2430-16-2

Usage

Uses

Used in Organic Synthesis:
6-PHENYL-1-HEXANOL is used as a key intermediate for the synthesis of various organic compounds. Its unique structure allows it to be a versatile building block in the creation of a wide range of molecules, including pharmaceuticals, agrochemicals, and specialty chemicals.
Used in Fragrance Industry:
6-PHENYL-1-HEXANOL is used as a fragrance ingredient for its distinct and pleasant aroma. It is employed in the formulation of perfumes, colognes, and other scented products to provide a unique and appealing scent profile.
Used in Flavor Industry:
6-PHENYL-1-HEXANOL is also used as a flavoring agent in the food and beverage industry. Its characteristic taste and aroma contribute to the overall flavor profile of various products, enhancing the sensory experience for consumers.
Used in Pharmaceutical Industry:
6-PHENYL-1-HEXANOL is used as a starting material or intermediate in the synthesis of various pharmaceutical compounds. Its unique chemical properties make it a valuable asset in the development of new drugs and therapeutic agents.
Used in Chemical Research:
6-PHENYL-1-HEXANOL is used as a research compound in various scientific studies and experiments. Its unique structure and properties make it an interesting subject for researchers working on new chemical reactions, synthesis methods, and applications in various fields.

InChI:InChI=1/C12H18O/c13-11-7-2-1-4-8-12-9-5-3-6-10-12/h3,5-6,9-10,13H,1-2,4,7-8,11H2

Upstream product

• 5581-76-0 6-phenyl-hexanoic acid methyl ester 
• 925-90-6 ethylmagnesium bromide 
• 627-30-5 1-chloro-3-hydroxypropane 
• 5631-95-8 2,3-dichlorotetrahydro-2H-pyran 
• 6921-34-2 benzylmagnesium chloride 
• 136054-69-8 trans-6-phenyl-4-hexen-1-ol 
• 2035-75-8 adipic anhydride 
• 71-43-2 benzene 
• 21614-98-2 6-Hydroxy-1-phenyl-hexadien-(1,3) 
• 5581-75-9 6-phenylhexanic acid 
• 62103-19-9 peracide phenyl-7 heptanoique 
• 98078-15-0 6-phenylhex-5-en-1-ol 
• 201230-82-2 carbon monoxide 
• 536-74-3 phenylacetylene 

Downstream Products

• 61440-48-0 6-phenylhexanol methylsulfonyl ester 
• 106026-98-6 6-phenylhexyl-3,5-dinitrobenzoate 
• 13664-89-6 6-Phenyl-hexyl-p-brom-benzolsulfonat 
• 1005409-14-2 (S)-tert-butyl 2,2,4-trimethyl-4-(2-oxo-2-(4-(6-phenylhexyloxy)-3-(trifluoromethyl)phenyl)ethylcarbamoyl)oxazolidine-3-carboxylate 
• 17734-20-2 6-phenylhexylamine 
• 294201-56-2 9-phenyl-3-thiononamide 
• 52121-98-9 6-phenyl-1-hexyl iodide 
• 1334538-99-6 C₂₄H₃₄O 
• 73992-35-5 1,11-Diphenylundecane 
• 138619-78-0 2-(6-phenylhexyl)-1,3-dihydro-1,3-dioxo-2H-isoindole 
• 1245740-28-6 6-phenylhexyl-1-(3-hydroxyphenyl)-1H-pyrrole-3-carboxylate 
• 1245739-99-4 ST₃₉₁₃ 
• 1392287-65-8 (3-(3-((undec-10-ynyloxy)carbonyl)-1H-pyrrol-1-yl)phenoxycarbonyl)(6-phenylhexyl)amine 
• 1245740-01-5 ST₄₀₆₈ 

Relevant academic research and scientific papers

Epoxide Electroreduction

Selective hydrogenation of epoxides would be a direct and powerful approach for alcohol synthesis, but it has proven to be elusive. Here, electrochemically epoxide hydrogenation using electrons and protons as reductants is reported. A wide range of primary, secondary, and tertiary alcohols can be achieved through selective Markovnikov or anti-Markovnikov ring opening in the absence of transition metals. Mechanistic investigations revealed that the regioselectivity is controlled by the thermodynamic stabilities of the in situ generated benzyl radicals for aryl-substituted epoxides and the kinetic tendency for Markovnikov selective ring opening for alkyl-substituted epoxides.

A General Method for Photocatalytic Decarboxylative Hydroxylation of Carboxylic Acids

A general and practical method for decarboxylative hydroxylation of carboxylic acids was developed through visible light-induced photocatalysis using molecular oxygen as the green oxidant. The addition of NaBH4 to in situ reduce the unstable peroxyl radical intermediate much broadened the substrate scope. Different sp3 carbon-bearing carboxylic acids were successfully employed as substrates, including phenylacetic acid-type substrates, as well as aliphatic carboxylic acids. This transformation worked smoothly on primary, secondary, and tertiary carboxylic acids.

