1888-89-7

Usage

Uses

Used in Pharmaceutical Synthesis:
1,5-Hexadiene diepoxide is used as a key intermediate in the synthesis of complex organic molecules, specifically for the preparation of the C13-22 fragment of amphidinolide T2. This application is crucial in the development of novel pharmaceutical compounds and contributes to advancements in medicinal chemistry.
In the context of its synthesis, 1,5-hexadiene diepoxide is utilized in a nickel-catalyzed reductive coupling of alkyne and terminal epoxide. This method highlights its importance in facilitating the formation of specific molecular structures that are otherwise challenging to achieve, thereby expanding the scope of organic synthesis and its applications in various industries, including pharmaceuticals and materials science.

Upstream product

• 855910-64-4 1,6-diiodo-hexane-2,5-diol 
• 592-42-7 1,5-Hexadien 
• 10353-53-4 1,2-epoxy-5-hexene 
• 24211-51-6 (2S,5S)-hexane-1,2,5,6-tetrol 
• 74862-78-5 (2S,5S)-1,6-di-(p-toluenesulfonyloxy)-2,5-dihydroxy-hexane 
• 127305-27-5 1,2-bis<(4S)-2,2-dimethyl-1,3-dioxolan-4-yl>ethane 
• 1888-89-7 1,5-hexadiene diepoxide 
• 145107-21-7 1,2-bis<(4S)-2-phenyl-1,3-dioxolan-4-yl>ethane 
• 3427-24-5 (2S,3E,5S)-1,2,5,6-tetrahydroxy-1,2:5,6-di-O-isopropylidene-hex-3-ene 
• 142841-50-7 (2S,5S)-2,5-bis(benzoyloxy)-1,6-dibromohexane 
• 145028-24-6 (2S,5S)-1,6-bis<(1-naphthylsulfonyl)oxy>-2,5-hexanediol 
• 106-89-8 epichlorohydrin 
• 93-59-4 Perbenzoic acid 

Downstream Products

• 2935-44-6 hexane-2,5-diol 
• 1025949-69-2 C₂₂H₂₂O₄Se₂ 
• 45620-68-6 cyclohex-2-ene-1,4-diol 
• 17299-07-9 (2R,5R)-2,5-hexanediol 

Relevant academic research and scientific papers

One-pot method for preparing diepoxide (by machine translation)

The method comprises the following steps, adding a reducing agent water solution :S1. to a reactor: slowly dropwise adding a reducing agent aqueous solution to obtain the diepoxide, adding a reducing agent aqueous solution to the reactor, to obtain the diepoxy, and separating and purifying ;S2. from the organic phase: by one-pot reaction, and adding a reducing agent water, through a pot method to obtain the diepoxide crude solution, to obtain the diepoxide compound. The invention discloses a method for separating and purifying a diepoxide crude product through a high vacuum, distillation . The method comprises the following steps of: adding a reducing agent aqueous solution to the, reactor at a low temperature, to obtain a diepoxide 91% crude, product through 95% a, one-pot reaction, of the diolefin and the m-chloroperoxybenzoic acid solution to obtain a diepoxide crude product solution. (by machine translation)

NOVEL BETA-HYDROXYLATED TERTIARY DIAMINES, A PROCESS FOR THEIR SYNTHESIS AND THEIR USE FOR ELIMINATING ACID COMPOUNDS A GASEOUS EFFLUENT

The invention relates to novel nitrogen compounds belonging to the family of tertiary diamines of general formula (I) below, wherein R is an alkanediyl radical —(CH2)n- with n=2, 3, 4, 5 or 6. The compound according to the invention is for example N,N,N′,N′-(tetramethyl)-1,6-diamino-2,5-hexanediol or N,N,N′,N′-(tetramethyl)-1,8-diamino-2,7-octanediol. The invention also relates to the method for preparing them and to their use for removing acid compounds contained in a gaseous effluent.

AMINOMETHYL- AND METHYLOXY-LINKED TRICYCLIC COMPOUNDS AS INHIBITORS OF PROTEIN AGGREGATION

The present invention relates to certain aminomethyl- and methyloxy-linked tricyclic compounds, pharmaceutical compositions containing them, and methods of using them, including methods for preventing, reversing, slowing, or inhibiting protein aggregation, and methods of treating diseases that are associated with protein aggregation, including neurodegenerative diseases such as Parkinson's disease, Alzheimer's disease, Lewy body disease, Parkinson's disease dementia, fronto-temporal dementia, Huntington's Disease, amyotrophic lateral sclerosis, and multiple system atrophy.

Chiral Pool/Henry/Enzymatic routes to acetogenin synthons

Enantio specific and enantioselective approaches to the natural (16 R,19R)- and the unnatural (16S,19S)- THF core of the bioactive acetogenin annonacin are described which utilizes both a chiral pool synthesis and enzymatic transformations. In the antipodal (2S,5S) THF series derived from D-(+)-glucosamine, the semi-protected THF aldehyde synthon allows for two-directional synthetic elaboration through a Henry reaction with a lipid-like nitroalkane. The resulting nitroalcohol having the unnatural (2S,5S)-THF core was oxidized to the corresponding a-nitroketone using a modified Collins oxidation. The intermediate a-nitroketone has potential for the preparation of the C15-C32 core and analogues through subsequent removal of the nitro group and reduction of the carbonyl.

Coordination of new disulfide ligands to CuIand CuII: Does a CuII μ-thiolate complex form?

Interest in dinuclear CuII μ-thiolate and CuI disulfide complexes is triggered by their similarity with the CuA site and the possibility to control this redox equilibrium. Three new disulfide ligands L1, L3 and L4 were synthesized and reacted with CuI salts to investigate whether thiolate or disulfide species would form. The nature of L1 precludes the formation of CuII μ-thiolate species, resulting in the formation of [Cu2I(L1)(CH3CN)](BF4)2 which was characterized via single crystal X-ray crystallography. Pyrazole-containing ligands L3 and L4 form CuI complexes that are stable in solution in air for hours with half-wave potentials of approximately +0.55 V versus Ag/AgCl, indicating high stability of the CuI state rather than the CuII state. The half-wave potentials of the CuI complexes with L1 and L2 are less positive, indicating that in order to allow formation of both CuII μ-thiolate and CuI disulfide species, a half-wave potential of roughly 0 V versus Ag/AgCl would be ideal. Furthermore, CuII crystal structures with L1, L2, L3 and L4 and different counterions were compared and analyzed. Pyrazolyl-containing ligands L3 and L4 form complexes that are very similar to the complexes with pyridyl-containing ligands L1 and L2.

Bioproduction of chiral epoxyalkanes using styrene monooxygenase from rhodococcus sp. ST-10 (RhSMO)

We describe the enantioselective epoxidation of straight-chain aliphatic alkenes using a biocatalytic system containing styrene monooxygenase from Rhodococcus sp. ST-10 and alcohol dehydrogenase from Leifsonia sp. S749. The biocatalyzed enantiomeric epoxidation of 1-hexene to (S)-1,2-epoxyhexane (44.6 mM) using 2-propanol as the hydrogen donor was achieved under optimized conditions. The biocatalyst had broad substrate specificity for various aliphatic alkenes, including terminal, internal, unfunctionalized, and di- and tri-substituted alkenes. Here, we demonstrate that this biocatalytic system is suitable for the efficient production of enantioenriched (S)-epoxyalkanes.

C-TERMINAL HSP90 INHIBITORS

Hsp90 C-terminal inhibitors and pharmaceutical compositions containing such compounds are provided. The compounds of the disclosure are useful for the treatment and/or prevention of neurodegenerative disorders such as diabetic peripheral neuropathy.

Absolute configuration for 1, n-glycols: A nonempirical approach to long-range stereochemical determination

The absolute configurations of 1,n-glycols (n = 2-12, 16) bearing two chiral centers were rapidly determined via exciton-coupled circular dichroism (ECCD) using a tris(pentafluorophenyl)porphyrin (TPFP porphyrin) tweezer system in a nonempirical fashion devoid of chemical derivatization. A unique "side-on" approach of the porphyrin tweezer relative to the diol guest molecule is suggested as the mode of complexation.

Regioselective epoxidation of different types of double bonds over large-pore titanium silicate Ti-β

Regioselective epoxidation of different types of double bonds located within the cyclic and acyclic parts of bulky olefins has been investigated using large-pore titanium silicate Ti-β in the presence of dilute aqueous H 2O2 as oxidant under mild liquid-phase conditions. Our experimental results revealed that side-chain vinylic double bonds are selectively epoxidized than those in the cyclohexene-ring. The epoxidation tendency of various bulky olefins with different positional and/or geometric isomers over Ti-β follows the order: terminal -CC- > ring -CC- ≈ bicyclic ring -CC- > allylic C - H bond. Unlike 4-vinyl-1-cyclohexene, epoxidation of an equimolar mixture of cyclohexene and 1-hexene under identical conditions using Ti-β exhibits completely different selectivity and product distributions. Steric factor and accessibility of reactants to active Ti-sites are responsible for the observed regioselectivity of bulky alkenes.

Regioselectivity and diasteroselectivity in Pt(II)-mediated "green" catalytic epoxidation of terminal alkenes with hydrogen peroxide: Mechanistic insight into a peculiar substrate selectivity

Recently developed electron-poor Pt(II) catalyst 1 with the "green" oxidant 35% hydrogen peroxide displays high activity and complete substrate selectivity in the epoxidation of terminal alkenes because of stringent steric and electronic requirements. In the presence of isolated dienes bearing terminal and internal double bonds, epoxidation is completely regioselective toward the production of terminal epoxides. Insight into the mechanism is gained by means of a reaction progress kinetic analysis approach that underlines the peculiar role of 1 in activating both the alkene and H 2O2 in the rate-determining step providing a rare example of nucleophilic oxidation of alkenes by H2O2.