The Synthesis of a New Class of Potential Inhibitors for Glycoside Hydrolases†

Some attempts toward the synthesis of novel inhibitors of glycosyl transferases are described. More successfully, the synthesis of an activated cyclopropacyclohexene and an amide and an amine of a cyclopropa‐fused pyranose are described. None of these three novel compounds proved to be a significant inhibitor of a retaining α‐glucosidase from barley.     

New inhalation anaesthetics: IV. Fluorinated propanes

A range of fluorohalopropanes has been synthesised for screening as potential inhalation anaesthetics. Of the 26 compounds tested 21 are novel, and a further 6 novel propanes are also described. Of the compounds screened, 14 gave good anaesthesia with minimal side effects in mice, and their biological activities will be described more fully elsewhere [1].     

Microwave-assisted organic synthesis of a high-affinity pyrazolo-pyrimidinyl TSPO ligand

We herein report a dramatically improved total synthesis of the high-affinity translocator protein (TSPO) ligand DPA-714, featuring microwave-assisted organic synthesis (MAOS). Compared with previously described approaches, our novel MAOS method dramatically reduces overall reaction time without adversely effecting reaction yields. We envision that the described MAOS protocol may be suitably applied to high-throughput, diversity-oriented synthesis of novel compounds based on the pyrazolo-pyrimidinyl scaffold. Such an approach could accelerate the development of focused libraries of novel TSPO ligands with potential for future development as molecular imaging and therapeutic agents.     

One-pot tandem complexity-generating reaction based on Ugi four component condensation and intramolecular cyclization

A novel complexity-generating reaction is described, which can be used in a high-throughput parallel solution-phase combinatorial format. The synthetic pathway features the Ugi four component reaction followed by intramolecular cyclization via C-C bond formation. Starting from readily available initial reactants, the described approach leads to generation of novel 3-oxoisoindoline-1-carboxamides with four points of diversity around the core scaffold. The scope and limitations of the involved chemistry and some chemical transformations of the synthesized compounds are discussed.     

A new resin-bound universal isonitrile for the Ugi 4CC reaction: preparation and applications to the synthesis of 2,5-diketopiperazines and 1,4-benzodiazepine-2,5-diones

[reaction: see text] The preparation and synthetic applications of a novel resin-bound isonitrile are described. The resin is an example of a novel convertible isonitrile that can be utilized in the Ugi multicomponent reaction. Base-activation of the resin-bound Ugi product results in cleavage via formation of a N-acyloxazolidone that is then trapped as a carboxylic acid ester. This resin and the methodology described are suitable for synthesizing diversity libraries of 2,5-diketopiperazines and 1,4-benzodiazepine-2,5-diones.     

An Efficient Synthesis of de novo Imidates via Aza-Claisen Rearrangements of N-Allyl Ynamides

A novel thermal 3-aza-Claisen rearrangement of N-allyl ynamides for the synthesis of α-allyl imidates is described. Also, a sequential aza-Claisen, Pd-catalyzed Overman rearrangement is described for the synthesis of azapine-2-ones.     

Novel oxybispyridylboronic acids: synthesis and study of their reactivity in Suzuki-type cross-coupling reactions

This paper sets forth the synthesis of novel oxybispyridylboronic acids, which are prepared from the corresponding halo-oxybispyridines via halogen-metal exchange using n-butyllithium and treatment with triisopropylborate. A range of efficient cross-coupling reactions of these novel boronic acids with selected aryl halides is described. This strategy produces novel pyridylethers of interest in cholinergic medicinal chemistry.     

Design and reactivity of organic functional groups: imidazolylsulfonate (imidazylate) - au efficient and versatile leaving group

The preparation and reactivity of the novel imidazolylsulfonate group is described.     

A Novel Synthetic Pathway to 1R- and 1S-Dihidro-Ghrisanthemolactone5 from (+)-3-Carene

A novel synthetic approach to the enantlomerio dihydroohrysanthemolaotones is described.     

Tandem retro-aldol/Wittig/Michael and related cascade processes

A number of novel tandem sequences initiated by a retro-aldol process are described along with preliminary scope and limitation studies. These include (i) retro-aldol/Wittig trapping/intramolecular Michael addition, (ii) retro-aldol/aza-Wittig/intramolecular imine addition, (iii) retro-aldol/Henry/intramolecular Michael addition and (iv) retro-aldol/Knoevenagel/intramolecular Michael addition sequences. A range of novel functionalised cyclopentanes, and related systems, are described which should prove to be useful synthetic building blocks.     

Studies directed toward the synthesis of the guanidine alkaloid, spiroleucettadine: some observations at the level of structure

Studies toward the synthesis of the novel guanidine alkaloid spiroleucettadine are described.     

Synthesis of 2-N,N-dimethylaminomethyl-2,3,3a,12b-tetrahydrodibenzo-[b,f]furo[2,3-d]oxepin derivatives as potential anxiolytic agents

New synthesis approaches that have led to a series of novel tetrahydrodibenzo[b,f]furo[2,3-d]oxepin derivatives are described. According to preliminary data these novel tetracycles can be useful intermediates for the preparation of potential new therapeutic agents.     

Synthesis of allylic phosphates of biological interest

A novel route to the synthesis of allylic phosphonates of biological interest is described.     

The syntheses of 5-amino-3-t-butylisothiazole and 3-amino-5-t-butylisothiazole

A general synthesis of 3-amino-3-alkylpropenenitriles is described. These intermediates are further transformed to 5-amino-3-alkylisothiazoles. Also described is the synthesis of the novel isomer, 3-amino-5-t-butyl-isothiazole.     

Reactions of quinolinium and pyridinium N-imines with cyclopentadienone derivatives

The novel reactions of quinolinium and pyridinium N-imines with cyclopentadienones are described.     

An improved synthesis of 2-oxa-7-azaspiro[3,5]nonane and analogs as novel reagents in medicinal chemistry

A detailed synthesis of novel spirocyclic oxetane analogs is described for the first time.     

Synthesis of novel analogues of zanamivir as neuraminidase inhibitors

<正>A versatile synthesis of novel zanamivir analogues modified at C-4 and C-8 positions was described.The formation of amides from the acid with corresponding amines,followed by click chemistry generated the triazole substituted compounds as novel analogues of neuraminidase inhibitors in good yields.     

Total synthesis of 4-Demethoxy-8-nordaunomycinone

The first total chemical synthesis of the novel anthracyclinone 4-demethoxy-8-nordaunomycinone is described.     

Simple enantiospecific syntheses of the C(2)-diastereomers of omuralide and 3-methylomuralide

[reaction: see text] Syntheses of two novel omuralide derivatives are described.     

Synthesis of 3-vinylpiperidine

A novel synthesis of 3-vinylpiperidine from commercially available ethyl 3-pyridylacetate is described.