Harnessing open-source technology for low-cost automation in synthesis: Flow chemical deprotection of silyl ethers using a homemade autosampling system

An inexpensive homemade 3-axis autosampler was used to facilitate the automation of an acid catalysed flow chemical desilylation reaction. Harnessing open-source software technologies (Python, OpenCV), an automated computer-vision controlled liquid-liquid extraction step was used to provide effective inline purification. A Raspberry Pi single-board computer was employed to interface with the motors used in the autosampler and actuated fluidic valves.

Synthesis of Asymmetrical-Terminally Bifunctionlized Alkanes by Sequential Suzuki–Miyaura Coupling Using B-Thexylboracyclanes

A one-pot, sequential Suzuki–Miyaura coupling (SMC) using B-thexylboracyclanes is reported. We focused on a boracyclane with a bulky B-substituent as an equivalent of a terminal heterobibora-functionalized spacer. The first SMC of the boracyclane proceeded by endocyclic B–C bond cleavage due to the steric hindrance of the exocyclic B-substituent to provide borinic acids. These subsequently underwent the second SMC under harsher conditions by transfer of the less hindered primary alkyl group to provide the asymmetrically bifunctionalized alkyl chain. The seven- to five-membered boracyclanes were adaptable to the sequential SMC reactions to provide terminally bifunctional alkanes, although the efficiency of the transformation of the five-membered boracyclane was poorer than those of the others. To demonstrate the utility of the method, we successfully prepared several terminally heterobifunctional hexanes in a one-pot reaction.

Benzoxazolone Carboxamides as Potent Acid Ceramidase Inhibitors: Synthesis and Structure-Activity Relationship (SAR) Studies

Ceramides are lipid-derived intracellular messengers involved in the control of senescence, inflammation, and apoptosis. The cysteine amidase, acid ceramidase (AC), hydrolyzes these substances into sphingosine and fatty acid and, by doing so, regulates their signaling activity. AC inhibitors may be useful in the treatment of pathological conditions, such as cancer, in which ceramide levels are abnormally reduced. Here, we present a systematic SAR investigation of the benzoxazolone carboxamides, a recently described class of AC inhibitors that display high potency and systemic activity in mice. We examined a diverse series of substitutions on both benzoxazolone ring and carboxamide side chain. Several modifications enhanced potency and stability, and one key compound with a balanced activity-stability profile (14) was found to inhibit AC activity in mouse lungs and cerebral cortex after systemic administration. The results expand our arsenal of AC inhibitors, thereby facilitating the use of these compounds as pharmacological tools and their potential development as drug leads.

Iron-catalysed cross-coupling of halohydrins with aryl aluminium reagents: A protecting-group-free strategy attaining remarkable rate enhancement and diastereoinduction

Non-protected halohydrins are cross-coupled with aryl aluminium reagents to produce aryl alkanols in the presence of the iron-bisphosphine catalysts. Remarkable reaction rate enhancement and diastereoinduction are realized by the in situ generated aluminium alkoxides, offering a new method for the reactivity and selectivity control of the iron-catalysed cross-coupling reaction.

CATALYST FOR CROSS-COUPLING REACTION, AND PROCESS FOR PRODUCTION OF AROMATIC COMPOUND USING THE SAME

The present invention provides a process for efficiently producing an alkylated aromatic compound in good yield, by a cross-coupling reaction between an alkyl halide and an aromatic magnesium reagent. A process for producing an aromatic compound represented by Formula (1): [in-line-formulae]R—Ar′??(1)[/in-line-formulae]wherein R is a hydrocarbon group, and Ar′ is an aryl group;the process comprising:reacting a compound represented by Formula (2): [in-line-formulae]R—X??(2)[/in-line-formulae]wherein X is a halogen atom, and R is as defined above, with a magnesium reagent represented by Formula (3): [in-line-formulae]Ar′—MgY??(3)[/in-line-formulae]wherein Y is a halogen atom, and Ar′ is as defined above, in the presence of a catalyst for cross-coupling reactions comprising an iron compound and a bisphosphine compound represented by Formula (4): wherein Q is a divalent group derived from an aromatic ring by removing two hydrogen (H) atoms on adjacent carbon atoms; and each Ar is independently an aryl group.

CHEMICAL COMPOUNDS

The invention provides compounds formula I, their preparation, and their use as pharmaceutically active immunosuppressive agents for the treatment of autoimmune disorders, organ transplant rejection, disorders associated with an activated immune system, a

Preparation of alcohols from sulfones and trialkylboranes

The reaction of sulfone anions with trialkylboranes followed by thermal isomerization of the obtained boron compounds in the presence of excess borane-methyl sulfide complex and by alkaline hydroperoxide oxidation yields primary alcohols.

Design and synthesis of MMP inhibitors using N-arylsulfonylaziridine hydroxamic acids as constrained scaffolds

The synthesis of cis- and trans-aziridine hydroxamic acid derivatives as MMP inhibitors is described using enantio- and diastereoselective methods for the formation of trisubstituted aziridines. Their preliminary inhibitory activity is reported and discus