Category: 57044-25-4

《Synthesis of the C50 diastereomers of the C33-C51 fragment of stambomycin D》 was published in Organic Chemistry Frontiers in 2022. These research results belong to Wang, Yongchen; Chintalapudi, Venkaiah; Gudmundsson, Haraldur G.; Challis, Gregory L.; Anderson, Edward A.. Formula: C3H6O2 The article mentions the following:

Herein, syntheses of the two C50 diastereomers of the C33-C51 region of the stambomycins I and II, which support the polyketide synthase-based configurational assignment were described, and established a strategy suitable for access to the extended stambomycin framework. The experimental part of the paper was very detailed, including the reaction process of (R)-Oxiran-2-ylmethanol(cas: 57044-25-4Formula: C3H6O2)

(R)-Oxiran-2-ylmethanol(cas: 57044-25-4) is a chiral building block used to construct an epoxyvinyl iodide intermediate in a synthesis of a furanocembrane, a marine natural product.Formula: C3H6O2

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《Atroposelective Total Synthesis of the Fourfold ortho-Substituted Naphthyltetrahydroisoquinoline Biaryl O,N-Dimethylhamatine》 was published in Chemistry – A European Journal in 2019. These research results belong to Slack, Eric D.; Seupel, Raina; Aue, Donald H.; Bringmann, Gerhard; Lipshutz, Bruce H.. Quality Control of (R)-Oxiran-2-ylmethanol The article mentions the following:

A stereoselective total synthesis of O,N-dimethylhamatine (I), an analog of an axially chiral naphthylisoquinoline natural biaryl product from tropical Ancistrocladus lianas, is reported. The route features a late-stage atropo-diastereoselective biaryl bond formation. Generation of this especially challenging, sterically hindered tetra-ortho-substituted array was achieved by using Nolan’s (IPr*NHC)PdCinCl pre-catalyst under mild Negishi coupling conditions. Discussion is offered regarding the selectivity obtained exptl. and predicted from DFT calculations on the key biaryl coupling step that leads to the desired M-diastereomer. In the experiment, the researchers used many compounds, for example, (R)-Oxiran-2-ylmethanol(cas: 57044-25-4Quality Control of (R)-Oxiran-2-ylmethanol)

(R)-Oxiran-2-ylmethanol(cas: 57044-25-4) is a chiral building block used to construct an epoxyvinyl iodide intermediate in a synthesis of a furanocembrane, a marine natural product.Quality Control of (R)-Oxiran-2-ylmethanol

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The author of 《Tailored Transition-Metal Coordination Environments in Imidazole-Modified DNA G-Quadruplexes》 were Punt, Philip M.; Clever, Guido H.. And the article was published in Chemistry – A European Journal in 2019. Application In Synthesis of (R)-Oxiran-2-ylmethanol The author mentioned the following in the article:

Two types of imidazole ligands were introduced both at the end of tetramol. and into the loop region of unimol. DNA G-quadruplexes. The modified oligonucleotides were shown to complex a range of different transition-metal cations including NiII, CuII, ZnII and CoII, as indicated by UV/Vis absorption spectroscopy and ion mobility mass spectrometry. Mol. dynamics simulations were performed to obtain structural insight into the investigated systems. Variation of ligand number and position in the loop region of unimol. sequences derived from the human telomer region (htel) allows for a controlled design of distinct coordination environments with fine-tuned metal affinities. It is shown that CuII, which is typically square-planar coordinated, has a higher affinity for systems offering four ligands, whereas NiII prefers G-quadruplexes with six ligands. Likewise, the positioning of ligands in a square-planar vs. tetrahedral fashion affects binding affinities of CuII and ZnII cations, resp. Gaining control over ligand arrangement patterns will spur the rational development of transition-metal-modified DNAzymes. Furthermore, this method is suited to combine different types of ligands, for example, those typically found in metalloenzymes, inside a single DNA architecture. In the experimental materials used by the author, we found (R)-Oxiran-2-ylmethanol(cas: 57044-25-4Application In Synthesis of (R)-Oxiran-2-ylmethanol)

(R)-Oxiran-2-ylmethanol(cas: 57044-25-4) is a chiral building block used to construct an epoxyvinyl iodide intermediate in a synthesis of a furanocembrane, a marine natural product.Application In Synthesis of (R)-Oxiran-2-ylmethanol

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Cheviet, Thomas; Wein, Sharon; Bourchenin, Gabriel; Lagacherie, Manon; Perigaud, Christian; Cerdan, Rachel; Peyrottes, Suzanne published their research in Journal of Medicinal Chemistry on August 13 ,2020. The article was titled 《β-Hydroxy- and β-Aminophosphonate Acyclonucleosides as Potent Inhibitors of Plasmodium falciparum Growth》.Safety of (R)-Oxiran-2-ylmethanol The article contains the following contents:

Malaria is an infectious disease caused by a parasite of the genus Plasmodium, and the emergence of parasites resistant to all current antimalarial drugs highlights the urgency of having new classes of mols. We developed an effective method for the synthesis of a series of β-modified acyclonucleoside phosphonate (ANP) derivatives, using com. available and inexpensive materials (i.e., aspartic acid and purine heterocycles). Their biol. evaluation in cell culture experiments and SAR revealed that the compounds’ effectiveness depends on the presence of a hydroxyl group, the chain length (four carbons), and the nature of the nucleobase (guanine). The most active derivative I inhibits the growth of Plasmodium falciparum in vitro in the nanomolar range (IC50 = 74 nM) with high selectivity index (SI > 1350). This compound also showed remarkable in vivo activity in P. berghei-infected mice (ED50 ~0.5 mg/kg) when administered by the i.p. route and is, although less efficient, still active via the oral route. It is the first ANP derivative with such potent antimalarial activity and therefore has considerable potential for development as a new antimalarial drug. The experimental part of the paper was very detailed, including the reaction process of (R)-Oxiran-2-ylmethanol(cas: 57044-25-4Safety of (R)-Oxiran-2-ylmethanol)

(R)-Oxiran-2-ylmethanol(cas: 57044-25-4) is a chiral building block used to construct an epoxyvinyl iodide intermediate in a synthesis of a furanocembrane, a marine natural product.Safety of (R)-Oxiran-2-ylmethanol

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Sanceau, Jean-Yves; Maltais, Rene; Poirier, Donald; Marette, Andre published an article on January 18 ,2019. The article was titled 《Total Synthesis of the Antidiabetic (Type 2) Lipid Mediator Protectin DX/PDX》, and you may find the article in Journal of Organic Chemistry.Electric Literature of C3H6O2 The information in the text is summarized as follows:

The first total synthesis of a lipid mediator derived from natural ω-3-fatty acid docosahexaenoic acid (DHA), 10S,17S-diHDHA (also referred to as protectin DX/PDX), was achieved in a convergent route (29 steps). The two chiral hydroxyl groups at C-10 and C-17 were derived from readily available (S)-1,2,4-butanetriol and (R)-glycidol, resp. The two stereodefined E-double bonds were generated by a Takai olefination, and the skipped diene side chain was introduced with a stereocontrolled Wittig olefination. Importantly, the sensitive conjugated E,Z,E-triene intermediate was generated by a Boland reduction of the central triple bond of a E,E-dienyne. