(5R)-5-Phenyl-5,6-dihydro-2H-1,4-oxazin-2-one

Base Information

• Chemical Name: (5R)-5-Phenyl-5,6-dihydro-2H-1,4-oxazin-2-one
• CAS No.: 175226-64-9
• Molecular Formula: C10H9NO2
• Molecular Weight: 175.187
• DSSTox Substance ID: DTXSID70444295
• Nikkaji Number: J721.360C
• Wikidata: Q82262401
• Mol file: 175226-64-9.mol

Synonyms:(5R)-5-Phenyl-5,6-dihydro-2H-1,4-oxazin-2-one;175226-64-9;CTK0E3951;DTXSID70444295

Chemical Property of (5R)-5-Phenyl-5,6-dihydro-2H-1,4-oxazin-2-one

Chemical Property:

• PSA: 38.66000
• LogP: 0.79090
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 175.063328530
• Heavy Atom Count: 13
• Complexity: 219

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(N=CC(=O)O1)C2=CC=CC=C2
• Isomeric SMILES: C1[C@H](N=CC(=O)O1)C2=CC=CC=C2

Technology Process of (5R)-5-Phenyl-5,6-dihydro-2H-1,4-oxazin-2-one

There total 2 articles about (5R)-5-Phenyl-5,6-dihydro-2H-1,4-oxazin-2-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: 72.0%

(R)-2-methyl-4-phenyl-Δ2-oxazoline (116173-81-0) → (5S)-5-phenyl-5,6-dihydro-2H-1,4-oxazin-2-one (175226-64-9)

Guidance literature:

With selenium(IV) oxide; In 1,4-dioxane; for 2h; Heating;

DOI:10.1021/jo952144f

Reference yield:

D-2-phenylglycinol (56613-80-0) → (5S)-5-phenyl-5,6-dihydro-2H-1,4-oxazin-2-one (175226-64-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent

2: 72 percent / selenium dioxide / dioxane / 2 h / Heating

With selenium(IV) oxide; In 1,4-dioxane;

DOI:10.1021/jo952144f

Reference yield: 75.0%

3-Methylindole (83-34-1) + (5S)-5-phenyl-5,6-dihydro-2H-1,4-oxazin-2-one (175226-64-9) → 3-(3-methyl-1H-indol-2-yl)-5-phenyl-morpholin-2-one

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 0 ℃; for 3h;

DOI:10.1055/s-2003-39905

upstream raw materials:

(R)-2-methyl-4-phenyl-Δ²-oxazoline

D-2-phenylglycinol

Downstream raw materials:

(R)-5-phenyl-3,4,5,6-tetrahydro-2H-1,4-oxazin-2-one