6946-99-2

Usage

Benzoyl group attachment

Oxygen atom The benzoyl group is attached to the oxygen atom in the 1,3-propanediol structure, making it a derivative of 1,3-propanediol.

Usage as a reagent or intermediate

Organic synthesis 1-O-benzoyl-1,3-propanediol is commonly used in organic synthesis as a reagent or intermediate due to its versatile chemical properties.

Chemical reactions

Esterification, Acylation The compound can undergo various chemical reactions, such as esterification and acylation, making it a valuable building block for synthesizing more complex organic molecules.

Potential applications

Medicinal chemistry 1-O-benzoyl-1,3-propanediol has been studied for its potential applications in the field of medicinal chemistry, indicating its importance in the development of new drugs and therapies.

InChI:InChI=1/C23H19N3O2S2/c1-2-28-19-9-5-8-18(13-19)21(27)25-22(29)26-23-24-20(14-30-23)17-11-10-15-6-3-4-7-16(15)12-17/h3-14H,2H2,1H3,(H2,24,25,26,27,29)

Upstream product

• 98-88-4 benzoyl chloride 
• 504-63-2 trimethyleneglycol 
• 99853-46-0 3-bromo-2,2-bis-bromomethyl-1-phenyl-propan-1-one 
• 772-01-0 2-phenyl-1,3-dioxane 
• 133992-66-2 3-(benzyloxy)propyl benzoate 
• 93-97-0 benzoic acid anhydride 
• 89538-89-6 Benzoic acid 3-(1-benzyloxy-1-methyl-ethoxy)-propyl ester 
• 91922-69-9 Benzoic acid 3-(1-benzyloxy-2-fluoro-1-methyl-ethoxy)-propyl ester 
• 613-90-1 benzoyl cyanide 
• 582-25-2 Potassium benzoate 
• 627-30-5 1-chloro-3-hydroxypropane 
• 100-52-7 benzaldehyde 
• 65-85-0 benzoic acid 
• 1056016-21-7 3-((tert-butyldimethylsilyl)oxy)propyl benzoate 

Downstream Products

• 69824-30-2 Benzoic acid 3-[1-(3-methylsulfanyl-propylsulfanyl)-ethoxy]-propyl ester 
• 89538-89-6 Benzoic acid 3-(1-benzyloxy-1-methyl-ethoxy)-propyl ester 
• 91922-69-9 Benzoic acid 3-(1-benzyloxy-2-fluoro-1-methyl-ethoxy)-propyl ester 
• 99058-97-6 3-oxopropyl benzoate 
• 101967-07-1 Benzoic acid 3-(toluene-4-sulfonyloxy)-propyl ester 
• 252931-41-2 tetrakis[3-(phenylmethanoyloxy)propyl] methylenebisphosphonate 
• 245758-34-3 benzoic acid (3-iodopropyl) ester 
• 252931-42-3 C₄₁H₄₄Cl₂O₁₄P₂ 
• 152036-76-5 (E,5R)-7-benzoyloxy-1-chloro-5-hydroxyhept-1-en-3-one 
• 1453495-52-7 (S)-3-(1-cyanoethoxy)propyl benzoate 
• 1453495-35-6 3-(vinyloxy)propyl benzoate 

Relevant academic research and scientific papers

A Bond-Weakening Borinate Catalyst that Improves the Scope of the Photoredox α-C-H Alkylation of Alcohols

The development of catalyst-controlled, site-selective C(sp 3)-H functionalization reactions is currently a major challenge in organic synthesis. In this paper, a novel bond-weakening catalyst that recognizes the hydroxy group of alcohols through formation of a borate is described. An electron-deficient borinic acid-ethanolamine complex enhances the chemical yield of the α-C-H alkylation of alcohols when used in conjunction with a photoredox catalyst and a hydrogen atom transfer catalyst under irradiation with visible light. This ternary hybrid catalyst system can, for example, be applied to functional-group-enriched-peptides.

