34911-33-6

Upstream product

• 34904-91-1 1-(3,5-dimethoxyphenyl)-2-oxo-2-phenylethyl acetate 
• 756798-74-0 {[1-(3,5-Dimethoxy-phenyl)-2-oxo-2-phenyl-ethoxycarbonyl]-methyl-amino}-acetic acid 
• 131376-66-4 1-(3,5-Dimethoxyphenyl)-2-oxo-2-phenylethyl dihydrogen phosphate 
• 34904-92-2 2-(3,5-dimethoxyphenyl)-2-hydroxy-1-phenylethan-1-one 
• 5425-44-5 2-Phenyl-[1,3]dithiane 
• 100-52-7 benzaldehyde 
• 92989-59-8 (3,5-dimethoxyphenyl)(2-phenyl-[1,3]-dithian-2-yl)-methanol 
• 144758-83-8 α-(3,5-dimethoxyphenyl)-α-(trimethylsilyloxy)acetonitrile 
• 7311-34-4 3,5-dimethoxybenzaldehdye 
• 198345-21-0 1-(3,5-dimethoxyphenyl)-2-oxo-2-phenylethyl benzoate 
• 169309-12-0 Cyclohexyl-carbamic acid 1-(3,5-dimethoxy-phenyl)-2-oxo-2-phenyl-ethyl ester 
• 169309-13-1 Piperidine-1-carboxylic acid 1-(3,5-dimethoxy-phenyl)-2-oxo-2-phenyl-ethyl ester 

Relevant academic research and scientific papers

Photochemical deprotection of 3′,5′-dimethoxybenzoin (DMB) carbamates derived from secondary amines

Treatment of secondary amines with a (dimethoxybenzoin)carbonylimidazolium salt provides dimethoxybenzoin carbamates that can be deprotected photochemically.

A case of fast photocyclization: The model of a downhill ladder reaction pathway for the bichromophoric phototrigger 3′,5′-dimethoxybenzoin acetate

A downhill ladder reaction pathway for the bichromophoric phototrigger 3′,5′-dimethoxybenzoin acetate was mapped using ab initio multiconfigurational methods. These computational results explicitly describe a case of fast photocyclization that overcomes t

Improved polyaromatic benzoin photoremovable protecting groups

Two novel photoremovable protecting groups in the benzoin class have been prepared and their photochemistry investigated. These polyaromatic benzoin photoremovable protecting groups have significantly improved molar extinction coefficients with absorption

Modulated photochemical reactivities of: O -acetylated (3′,5′-dimethoxyphenyl)heteroaryl acyloin derivatives under direct irradiation and photo-induced electron transfer conditions

3′,5′-Dimethoxybenzoin esters are important photoremovable protecting groups which form 2-phenylbenzofuran derivatives upon photo-release. We utilized a similar concept to test a photochemical method of installing a benzofuran moiety to the conjugated bac

Photoinduced Release of a Chemical Fuel for Acid–Base-Operated Molecular Machines

Back and forth motions of the acid–base-operated molecular switch 1 are photo-controlled by irradiation of a solution, which also contains the photolabile pre-fuel 4. The photo-stimulated deprotection of the pre-fuel produces controlled amounts of acid 2,

Photochemically Controlled Drug Dosing from a Polymeric Scaffold

Purpose: To develop the first photoactive biomaterial coating capable of controlled drug dosing via inclusion of synthesised drug-3,5-dimethoxybenzoin (DMB) conjugates in a poly(2-methyoxyethyl acrylate) (pMEA) scaffold. Methods: Flurbiprofen- and naproxen-DMB conjugates were prepared via esterification and characterised via NMR spectroscopy and mass spectrometry following chromatographic purification. Conjugate photolysis was investigated in acetonitrile solution and within the pMEA matrix following exposure to low-power 365?nm irradiation. Photo-liberation of drug from pMEA into phosphate buffered saline was monitored using UV-vis spectroscopy. Results: The synthetic procedures yielded the desired drug conjugates with full supporting characterisation. Drug regeneration through photolysis of the synthesised conjugates was successful in both acetonitrile solution and within the pMEA scaffold upon UV irradiation. Conjugates were retained within the pMEA scaffold with exclusive drug liberation following irradiation and increased drug dose with increasing exposure. Multi-dosing capacity was demonstrated though the ability of successive irradiation periods to generate further bursts of drug. Conclusion: This study demonstrates the first application of photochemically controlled drug release from a biomaterial coating and the feasibility of using pMEA as a scaffold for housing the photoactive drug-DMB conjugates.

Synthesis and properties of carbamoyl derivatives of photolabile benzoins

Carbamoyl derivatives of photolabile benzoins, particularly of 3',5'-dimethoxybenzoin, are readily prepared via the mixed p-nitrophenyl carbonate of the benzoin. The method is most suitable for secondary amines, since many primary amines exist in varying proportions as the cyclic In alkaline solution (0.2 M NaOH) the carbamates of unsymmetrical benzoins are readily equilibrated. Flash photolysis of 3',5'-dimethoxybenzoin carbamates generates the carbamate anion in a fast heterolytic process and liberation of the amine is controlled by the rate of decarboxylation.

New Photolabile Amino Protecting Groups: Photogeneration of Amines from carbonyl Carbamates

A novel class of photolabile amino protecting groups, based on carbonyl groups, is presented and their scope and versatility demonstrated by the photogeneration of free primary and secondary amines.

Photoremovable Protecting Groups for Phosphorylation of Chiral Alcohols. Asymmetric Synthesis of Phosphotriesters of (-)-3',5'-Dimethoxybenzoin

Procedures have been developed for the preparation of dimethoxybenzoinyl (DMB) phosphate triesters that can be deprotected photochemically.These compounds can be useful in light-directed synthesis and caging.The photochemistry of a wide variety of fluorine-, oxygen-, and nitrogen-substituted benzoin acetates was examined to determine the substitution pattern in the nonacylated aromatic ring producing optimum chemical yields.Two groups, 2',3'-dimethoxybenzoin and 3',5'-dimethoxybenzoin, were found to give the highest yields of the benzofuran product and were further developed for the photochemical deprotection of phosphate esters.These reactions could not be quenched, suggesting a singlet photosolvolysis mechanism.An asymmetric synthesis of 3',5'-dimethoxybenzoin via the benzaldehyde cyanohydrin was developed that minimizes the number of diastereomers formed in the phosphorylation of chiral alcohols.A phosphoramidite reagent for the derivatization of alcohols was prepared and used to produce scalemic dimethoxybenzoinyl phosphate esters from pantolactone and glycerol, serine, and tyrosine derivatives.These compounds were deprotected photochemically to produce the phosphodiesters in high yield.