4541-15-5

Usage

Uses

Used in Chemical Synthesis:
5-Benzyloxy-1-pentanol is used as a starting material for the synthesis of various organic compounds, such as 5-benzyloxypentanal and (±)tanikolide. Its unique structure and reactivity make it a valuable precursor in the development of new molecules with potential applications in different industries.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 5-Benzyloxy-1-pentanol may be utilized as a key intermediate in the synthesis of drugs and drug candidates. Its versatility in chemical reactions allows for the creation of a wide range of molecules with potential therapeutic properties.
Used in Fragrance Industry:
5-Benzyloxy-1-pentanol, due to its distinct chemical structure, can be used as a component in the fragrance industry. It may contribute to the development of new scents or serve as a modifier to enhance the properties of existing fragrances.
Used in Flavor Industry:
Similarly, in the flavor industry, 5-Benzyloxy-1-pentanol can be employed to create or improve the taste profiles of various food and beverage products. Its unique properties may allow for the development of novel flavor compounds or the enhancement of existing ones.
Used in Research and Development:
5-Benzyloxy-1-pentanol is also used in research and development settings, where it can serve as a model compound for studying various chemical reactions and processes. This can lead to a better understanding of organic chemistry and the development of new synthetic methods and techniques.

InChI:InChI=1/C12H18O2/c13-9-5-2-6-10-14-11-12-7-3-1-4-8-12/h1,3-4,7-8,13H,2,5-6,9-11H2

Upstream product

• 1927-62-4 tetrahydro-2-(benzyloxy)-2H-pyran 
• 111-29-5 1 ,5-pentanediol 
• 100-39-0 benzyl bromide 
• 59137-50-7 6-benzyloxy-1-hexene 
• 100-44-7 benzyl chloride 
• 157730-92-2 C₃₁H₃₂O₂ 
• 100-51-6 benzyl alcohol 
• 50873-94-4 (4-iodobutoxymethyl)benzene 

Downstream Products

• 64740-39-2 5-benzyloxypentanoic acid 
• 1014-93-3 1-(benzyloxy)-5-bromopentane 
• 100847-50-5 ((5-chloropentyloxy)methyl)benzene 
• 78999-24-3 5-benzyloxy-1-pentanal 
• 141401-18-5 (5-Benzyloxy-pentyloxy)-acetic acid 
• 159028-69-0 2-(2-((5-(benzyloxy)pentyl)oxy)ethoxy)tetrahydro-2H-pyran 
• 157730-92-2 C₃₁H₃₂O₂ 
• 186374-96-9 5-(benzyloxy)pentyl methanesulfonate 
• 439610-87-4 5-benzyloxypentyl benzenesulfonate 
• 84885-76-7 (((5-iodopentyl)oxy)methyl)benzene 
• 891769-96-3 2-amino-5-[2-(benzyloxy)propyl]-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-thione 
• 656830-85-2 2-amino-5-[3-(benzyloxy)propyl]-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one 
• 913987-01-6 3-(5-(benzyloxy)pentanoyl)oxazolidin-2-one 
• 913987-02-7 6-(benzyloxy)-3-(2-oxooxazolidine-3-carbonyl)hexanoic acid 

Relevant academic research and scientific papers

Synthetic studies on lycopodine: Construction of hexahydrojulolidine core by intramolecular Mannich reaction

The tricyclic core skeleton of lycopodine was constructed by the intramolecular Mannich reaction of a 12-membered cyclic amine. The concise assembly of the macrocyclic intermediate was executed by the sequential inter- and intramolecular N-alkylation of a

Stereoselective Total Synthesis of Mangiferaelactone using D -Mannose as a Chiral Pool

A convergent total synthesis of mangiferaelactone has been accomplished in a highly stereoselective manner from readily available D-mannose. The following methods like organocatalytic enantioselective epoxidation, ring-closing metathesis, and Steglich est

Synthesis of the C1-C16 fragment of spirastrellolide A

Synthesis of the C1-C16 fragment of spirastrellolide A is described here featuring Sharpless asymmetric epoxidation, an acid promoted O-1,4-addition, and Mukaiyama 1,3-anti-aldol.

