(2R,4S)-2-Phenyltetrahydro-2H-pyran-4-ol

Base Information

• Chemical Name: (2R,4S)-2-Phenyltetrahydro-2H-pyran-4-ol
• CAS No.: 82110-16-5
• Molecular Formula: C11H14O2
• Molecular Weight: 178.22766
• DSSTox Substance ID: DTXSID50465382
• Nikkaji Number: J2.565.883C
• Wikidata: Q82291262
• Mol file: 82110-16-5.mol

Synonyms:(2R,4S)-2-Phenyltetrahydro-2H-pyran-4-ol;82110-16-5;(2R,4S)-2-phenyloxan-4-ol;2-phenyloxan-4-ol, cis;cis-2-phenyltetrahydro-2H-pyran-4-ol;82065-19-8;Rel-(2R,4S)-2-phenyltetrahydro-2H-pyran-4-ol;SCHEMBL1265905;DTXSID50465382;VPXLNWRTGPPGRS-WDEREUQCSA-N;EN300-217172

Chemical Property of (2R,4S)-2-Phenyltetrahydro-2H-pyran-4-ol

Chemical Property:

• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 178.099379685
• Heavy Atom Count: 13
• Complexity: 152

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COC(CC1O)C2=CC=CC=C2
• Isomeric SMILES: C1CO[C@H](C[C@H]1O)C2=CC=CC=C2

Technology Process of (2R,4S)-2-Phenyltetrahydro-2H-pyran-4-ol

There total 8 articles about (2R,4S)-2-Phenyltetrahydro-2H-pyran-4-ol 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: 82.0%

1-Phenyl-5-tributylstannanyl-pentane-1,3-diol (132148-94-8) → 2-phenyltetrahydro-2H-pyran-4-ol (82065-19-8,82065-23-4,82110-16-5,82110-20-1,132149-01-0)

Guidance literature:

With lead(IV) acetate; In benzene; for 2h; Ambient temperature;

DOI:10.1039/c39900001492

Reference yield: 82.0%

lead(IV) tetraacetate (546-67-8) + 1-Phenyl-5-tributylstannanyl-pentane-1,3-diol (132148-94-8) → 2-phenyltetrahydro-2H-pyran-4-ol (82065-19-8,82065-23-4,82110-16-5,82110-20-1,132149-01-0)

Guidance literature:

In benzene; A mixture of the diol and LTA in dry benzene is stirred at room temp. under N2 for 2 h.; quenching (saturated NH4Cl), removal of aq. layer and extracting (CHCl3), drying of combined org. layers (anhyd. MgSO4), concn., purifn. by silica column chromy. (n-hexane-ethyl acetate) as eluant;

DOI:10.1039/c39900001492

Reference yield: 60.0%

homoalylic alcohol (627-27-0) + benzaldehyde (100-52-7) → 2-phenyltetrahydro-2H-pyran-4-ol (82065-19-8,82065-23-4,82110-16-5,82110-20-1,132149-01-0)

Guidance literature:

With sulfuric acid; In water; at 5 - 20 ℃; for 16h;

upstream raw materials:

homoalylic alcohol

benzaldehyde

1-Phenyl-5-tributylstannanyl-pentane-1,3-diol

2-phenyl-4H-pyran-4-one

Downstream raw materials:

(+/-)-2-phenyl-tetrahydro-2H-pyran-4-one

(S)-2-phenyl-tetrahydropyran-4-one

(R)-2-phenyl-tetrahydro-pyran-4-one

(2S,4R)-1-[1-(2-phenyl-tetrahydro-pyran-4-yl)-piperidin-4-yl]-1,3-dihydro-benzoimidazol-2-one