550373-07-4

Upstream product

• 13154-24-0 triisopropylsilyl chloride 
• 540-38-5 p-Iodophenol 
• 180577-83-7 1-iodo-4-[[tris(1-methylethyl)silyl]oxy]benzene 
• 88075-18-7 4-(2-(trimethylsilyl)ethynyl)phenol 
• 211617-68-4 4-(triisopropylsilyloxy)benzaldehyde 
• 123-08-0 4-hydroxy-benzaldehyde 
• 193966-77-7 4-bromo-1-(triisopropylsilyloxy)benzene 

Downstream Products

• 419569-04-3 1,6-bis[4-(triisopropylsilyloxy)phenyl]hexa-1,5-diyne-3,4-dione 
• 419569-07-6 6,7-dicyano-2,3-bis[4-(triisopropylsilyloxy)phenylethynyl]quinoxaline 
• 1037717-65-9 2-methyl-3-[4-(triisopropylsilanyloxy)phenylethynyl]cyclopent-2-enone 
• 1037717-69-3 C₂₄H₃₄O₂Si 
• 1415686-24-6 (E)-3-(4-hydroxybenzylidene)-3,4-dihydrocyclopenta[b]indol-2(1H)-one 
• 1415686-22-4 3-(4-((triisopropylsilyl)oxy)benzyl)-3,4-dihydrocyclopenta[b]indol-2(1H)-one 
• 1415686-16-6 1-(2-iodo-1H-indol-3-yl)-4-(4-((triisopropylsilyl)oxy)phenyl)but-3-yn-2-ol 
• 1415686-17-7 (Z)-3-(4-((triisopropylsilyl)oxy)benzylidene)-1,2,3,4-tetrahydrocyclopenta[b]indol-2-ol 
• 1415686-23-5 (Z)-3-(4-hydroxybenzylidene)-1,2,3,4-tetrahydrocyclopenta[b]indol-2-ol 
• 1415686-26-8 (E)-3-(4-((triisopropylsilyl)oxy)benzylidene)-1,2,3,4-tetrahydrocyclopenta[b]indol-2-ol 
• 1622863-21-1 neoseptin-3 

Relevant academic research and scientific papers

Dendritic domains with hexagonal symmetry formed by X-shaped bolapolyphiles in lipid membranes

A novel class of bolapolyphile (BP) molecules are shown to integrate into phospholipid bilayers and self-assemble into unique sixfold symmetric domains of snowflake-like dendritic shapes. The BPs comprise three philicities: a lipophilic, rigid, π-π stacki

Cu/Chiral Phosphoric Acid-Catalyzed Asymmetric Three-Component Radical-Initiated 1,2-Dicarbofunctionalization of Alkenes

An asymmetric intermolecular, three-component radical-initiated dicarbofunctionalization of 1,1-diarylalkenes with diverse carbon-centered radical precursors and electron-rich heteroaromatics by a copper(I) and chiral phosphoric acid cooperative catalysis strategy has been developed, providing straightforward access to chiral triarylmethanes bearing quaternary all-carbon stereocenters with high efficiency as well as excellent chemo- and enantioselectivity. The key to success is not only the introduction of a sterically demanding chiral phosphoric acid to favor radical difunctionalization over the otherwise remarkable side reactions but also the in situ generation of carbocation intermediates from benzylic radical to realize asymmetric induction with the aid of a removable hydroxy directing group via cooperative interactions with chiral phosphate. Density functional theory calculations elucidated the critical chiral environment created by the hydrogen-bonding and ion-pair interactions between the chiral phosphoric acid catalyst and substrates, which leads to the enantioselective C-C bond formation.

TLR-INDEPENDENT SMALL MOLECULE ADJUVANTS

A TLR-independent adjuvant compound that corresponds in structure to Formula I, below, or its pharmaceutically acceptable salt is disclosed in which X, Y, Z, n, R1, R2, R3, R4 and W are defined within. Also disclosed are a method of its preparation and use, as well as a pharmaceutical composition containing the same.

