3,5,9b-tetrahydro[1,3]oxazolo[2,3-a]isoindol-5-one

Base Information

• Chemical Name: (3R,9bS)-9b-Methyl-3-phenyl-2,3,5,9b-tetrahydro[1,3]oxazolo[2,3-a]isoindol-5-one
• CAS No.: 290332-71-7
• Molecular Formula: C₁₇H₁₅NO₂
• Molecular Weight: 265.312
• Mol file: 290332-71-7.mol

Synonyms:(3R,9bS)-9b-Methyl-3-phenyl-2,3,5,9b-tetrahydro[1,3]oxazolo[2,3-a]isoindol-5-one

Chemical Property of (3R,9bS)-9b-Methyl-3-phenyl-2,3,5,9b-tetrahydro[1,3]oxazolo[2,3-a]isoindol-5-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3R,9bS)-9b-Methyl-3-phenyl-2,3,5,9b-tetrahydro[1,3]oxazolo[2,3-a]isoindol-5-one

There total 6 articles about (3R,9bS)-9b-Methyl-3-phenyl-2,3,5,9b-tetrahydro[1,3]oxazolo[2,3-a]isoindol-5-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: 85.0%

2-acetyl-benzoic acid (577-56-0) + D-2-phenylglycinol (56613-80-0) → (3R,9bS)-9b-Methyl-3-phenyl-2,3,5,9b-tetrahydro[1,3]oxazolo[2,3-a]isoindol-5-one (290332-71-7)

Guidance literature:

In toluene; for 24h; Heating;

DOI:10.1039/b001569p

Reference yield:

3-Hydroxy-2-((R)-2-hydroxy-1-phenyl-ethyl)-3-methyl-2,3-dihydro-isoindol-1-one (503631-19-4) → 9b-methyl-3-phenyl-2,3-dihydro-9bH-oxazolo[2,3-a]isoindol-5-one + (3R,9bS)-9b-Methyl-3-phenyl-2,3,5,9b-tetrahydro[1,3]oxazolo[2,3-a]isoindol-5-one (290332-71-7)

Guidance literature:

With toluene-4-sulfonic acid; In dichloromethane; at 20 ℃; for 22h;

DOI:10.1016/j.tet.2004.10.109

Reference yield:

2-acetyl-benzoic acid (577-56-0) → (3R,9bS)-9b-Methyl-3-phenyl-2,3,5,9b-tetrahydro[1,3]oxazolo[2,3-a]isoindol-5-one (290332-71-7)

Guidance literature:

Multi-step reaction with 2 steps

1: NEt₃ / CH₂Cl₂ / 0.25 h / 40 °C

2: CH₂Cl₂ / 72 h / Heating

With triethylamine; In dichloromethane;

DOI:10.1016/j.tetlet.2005.09.154

upstream raw materials:

2-acetyl-benzoic acid

D-2-phenylglycinol

3-Hydroxy-2-((R)-2-hydroxy-1-phenyl-ethyl)-3-methyl-2,3-dihydro-isoindol-1-one

phthalic anhydride

Downstream raw materials:

(3R)-3-methyl-2-[(1R)-2-hydroxy-1-phenylethyl]-2,3-dihydro-1H-isoindol-1-one

(3R)-3-Methyl-2,3-dihydro-1H-isoindol-1-one