phenyl(tetrahydro-2H-pyran-4-yl)Methanol

Base Information

• Chemical Name: phenyl(tetrahydro-2H-pyran-4-yl)Methanol
• CAS No.: 216087-92-2
• Molecular Formula: C12H16O2
• Molecular Weight: 192.258
• Mol file: 216087-92-2.mol

Synonyms:Tetrahydro-α-phenyl-2H-pyran-4-methanol;2H-Pyran-4-methanol, tetrahydro-α-phenyl-;

Chemical Property of phenyl(tetrahydro-2H-pyran-4-yl)Methanol

Chemical Property:

• Boiling Point: 112-113 °C(Press: 0.08 Torr)
• PKA: 14.03±0.20(Predicted)
• PSA: 29.46000
• Density: 1.104±0.06 g/cm3(Predicted)
• LogP: 2.14660

Purity/Quality:

99% ^*data from raw suppliers

(Oxan-4-yl)(phenyl)methanol 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: Tetrahydro-α-phenyl-2H-pyran-4-methanol preparation of tricyclic compounds as bromodomain and BET inhibitors.

Technology Process of phenyl(tetrahydro-2H-pyran-4-yl)Methanol

There total 13 articles about phenyl(tetrahydro-2H-pyran-4-yl)Methanol 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: 93.0%

phenyl(tetrahydro-2H-pyran-4-yl)methanone (639468-72-7) → rac-(tetrahydro-2H-pyran-4-yl)(phenyl)methanol (216087-92-2,1800345-36-1,910629-24-2)

Guidance literature:

With sodium tetrahydroborate; water; In methanol; at 0 - 50 ℃; for 1h;

Reference yield: 61.0%

3,4,5,6-tetrahydro-2H-pyran-4-carbaldehyde (50675-18-8) + phenylmagnesium bromide (100-58-3) → rac-(tetrahydro-2H-pyran-4-yl)(phenyl)methanol (216087-92-2,1800345-36-1,910629-24-2)

Guidance literature:

In tetrahydrofuran; diethyl ether; at 10 - 20 ℃; for 0.5h;

Reference yield: 52.0%

dihydropyran (3174-74-1) + benzaldehyde (100-52-7) → rac-(tetrahydro-2H-pyran-4-yl)(phenyl)methanol (216087-92-2,1800345-36-1,910629-24-2)

Guidance literature:

With chromium chloride; (±)N,N′-bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediaminocobalt(II); phenylsilane; 1-fluoro-2,4,6-trimethylpyridin-1-ium tetrafluoroborate; at 22 ℃; for 48h; chemoselective reaction; Inert atmosphere;

DOI:10.1021/jacs.8b11699

upstream raw materials:

3,4,5,6-tetrahydro-2H-pyran-4-carbaldehyde

phenyl(tetrahydro-2H-pyran-4-yl)methanone

Tetrahydro-4H-pyran-4-one

tetrahydro-2H-pyran-4-carboxylic acid

Refernces

• 1、 -. "SUBSTITUTED 2-AMINO-PYRAZOLYL-[1,2,4]TRIAZOLO[1,5A] PYRIDINE DERIVATIVES AND USE THEREOF". Page/Page column 194; 401. . Retrieved 2020/10/27.
• 2、 -. "Aromatic-ring-containing compound, preparation method thereof, pharmaceutical composition and application thereof". . . Retrieved 2018/08/03.