Electrochemical esterification reaction of alkynes with diols: Via cleavage of carbon-carbon triple bonds without catalyst and oxidant

A novel electrochemical esterification of alkynes for the synthesis of esters was developed in which diols and their derivatives were used as the partners. This method is green as it is catalyst-free, oxidant-free, and additive-free and shows atom-economy. This is the first example of an electrochemical reaction via cleavage of carbon-carbon triple bonds. Meanwhile, this is also the first example of a carbon-carbon triple bond cleavage reaction of alkynes with diols. This journal is

Protecting-group-free synthesis of hydroxyesters from amino alcohols

The synthesis of hydroxyesters from carboxylic acids and unprotected amino alcohols in both continuous flow and batch processes is reported. The formation of a transient diazonium species with a dinitrite reagent is key in this transformation. The reaction conditions are compatible with a variety of functional groups.

Dabigatran etexilate derivative and pharmaceutical use thereof

The invention discloses a compound shown as formula (II), a hydrate, isomer, solvate, prodrug or a mixture thereof, and pharmaceutically acceptable salts thereof. The invention also discloses a pharmaceutical composition and a combination preparation containing the compounds as active ingredients, and use of the compounds, the pharmaceutical composition and the combination preparation as thrombininhibitors.

DBN-Catalyzed Regioselective Acylation of Carbohydrates and Diols in Ethyl Acetate

The 1,5-diazabicyclo[4.3.0]non-5-ene (DBN)-catalyzed regioselective acylation of carbohydrates and diols in ethyl acetate has been developed. The hydroxyl groups can be selectively acylated by the corresponding anhydride in EtOAc in the presence of a catalytic amount (as low as 0.1 equiv.) of DBN at room temperature to 40 °C. This method avoids metal catalysts and toxic solvents, which makes it comparatively green and mild, and it uses less organic base compared with other selective acylation methods. Mechanism studies indicated that DBN could catalyze the selective acylation of hydroxyl moieties through a dual H-bonding interaction.

Tandem Catalysis: Transforming Alcohols to Alkenes by Oxidative Dehydroxymethylation

We report a Rh-catalyst for accessing olefins from primary alcohols by a C-C bond cleavage that results in dehomologation. This functional group interconversion proceeds by an oxidation-dehydroformylation enabled by N,N-dimethylacrylamide as a sacrificial acceptor of hydrogen gas. Alcohols with diverse functionality and structure undergo oxidative dehydroxymethylation to access the corresponding olefins. Our catalyst protocol enables a two-step semisynthesis of (+)-yohimbenone and dehomologation of feedstock olefins.

ANTIBACTERIAL COMPOSITION INCLUDING BENZOIC ACID ESTER AND METHODS OF INHIBITING BACTERIAL GROWTH UTILIZING THE SAME

Antibacterial compositions and methods for inhibiting bacterial growth are disclosed. The antibacterial compositions can include a carrier and an antibacterial agent including a benzoic acid ester. The benzoic acid ester can have a carbon chain having a length of two to ten. The benzoic acid ester can have a hydroxyl group on the carbon chain.

Direct conversion of aromatic 1,3-dioxanes to hydroxypropyl esters with pyridinium hydrobromide perbromide and sodium acetate in water

Various aromatic 1,3-dioxanes were directly converted to respective hydorxypropyl esters with pyridinum hydrobromide perbromide and sodium acetate in water at room temperature.

Synthesis of 1,3-Cycloalkadienes from Cycloalkenes: Unprecedented Reactivity of Oxoammonium Salts

Few methods allow for the direct conversion of cycloalkenes into cycloalkadienes with high chemo- and regioselectivity. Herein, we report a convenient one-pot process for this transformation that involves the unprecedented N-preferential group transfer of N-oxoammonium salts to cycloalkenes, followed by Cope elimination, to afford cycloalkadienes at room temperature and pressure.

Palladium on Carbon-Catalyzed Chemoselective Oxygen Oxidation of Aromatic Acetals

The development of an unprecedented chemoselective transformation has contributed to forming a novel synthetic process for target molecules. Chemoselective oxidation of aromatic acetals has been accomplished using a reusable palladium on carbon catalyst under atmospheric oxygen conditions to form ester derivatives with tolerance of aliphatic acetals and ketals.