138459-95-7

Upstream product

• 24682-42-6 2-(2'-hydroxyethyl)cyclohexan-1-ol 
• 76397-53-0 3-acetylthiazolidine-2-thione 
• 10198-33-1 (+/-)-2-(2'-acetoxyethyl)cyclohexanone 
• 7768-28-7 2-(2-hydroxyphenyl)ethanol 
• 75-36-5 acetyl chloride 
• 108-05-4 vinyl acetate 
• 141-78-6 ethyl acetate 

Downstream Products

• 1390634-20-4 C₁₀H₁₂O₄ 
• 722539-64-2 2-(2-hydroxy-3-hydroxymethylphenyl)ethylacetate 

Relevant academic research and scientific papers

Selective acetylation of aliphatic hydroxyl group in the presence of phenolic hydroxyl group using silica gel supported BF3 catalyst

Selective acetylation of aliphatic hydroxyl group in the presence of phenolic hydroxyl group was achieved conveniently and efficiently by treatment with EtOAc in the presence of silica gel supported BF3 catalyst.

Lipase-catalysed chemoselective monoacetylation of hydroxyalkylphenols and chemoselective removal of a single acetyl group from their diacetates

It was demonstrated that Pseudomonas cepacia PS lipase adsorbed on Celite, has the ability to catalyse the chemoselective monoacetylation of various hydroxyalkylphenols or the chemoselective removal of a single acetyl group from the corresponding acetate.

Synthesis and structure/antioxidant activity relationship of novel catecholic antioxidant structural analogues to hydroxytyrosol and its lipophilic esters

A large panel of novel catecholic antioxidants and their fatty acid or methyl carbonate esters has been synthesized in satisfactory to good yields through a 2-iodoxybenzoic acid (IBX)-mediated aromatic hydroxylation as the key step. The new catechols are

Substituted Cyclopentanes Or Cyclopentanones As Therapeutic Agents

Novel compounds, and therapeutic methods, compositions and medicament related thereto are disclosed herein.

SUBSTITUTED CYCLOPENTANES OR CYCLOPENTANONES AS THERAPEUTIC AGENTS

Therapeutic compounds, methods, and compositions are disclosed herein.

Second-generation cycloSal-d4TMP pronucleotides bearing esterase-cleavable sites - The "trapping" concept

An extension of the cycloSal-pronucleotide approach is presented. Attachment of an enzyme-cleavable ester/acylal group to the cycloSal-d4TMP triesters should allow these compounds to be trapped intracellularly after cleavage. The ester/acylal groups were introduced in the 3- or 5-position of the cycloSal ring system, and surprising differences were observed in hydrolysis studies in CEM cell extracts with respect to the ester/acylal moiety. While acetyl and levulinyl esters were readily cleaved, alkyl esters of cycloSal-d4TMP acids proved to be resistant to enzymatic cleavage. In contrast, AM-, POM- and POC-acylals were rapidly cleaved in the extracts, leading to cycloSal-d4TMP acids. The antiviral activity of the compounds against HIV is also presented. Wiley-VCH Verlag GmbH & Co. KGaA, 2006.

"Lock-in" modified cycloSal nucleotides - The second generation of cycloSal prodrugs

A new generation of cycloSal-pronucleotides is presented. CycloSal-d4TMPs have been modified by introduction of an esterase-cleavable site in order to trap them inside cells. Hydrolysis studies in different media (PBS, CEM/0- and liver extracts) and anti-

Second Generation of cycloSal-Pronucleotides with Esterase-Cleavable Sites: The "Lock-In"-Concept

A conceptual extension of the cycloSal-pronucleotide approach is presented. The characteristic feature of the new cycloSal-derivatives of the anti-HIV active nucleoside analogue d4T 1 is the incorporation of an enzymatically cleavable carboxylic ester moiety with the intention to trap the triesters inside cells ("lock-in"-concept). CycloSal-triesters bearing different ester groups in the 3-or 5-position of the cycloSal-moiety are described. Surprisingly, only acetyl-and levulinyl esters are cleaved readily in CEM cell extracts while alkyl esters were found to be stable. Nevertheless, in in-vitro anti-HIV assays most of the compounds achieve the thymidine-kinase bypass, thus proving that they act at least as nucleotide delivery systems.

The synthesis of (R)-(+)-lipoic acid using a monooxygenase-catalysed biotransformation as the key step

2-(2-Acetoxyethyl)cyclohexanone (4) was converted into the lactone (-)-(5) regio- and enantioselectively using 2-oxo-Δ3-4,5,5-trimethylcyclopentenyl acetyl-CoA monooxygenase, an NADPH-dependent Baeyer-Villiger monooxygenase from camphor grown Pseudomonas putida NCIMB 10007. The lactone (-)-(5) was converted into (R)-(+)-lipoic acid in six steps. In contrast cyclopentanone monooxygenase, an NADPH-dependent Baeyer-Villiger monooxygenase from cyclopentanol-grown Pseudomonas sp. NCIMB 9872 selectively oxidized the (S)-enantiomer of the ketone (4) giving better access to optically enriched, naturally occurring lipoic acid.