216087-92-2

Basic information

• Product Name: phenyl(tetrahydro-2H-pyran-4-yl)Methanol
• Synonyms: phenyl(tetrahydro-2H-pyran-4-yl)Methanol
• CAS NO: 216087-92-2
• Molecular Formula: C₁₂H₁₆O₂
• Molecular Weight: 192.25424
• EINECS: -0
• Mol File: 216087-92-2.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 112-113 °C(Press: 0.08 Torr)
• Appearance: /
• Density: 1.104±0.06 g/cm3(Predicted)
• PKA: 14.03±0.20(Predicted)
• CAS DataBase Reference: phenyl(tetrahydro-2H-pyran-4-yl)Methanol(CAS DataBase Reference)
• NIST Chemistry Reference: phenyl(tetrahydro-2H-pyran-4-yl)Methanol(216087-92-2)
• EPA Substance Registry System: phenyl(tetrahydro-2H-pyran-4-yl)Methanol(216087-92-2)

Safety Data

• Hazardous Substances Data: 216087-92-2(Hazardous Substances Data)

Usage

Description

Phenyl(tetrahydro-2H-pyran-4-yl)Methanol is an organic compound that features a phenyl group attached to a tetrahydro-2H-pyran-4-yl moiety, with a hydroxyl group at the methanol position. This unique structure endows it with specific chemical properties that make it a valuable intermediate in the synthesis of various complex organic molecules.

Uses

Used in Pharmaceutical Industry:
Phenyl(tetrahydro-2H-pyran-4-yl)Methanol is used as a key intermediate in the synthesis of tricyclic compounds that serve as bromodomain and BET inhibitors. Bromodomain and extra-terminal (BET) proteins are epigenetic readers that play a crucial role in regulating gene expression. Inhibition of these proteins can have therapeutic benefits in treating various diseases, including cancer and inflammatory disorders, by modulating gene expression and cellular processes.
The specific application of phenyl(tetrahydro-2H-pyran-4-yl)Methanol in the preparation of tricyclic compounds highlights its importance in the development of novel therapeutic agents targeting bromodomain and BET proteins. This application underscores the potential of phenyl(tetrahydro-2H-pyran-4-yl)Methanol as a valuable building block in medicinal chemistry and drug discovery efforts.

Upstream product

• 50675-18-8 3,4,5,6-tetrahydro-2H-pyran-4-carbaldehyde 
• 639468-72-7 phenyl(tetrahydro-2H-pyran-4-yl)methanone 
• 29943-42-8 Tetrahydro-4H-pyran-4-one 
• 5337-03-1 tetrahydro-2H-pyran-4-carboxylic acid 
• 40191-32-0 tetrahydro-2H-pyran-4-carbonylchloride 
• 101765-10-0 tetrahydro-4-(methoxymethylene)-2H-pyran 
• 156353-01-4 N-methoxy-N-methyltetrahydro-2H-pyran-4-carboxamide 
• 14774-37-9 (tetrahydro-2H-pyran-4-yl)methanol 
• 100-59-4 phenylmagnesium chloride 
• 3174-74-1 dihydropyran 
• 100-52-7 benzaldehyde 
• 100-58-3 phenylmagnesium bromide 
• 5123-13-7 5,5-dimethyl-2-phenyl-1,3,2-dioxaborinane 

Downstream Products

• 1800340-40-2 (-)-(S)-2-[3-(dimethyl-1H-1, 2,3-triazo1-5-yl)-5-[oxan-4-yl(phenyl)-methyl]-5H-pyrido [3,2-b] indol-7-yl]propan-2-ol 
• 1800345-36-1 (S)-(tetrahydro-2H-pyran-4-yl)(phenyl)methanol 
• 1800345-36-1 (R)-(tetrahydro-2H-pyran-4-yl)(phenyl)methanol 

Relevant articles and documents

Reductive Arylation of Amides via a Nickel-Catalyzed Suzuki–Miyaura-Coupling and Transfer-Hydrogenation Cascade

We report a means to achieve the addition of two disparate nucleophiles to the amide carbonyl carbon in a single operational step. Our method takes advantage of non-precious-metal catalysis and allows for the facile conversion of amides to chiral alcohols via a one-pot Suzuki–Miyaura cross-coupling/transfer-hydrogenation process. This study is anticipated to promote the development of new transformations that allow for the conversion of carboxylic acid derivatives to functional groups bearing stereogenic centers via cascade processes.

Branch-Selective Addition of Unactivated Olefins into Imines and Aldehydes

Radical hydrofunctionalization occurs with ease using metal-hydride hydrogen atom transfer (MHAT) catalysis to couple alkenes and competent radicalophilic electrophiles. Traditional two-electron electrophiles have remained unreactive. Herein we report the reductive coupling of electronically unbiased olefins with imines and aldehydes. Iron catalysis allows addition of alkyl-substituted olefins into imines through the intermediacy of free radicals, whereas a combination of catalytic Co(Salt-Bu,t-Bu) and chromium salts enables a branch-selective coupling of olefins and aldehydes through the formation of a putative alkyl chromium intermediate.

TRICYCLIC COMPOUND FOR BROMODOMAIN-CONTAINING PROTEIN INHIBITOR AND PREPARATION, PHARMACEUTICAL COMPOSITION, AND APPLICATION THEREOF

The present applicationpresent application relates to a compound represented by Formula (III) or a pharmaceutically acceptable salt, solvent compound, active metabolite, crystal polymorph, ester, isomer, or prodrug thereof. The application further provides a pharmaceutical composition comprising the compound represented by Formula (III) and a use thereof for preparing a bromodomain inhibitor for preventing or treating various diseases, such as inflammation and cancer, related to the bromodomain.