4397-13-1

Upstream product

• 50-00-0 formaldehyd 
• 35471-28-4 sodium 2,4-dimethylphenolate 
• 91143-53-2 2-Acetoxy-2,4-dimethyl-6-formyl-cyclohexadien-(3,5)-on-⁽¹⁾ 
• 24623-61-8 3,5-dimethylsalicylaldehyde 
• 105-67-9 2,4-Xylenol 
• 201166-01-0 3,5-diMe-cycloSal-d4TMP 
• 28193-65-9 2-chloromethyl-4,6-dimethyl-phenol 
• 201166-01-0 1-[(2R,5S)-5-(6,8-Dimethyl-2-oxo-4H-2λ⁵-benzo[1,3,2]dioxaphosphinin-2-yloxymethyl)-2,5-dihydro-furan-2-yl]-4-hydroxy-5-methyl-1H-pyrimidin-2-one 
• 6245-04-1 3,5-dimethylsalicylic acid 
• 195885-85-9 1-[(2R,4S,5S)-4-Azido-5-(6,8-dimethyl-2-oxo-4H-2λ⁵-benzo[1,3,2]dioxaphosphinin-2-yloxymethyl)-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione 

Downstream Products

• 71599-30-9 6,8-Dimethyl-2-phenyl-chroman 
• 14010-03-8 bis-(2-hydroxy-3,5-dimethyl-benzyl)-ether 
• 97359-38-1 2,4-dimethyl-6-[(phenylamino)methyl]phenol 
• 104037-37-8 (2-hydroxymethyl-4,6-dimethyl-phenoxy)-acetic acid 
• 24623-61-8 3,5-dimethylsalicylaldehyde 
• 854752-71-9 (2-Hydroxy-3.5-dimethyl-phenyl)-(2-hydroxy-naphthyl-⁽¹⁾)-methan 
• 6538-35-8 6,6'-methylenebis(2,4-dimethylphenol) 
• 4090-08-8 2,5-bis-(2-hydroxy-3,5-dimethyl-benzyl)-hydroquinone 
• 99169-96-7 (2-hydroxy-3,5-dimethyl-benzyl)-urea 
• 91644-82-5 (2-hydroxy-3,5-dimethyl-benzyl)-carbamic acid ethyl ester 
• 99982-01-1 N-(2-hydroxy-3,5-dimethyl-benzyl)-N'-methyl-urea 
• 90926-13-9 2-Methoxymethyl-4,6-dimethylphenol 
• 95062-51-4 4,6-dimethyl-o-quinone methide 

Relevant academic research and scientific papers

Salalens and Salans Derived from 3-Aminopyrrolidine: Aluminium Complexation and Lactide Polymerisation

In this paper a series of 7 salalen ligands based on an aminopyrrolidine backbone have been prepared and characterised. Several systems have been reduced to the salan ONNO type-ligand. All ligands have been complexed to AlIII with Al(1–7)Me, Al(2a)(OiPr) and Al(7a)Me being characterised by single-crystal X-ray diffraction. In general the AlIII centres are best described as being in a trigonal bipyramidal geometry. The solution and solid-state structures are discussed. All complexes have all been trialled for the production of PLA from rac-lactide, the salalen complexes had a preference for heterotactic PLA (Pr = 0.71), whereas the salan had a more isotactic bias (Pm = 0.72). In all cases PLA with low dispersities and predictable molecular weights were prepared. The activity of the two classes of ligands is compared with the salan complexes appearing to be significantly more active than the salalen systems.

Thermally induced twin polymerization of 4H-1,3,2-benzodioxasilines

The twin monomer 2,2′-spirobi[4H-1,3,2-benzodioxasiline] (1) can be polymerized to nanostructured SiO2/phenolic-resin composite material by thermally induced twin polymerization. Thermally induced twin polymerization represents a way to produce

Enantioselective Phenolic α-Oxidation Using H2O2 via an Unusual Double Dearomatization Mechanism

Feedstock aromatic compounds are compelling low-cost starting points from which molecular complexity can be generated rapidly via oxidative dearomatization. Oxidative dearomatizations commonly rely heavily on hypervalent iodine or heavy metals to provide the requisite thermodynamic driving force for overcoming aromatic stabilization energy. This article describes oxidative dearomatizations of 2-(hydroxymethyl)phenols via their derived bis(dichloroacetates) using hydrogen peroxide as a mild oxidant that intercepts a transient quinone methide. A stereochemical study revealed that the reaction proceeds by a new mechanism relative to other phenol dearomatizations and is complementary to extant methods that rely on hypervalent iodine. Using a new chiral phase-transfer catalyst, the first asymmetric syntheses of 1-oxaspiro[2.5]octa-5,7-dien-4-ones were reported. The synthetic utility of the derived 1-oxaspiro[2.5]octadienones products is demonstrated in a downstream complexity-generating transformation.

