327189-66-2

Upstream product

• 108-73-6 3,5-dihydroxyphenol 
• 50409-12-6 cis,cis-1,3,5-trihydroxycyclohexane 
• 18162-48-6 tert-butyldimethylsilyl chloride 

Downstream Products

• 866940-19-4 cis-1,3-ditosyloxy-5-(tert-butyldimethylsilanyloxy)cyclohexane 
• 199613-48-4 5-tert-butyl-dimethylsilyloxy-(5S)-2-cyclohexenone 

Relevant academic research and scientific papers

Design and sterospecific synthesis of modular ligands based upon cis-1,3-trans-5-substituted cyclohexanes

A range of eight novel ligands, based on the cis-1,3-trans-5-substituted cyclohexane framework, have been synthesized by a stereospecific route starting from cw-1,3,5-cyclohexanetriol. This route depends on the use of efficient mono-silylation and mono-to

Concise total synthesis of AB5046A and AB5046B

Two naturally occurring rare 5-oxo β-triketones, AB5046A and AB5046B, were efficiently synthesized in five linear steps with overall yields of 36% and 28%, respectively. The synthetic strategy highlighted the readily preparation of the key intermediate, 3

Total Synthesis of Lycopalhine A

The total synthesis of lycopalhine A featuring the construction of a tricyclic system via cleavage of a cyclopropane ring and an ensuing intramolecular Michael addition, stereoselective introduction of a 2-aminoethyl moiety via a reaction of allyltrimethy

Sensor with a scaffold having changeable conformations

The present invention relates to a scaffolded sensor with a container comprising a drug for triggering drug release, wherein the scaffold is intrinsically conformationally metastable and a method to its manufacture.

Impact of nature and length of linker incorporated in agonists on toll-like receptor 9-mediated immune responses

Oligodeoxynucleotides containing unmethylated CpG motifs act as ligands of Toll-like receptor 9 (TLR9). We previously reported a novel class of TLR9 agonists, referred to as immune-modulatory oligonucleotides (IMOs), in which two 11-mers of the same seque

Novel versatile approach to an enantiopure 19-nor, des-C,D vitamin D3 derivative

A short and efficient de novo route to the des-C,D vitamin D3 derivative 3 (Ro 65-2299), a potential antipsoriatic, has been developed. This route features an assembly strategy so far unexplored in vitamin D chemistry involving a modified Julia olefination of the A-ring ketone 30 and the 2-benzothiazolyl sulfone 60. Construction of the A-ring building block was accomplished by an efficient three-step route starting from the meso trans-1,3,5-cyclohexane triol (26), which was desymmetrized by a highly selective enzymatic mono-hydrolysis of the corresponding triacetate 27 followed by oxidation of the alcohol 29 to give the homochiral diacetoxy ketone 30 (ee=99.5%) in 83% overall yield. Furthermore, we found efficient and practical syntheses of the 5-acetoxy-2-cyclohexenone (31) and its enantiomer 32, both new building blocks useful for natural product synthesis.

Multiselective enzymatic reactions for the synthesis of protected homochiral cis- and trans-1,3,5-cyclohexanetriols

For the synthesis of the potentially antipsoriatic vitamin D derivative 3 (Ro 65-2299) an efficient and multiselective enzymatic step had been developed in which the easily accessible trans-1,3,5-triacetoxy-cyclohexane 5 was selectively monohydrolyzed in the presence of the cis-isomer 8 to give (1R,3R)-1,3-diacetoxy-5-hydroxy-cyclohexane 6 in high enantiomeric excess (>99%) and yield (84%). Furthermore, for the synthesis of the enantiomer of 3, a simple and efficient enzymatic procedure for the asymmetric acetylation of cis-1,5-dihydroxy-3-(tert-butyldimethylsilanoxy)-cyclohexane 10 in an anhydrous organic solvent providing (1R,3S,5S)-1-acetoxy-3-hydroxy-5-(tert-butyldimethylsilanoxy)-cyclohexane 11 in >99% ee and quantitative yield is described. Copyright (C) 2000 Elsevier Science Ltd.

Enantioselective synthesis of the lactone moiety of HMG-CoA reductase inhibitor: Stereoselective synthesis of (+)-(4R,6R)-4-hydroxy-6-(2-phenylethyl)-tetrahydro-2H-pyran-2-one

The enantioselective synthesis of the lactone moiety of (+)-compactin and (+)-mevinolin was established starting from a meso-3,5-dihydroxycyclohexanone derivative by employing an enantioselective deprotonation strategy.