Nematicidal activity of benzyloxyalkanols against pine wood nematode

Pine wilt disease (PWD) is caused by the pine wood nematode (PWN; Bursaphelenchus xylophilus) and causes severe environmental damage to global pine forest ecosystems. The current strategies used to control PWN are mainly chemical treatments. However, the continuous use of these reagents could result in the development of pesticide-resistant nematodes. Therefore, the present study was undertaken to find potential alternatives to the currently used PWN control agents abamectin and emamectin. Benzyloxyalkanols (BzOROH; R = C2–C9 ) were synthesized and the nematicidal activity of the synthetic compounds was investigated. Enzymatic inhibitory assays (acetylcholinesterase (AChE) and glutathione S-transferase (GST)) were performed with BzOC8OH and BzOC9OH to understand their mode of action. The benzyloxyalkanols showed higher nematicidal activity than did benzyl alcohol. Among the tested BzOROHs, BzC8OH and BzC9OH showed the strongest nematicidal activity. The LD50 values of BzC8OH and BzC9OH were 246.1 and 158.0 ppm, respectively. No enzyme inhibitory activity was observed for BzC8OH and BzC9OH. The results suggested that benzyloxyalcohols could be an alternative nematicidal agent.

Highly Selective Hydrogenation of C═C Bonds Catalyzed by a Rhodium Hydride

Under mild conditions (room temperature, 80 psi of H2) Cp*Rh(2-(2-pyridyl)phenyl)H catalyzes the selective hydrogenation of the C═C bond in α,β-unsaturated carbonyl compounds, including natural product precursors with bulky substituents in the β position and substrates possessing an array of additional functional groups. It also catalyzes the hydrogenation of many isolated double bonds. Mechanistic studies reveal that no radical intermediates are involved, and the catalyst appears to be homogeneous, thereby affording important complementarity to existing protocols for similar hydrogenation processes.

Composition for controlling pine wood nematode containing benzyloxyalcohol

The present invention relates to a composition for controlling pine nematode comprising a benzyloxyalcohol compound and a method for controlling pine nematode using the same.

Copper-Catalyzed Borylative Methylation of Alkyl Iodides with CO as the C1 Source: Advantaged by Faster Reaction of CuH over CuBpin

CuH and CuBpin are versatile catalysts and intermediates in organic chemistry. However, studies that involve both CuH and CuBpin in the same reaction is still rarely reported due to their high reactivity. Now, a study on CuH- and CuBpin-catalyzed borylative methylation of alkyl iodides with CO as the C1 source is reported. Various one carbon prolongated alkyl boranes (RCH2Bpin and RCH(Bpin)2) were produced in moderate to good yields from the corresponding alkyl iodides (RI). In this cooperative system, CuH reacts with alkyl iodide faster than CuBpin.

COMPOUNDS AND METHODS TO ATTENUATE TUMOR PROGRESSION AND METASTASIS

This invention relates to certain compounds or pharmaceutically acceptable salts thereof, and for the use of the compounds to treat cancer. In another aspect, the disclosure relates to a pharmaceutical composition comprising a compound of Formula (1), For

Strategies to develop selective CB2 receptor agonists from indole carboxamide synthetic cannabinoids

Activation of the CB2 receptor is an attractive therapeutic strategy for the treatment of a wide range of inflammatory diseases. However, receptor subtype selectivity is necessary in order to circumvent the psychoactive effects associated with activation of the CB1 receptor. We aimed to use potent, non-selective synthetic cannabinoids designer drugs to develop selective CB2 receptor agonists. Simple structural modifications such as moving the amide substituent of 3-amidoalkylindole synthetic cannabinoids to the 2-position and bioisosteric replacement of the indole core to the 7-azaindole scaffold are shown to be effective and general strategies to impart receptor subtype selectivity. 2-Amidoalkylindole 16 (EC50 CB1 > 10 μM, EC50 CB2 = 189 nM) and 3-amidoalkyl-7-azaindole 21 (EC50 CB1 > 10 μM, EC50 = 49 nM) were found to be potent and selective agonists with favourable physicochemical properties. Docking studies were used to elucidate the molecular basis for the observed receptor subtype selectivity for these compounds.

Copper(I)-catalyzed stereodivergent propargylation of N-acetyl mannosamine for protecting group minimal synthesis of C3-substituted sialic acids

Copper(I)-catalyzed stereodivergent nucleophilic propargylation at the anomeric carbon of unprotected N-acetyl mannosamine was developed using 3-substituted allenylboronates as a nucleophile. The homopropargylic alcohol products contained two contiguous s