Enantioselective phenolic a-oxidation using H2O2 via an unusual double dearomatization mechanism

Feedstock aromatic compounds are compelling low-cost starting points from which molecular complexity can be generated rapidly via oxidative dearomatization. Oxidative dearomatizations commonly rely heavily on hypervalent iodine or heavy metals to provide the requisite thermodynamic driving force for overcoming aromatic stabilization energy. This article describes oxidative dearomatizations of 2- (hydroxymethyl)phenols via their derived bis(dichloroacetates) using hydrogen peroxide as a mild oxidant that intercepts a transient quinone methide. A stereochemical study revealed that the reaction proceeds by a new mechanism relative to other phenol dearomatizations and is complementary to extant methods that rely on hypervalent iodine. Using a new chiral phasetransfer catalyst, the first asymmetric syntheses of 1-oxaspiro[2.5]octa-5,7-dien-4-ones were reported. The synthetic utility of the derived 1-oxaspiro[2.5]octadienones products is demonstrated in a downstream complexity-generating transformation.

3,5-Di-(tert-Butyl)-6-fluoro-cycloSal-d4TMP - A Pronucleotide with a Considerably Improved Masking Group

A new, considerably improved cycloSal masking group has been developed. This new group combines four desirable properties and has been attached to the anti-HIV drug 2′,3′-dideoxy-2′,3′-didehydrothymidine (d4T, 1) to give 3,5-(di-tert-butyl)-6-fluoro-cycloSal-d4TMP (2i). This phosphate triester has a reasonable chemical half-life, highly selectively released d4TMP, has poor - if any - inhibitory effect on butyrylcholinesterase (BChE), and achieved the TK-bypass. ( Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003).

Nucleotide Delivery from cycloSaligenyl-3′-azido-3′-deoxythymidine Monophosphates (cycloSal-AZTMP)

The application of our cycloSaligenyl- (cycloSal) pronucleotide concept to the approved anti-HIV dideoxynucleoside 3′-azido-3′-deoxythymidine AZT (1) is reported. This pronucleotide concept has been designed to deliver the corresponding 3′-azido-3′-deoxythymidine monophosphate AZTMP (2) by selective chemical hydrolysis from the lipophilic precursors cycloSal-AZTMP 4a-h. All derivatives 4a-h were synthesized using differently substituted salicyl alcohols 7a-h as starting materials. In hydrolysis studies, compounds 4 decomposed selectively releasing AZTMP (2) and the salicyl alcohols 7 following the designed tandem reaction. Furthermore, due to the electronic properties introduced by substituents, the half-lives of the triesters 4 could be ajusted over a wide range. Phosphotriesters 4 exhibited considerable biological activity in HIV-1 and HIV-2 infected wild-type human T-lymphocyte (CEM/O) cells, whereas, contrary to our expectations, nearly all activity was lost in HIV-2 infected thymidine-kinase-deficient CEM cells.

Cyclo-saligenyl-2',3'-dideoxy-2',3' didehydroythymidinemonophosphate (cyclosal-d4TMP) - A new pro-nucleotide approach

The synthesis of cycloSal-d4TMP 3a-g as new pro-nucleotide approach for d4TMP 2 is described. Phosphotriesters 3 release the d4TMP 2 selectively by a controlled, chemically induced tandem reaction. CycloSa1-phosphotriesters 3 exhibited high biological activity against HIV-1/HIV-2 in CEM cells which was completely retained in CEM TK- cells.

Cyclo-saligenyl-5-fluoro-2′-deoxyuridinemonophosphate (cycloSal-FdUMP), A new prodrug approach for fdump

The synthesis of cycloSal-FdUMP 3a-d as a new prodrug approach for FdU 1 is described. Phosphotriesters 3 release the FdUMP 2 selectively by a controlled, chemically induced tandem reaction in hydrolysis studies. The biological activity (IC50) of cycloSal-phosphotriesters 3 was evaluated in FM3A/O cells and FM3A/TK- cells. Copyright

Method for producing an unsaturated alcohol

A method for producing an unsaturated alcohol having a chain structure formed by oligomerization of a conjugated alkadiene, which comprises reacting a conjugated alkadiene and water in the presence of carbon dioxide by means of a palladium compound and a phosphorus compound having at least one trivalent phosphorus-oxygen single bond, as catalyst.