Tetrahydro-3-phenylpyran-2-one

Base Information

• Chemical Name: Tetrahydro-3-phenylpyran-2-one
• CAS No.: 13019-37-9
• Molecular Formula: C11H12O2
• Molecular Weight: 176.215
• ChEMBL ID: CHEMBL201086
• DSSTox Substance ID: DTXSID90544983
• Nikkaji Number: J1.858.896J
• Mol file: 13019-37-9.mol

Synonyms:CHEMBL201086;tetrahydro-3-phenylpyran-2-one;3-Phenyloxan-2-one;13019-37-9;phenylvalerolactone;3-phenyltetrahydro-2H-pyran-2-one;SCHEMBL576991;DTXSID90544983;BDBM50180936

Chemical Property of Tetrahydro-3-phenylpyran-2-one

Chemical Property:

• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 176.083729621
• Heavy Atom Count: 13
• Complexity: 183

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(C(=O)OC1)C2=CC=CC=C2

Technology Process of Tetrahydro-3-phenylpyran-2-one

There total 8 articles about Tetrahydro-3-phenylpyran-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: 42.0%

2-Phenylcyclopentanone (1198-34-1) → α-phenyl δ-valerolactone (13019-37-9) + (+)-2-phenylcyclopentan-1-one + (6S) 6-phenyltetrahydro-2H-pyran-2-one (112607-34-8)

Guidance literature:

With C₃₅H₅₂N₄O₄; aluminum ethoxide; 3-chloro-benzenecarboperoxoic acid; scandium tris(trifluoromethanesulfonate); In ethyl acetate; at -20 ℃; for 18h; Reagent/catalyst; regioselective reaction; Molecular sieve; Resolution of racemate;

DOI:10.1021/ol501737a

Reference yield:

(+/-)-2-phenyl-1,5-pentanediol (101999-42-2) → α-phenyl δ-valerolactone (13019-37-9) + tetrahydro-5-phenyl-2H-pyran-2-one (62618-74-0)

Guidance literature:

With 1-Phenylbut-1-en-3-one; dihydridotetrakis(triphenylphosphine)ruthenium; In toluene; at 20 ℃; for 10h; Yield given. Yields of byproduct given;

DOI:10.1021/jo00361a018

Reference yield:

(3-Chloropropyl)phenyl acetic acid (152667-62-4) → α-phenyl δ-valerolactone (13019-37-9)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; N,N-dimethyl-formamide; at 60 ℃; for 18h; Further Variations:; Reagents; Solvents; Temperatures; Product distribution;

DOI:10.1016/S0040-4039(02)02488-7

upstream raw materials:

2-phenylglutaric anhydride

(+/-)-2-phenyl-1,5-pentanediol

(3-Chloropropyl)phenyl acetic acid

((3,4-dihydro-2H-pyran-6-yl)oxy)trimethylsilane

Downstream raw materials:

3-bromo-3-phenyl-tetrahydro-pyran-2-one

1-phenyl-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizine

1-[2-(1H-indol-3-yl)-ethyl]-3-phenyl-piperidin-2-one

(S)-2-phenylpentane-1,5-diol