Total synthesis of ent-(+)-cinanthrenol A

The first total synthesis of ent-(+)-cinanthrenol A of potent estrogenic activity was achieved with 10.9% overall yield in 13 steps from commercially available materials. Our synthesis features a photo-promoted oxidative 6π-electron electrocyclization/aromatization for construction of the cyclopentaaphenanthren-17-one and Furukawa hydroxyl-directed cyclopropanation for the rare spiro2,4heptane. The brevity of this synthetic strategy would allow an expedited access to cinanthrenol A and its analogs for further biological evaluation.

Discovery and Structure-Activity Relationships of the Neoseptins: A New Class of Toll-like Receptor-4 (TLR4) Agonists

Herein, we report studies leading to the discovery of the neoseptins and a comprehensive examination of the structure-activity relationships (SARs) of this new class of small-molecule mouse Toll-like receptor 4 (mTLR4) agonists. The compounds in this class, which emerged from screening an α-helix mimetic library, stimulate the immune response, act by a well-defined mechanism (mouse TLR4 agonist), are easy to produce and structurally manipulate, exhibit exquisite SARs, are nontoxic, and elicit improved and qualitatively different responses compared to lipopolysaccharide, even though they share the same receptor.

NEOSEPTINS: SMALL MOLECULE ADJUVANTS

A MD-2:TLR4 complex agonist compound is disclosed whose structure corresponds to Formula (I), as defined within. Also disclosed are a method of its preparation and use, as well as a pharmaceutical composition containing the same.

Total synthesis of nostodione A, a cyanobacterial metabolite

The first total synthesis of the mitotic spindle poison nostodione A is described. The inherent oxidative sensitivity of indoles is utilized for a late introduction of a second carbonyl to the cyclopent[b]indole-2-one system. The tricyclic system is prepared from indole-3-acetic acid and O-silylated 4-ethynylphenol, using a stereoselective intramolecular reductive Heck cyclization as the key transformation.

Synthesis of novel structurally simplified estrogen analogues

A library of 17 novel estrogen analogues 3 and 4 containing different substituents at rings A and D (steroid nomenclature) was prepared in a five- to seven-step synthesis. The key transformation is a Sonogashira-coupling of cyclic vinyl iodides of type 7

Acetylenic quinoxalinoporphyrazines as photosensitisers for photodynamic therapy

A range of lipo- and hydrophilic derivatives of the new class of octaalkynyl tetra-[6,7]-quinoxalinoporphyrazines (TQuiPors), analogues of the naphthalocyanines, were prepared in two steps starting from functionalised hexa-1,5-diyne-3,4-diones. Divalent zinc and magnesium ions were introduced into the macrocyclic core. Whereas the triisopropylsilyl-, 3,5-di-tert-butylphenyl- and 4-triisopropylsilyloxyphenyl-terminated acetylenic TQuiPors are lipophilic and hence soluble in standard organic solvents, a polyethylene glycol-substituted derivative was found to dissolve in DMSO as well as in ethanol/water mixtures. The new chromophores are characterised by intense UV/Vis/NIR absorptions, most notably by bands at 770 nm with extinction coefficients exceeding 500000M-1 cm-1. With a view to possible photodynamic therapy applications, the potency of the chromophores to sensitise the formation of singlet oxygen was examined, both qualitatively using a 1,3-diphenylisobenzofuran assay, and quantitatively by the determination of the singlet oxygen quantum yields. It was found that all TQuiPors produce singlet oxygen when irradiated in the presence of air. In particular, the octaalkynyl Zn-TQuiPor generates singlet oxygen with a quantum yield of 56%, thereby rivalling, and, in conjunction with its absorption profile, even exceeding the standards set by established PDT agents. The photostabilities of the TQuiPors were assessed and generally found to be satisfactory, but dependent on the solvent and the wavelength of the incident light.