33832-98-3

Usage

Uses

Used in Organic Synthesis:
o-(hydroxymethyl)benzamide is used as a building block for the synthesis of various bioactive compounds, contributing to the development of new organic compounds with potential applications in various industries.
Used in Pharmaceutical Research:
o-(hydroxymethyl)benzamide is used as a versatile intermediate in the preparation of various organic compounds, playing a crucial role in the field of medicinal chemistry and drug discovery.
Used in Medicinal Chemistry:
o-(hydroxymethyl)benzamide is used for its potential pharmacological activities, including its anti-inflammatory and anti-cancer properties, making it a promising candidate for the development of new therapeutic agents.
Used in Drug Discovery:
o-(hydroxymethyl)benzamide is used as a valuable chemical in the field of drug discovery, aiding in the identification and development of new drugs with potential therapeutic benefits.

InChI:InChI=1/C8H9NO2/c9-8(11)7-4-2-1-3-6(7)5-10/h1-4,10H,5H2,(H2,9,11)

Upstream product

• 87-41-2 2-benzofuran-1(3H)-one 
• 610-93-5 6-nitrophthalide 

Downstream Products

• 87-41-2 2-benzofuran-1(3H)-one 
• 13213-88-2 1,4-dihydro-2H-benzo[d][1,3]oxazin-2-one 
• 4152-84-5 2-(aminomethyl)benzyl alcohol hydrochloride 

Relevant academic research and scientific papers

Synthesis of 1,4-dihydro-benzo[d][1,3]oxazin-2-ones from phthalides via an aminolysis-Hofmann rearrangement protocol

A simple two-step procedure for the conversion of readily available phthalides to the corresponding benzoxazinones was developed. Initial ring-opening aminolysis to form a primary 2-hydroxymethylbenzamide, followed by reaction with bis(trifluoroacetoxy)iodobenzene (BTI) conveniently, provided a variety of 4-substituted benzoxazinones.

Solid support for the synthesis of 3'-amino oligonucleotides

The present invention discloses novel methods and solid supports for the synthesis of 3′-amino oligonucleotides. The novel supports are based on an unsubstituted or ring-substituted hydroxymethylbenzoyl linker element wherein the hydroxymethyl group is esterified to a solid phase bound carboxylic acid and the carbonyl group is linked to an amino alcohol as an amide. Oligonucleotides are conveniently synthesized on the novel supports with no modifications in the standard phosphoramidite synthesis scheme. The ester function of the support is cleaved under the alkaline deprotection conditions for oligonucleotides to provide a free hydroxymethyl group that aids in the release of the 3′-amino oligonucleotide products with a free amino group through neighbor group participation. The free amino group of the oligonucleotides is available for further conjugation reactions to haptens, reporter groups, surfaces or other small molecules or biomolecules. The methods provided are particularly mild, do not require any modifications in standard protocols for the synthesis and deprotection of oligonucleotides, provide the 3′-amino oligonucleotides free of side products and do not introduce chiral centers to the oligonucleotides.