882980-43-0

Basic information

• Product Name: Bn-OPT, Dudley Reagent
• Synonyms: 2-Benzyloxy-1-methylpyridinium triflate;Bn-OPT, Dudley Reagent;2-Benzyloxy-1-methylpyridinium Trifluoromethanesulfonate;1-Methyl-2-(phenylmethoxy)-pyridinium 1,1,1-trifluoromethanesulfonate;Dudley's reagent;Bn-OPT;2-Benzyloxy-1-methylpyridinium Trifluoromethanesulfonate (This product is only available in Japan.);2-Benzyloxy-1-methylpyridinium triflate 96%
• CAS NO: 882980-43-0
• Molecular Formula: C14H14F3NO4S
• Molecular Weight: 0
• Mol File: 882980-43-0.mol
• Article Data: 6

Chemical Properties

• Melting Point: 85-91 °C
• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: Bn-OPT, Dudley Reagent(CAS DataBase Reference)
• NIST Chemistry Reference: Bn-OPT, Dudley Reagent(882980-43-0)
• EPA Substance Registry System: Bn-OPT, Dudley Reagent(882980-43-0)

Safety Data

• Hazard Codes: Xn
• Statements: 22-37/38-41
• Safety Statements: 26-36/37/39
• WGK Germany: 3
• Hazardous Substances Data: 882980-43-0(Hazardous Substances Data)

Usage

Description

Bn-OPT, Dudley Reagent is a novel reagent specifically designed for benzyl protection of alcohols under neutral conditions. It facilitates the selective formation of benzyl esters of carboxylic acids in the presence of triethylamine, making it a valuable tool in organic synthesis and chemical research.

Uses

Used in Organic Synthesis:
Bn-OPT, Dudley Reagent is used as a protecting group for alcohols during organic synthesis for the following reasons:
1. It allows for selective protection of alcohols without affecting other functional groups present in the molecule.
2. The neutral conditions provided by the reagent prevent unwanted side reactions and degradation of sensitive functional groups.
3. The benzyl ester formed is stable and can be easily removed under mild conditions, ensuring the integrity of the final product.
Used in Pharmaceutical Industry:
Bn-OPT, Dudley Reagent is used as a key intermediate in the synthesis of pharmaceutical compounds for the following reasons:
1. Its ability to selectively protect alcohols enables the synthesis of complex molecules with multiple functional groups.
2. The mild conditions required for the formation and removal of the benzyl ester protect the integrity of the pharmaceutical compounds, ensuring their stability and efficacy.
3. The reagent's compatibility with a wide range of substrates allows for the development of diverse drug candidates with potential therapeutic applications.
Used in Chemical Research:
Bn-OPT, Dudley Reagent is used as a research tool in chemical laboratories for the following reasons:
1. It provides a means to study the reactivity and selectivity of alcohols in various chemical reactions.
2. The reagent's ability to form stable benzyl esters allows researchers to investigate the properties and behavior of these esters in different chemical environments.
3. The mild conditions and compatibility with a wide range of substrates make it suitable for exploring new synthetic routes and methodologies in chemical research.

InChI:InChI=1/C13H14NO.CHF3O3S/c1-14-10-6-5-9-13(14)15-11-12-7-3-2-4-8-12;2-1(3,4)8(5,6)7/h2-10H,11H2,1H3;(H,5,6,7)/q+1;/p-1

Upstream product

• 40864-08-2 2-benzyloxypyridine 
• 333-27-7 methyl trifluoromethanesulfonate 
• 109-09-1 2-chloropyridine 
• 100-51-6 benzyl alcohol 

Downstream Products

• 32565-76-7 (2,6-dimethyloxy-4-methyl)phenyl 
• 32565-33-6 1-benzyl-2,4-dimethoxybenzene 
• 2116-36-1 1-benzyl-4-bromo-benzene 
• 23450-18-2 2-benzyl-1-bromobenzene 
• 1394226-64-2 5-((2S,4S)-2-(benzyloxy)-4-hydroxyhept-6-en-1-yl)-7-methoxy-2,2-dimethyl-4H-benzo[d][1,3]dioxin-4-one 
• 1417721-70-0 C₆₈H₇₄N₆O₁₃ 

Relevant articles and documents

3BéTA-(BENZYLOXY)-17ALPHA-METHYL-PREGN-5-EN-20-ONE FOR USE IN THE TREATMENT OF COGNITIVE DISORDERS

The present invention generally relates to a specific pregnenolone derivative for its use for the treatment of a cognitive disorders. More particularly, the invention relates to a compound of Formula (I) for its use in the treatment of cognitive disorders. Indeed, the compound of the invention is in vivo very potent in correcting the cognitive impairments observed in cognitive disorders.

Compounds and methods of arylmethylation (benzylation) as protection for alcohol groups during chemical synthesis

A process for benzylating an alcohol includes mixing 2-benzyloxy-1-methylpyridinium triflate in an aromatic hydrocarbon solvent having a predetermined boiling point; adding an acid scavenger to the mixture; combining the alcohol to be benzylated with the mixture; reacting the alcohol with the 2-benzyloxy-1-methylpyridinium triflate by heating above ambient temperature to generate the benzylated alcohol; and separating the benzylated alcohol from the mixture.

Mix-and-heat benzylation of alcohols using a bench-stable pyridinium salt

2-Benzyloxy-1-methylpyridinium inflate (1) is a stable, neutral organic salt that converts alcohols into benzyl ethers upon warming. The synthesis and reactivity of 1 are described herein. Benzylation of a wide range of alcohols occurs in good to excellent yield.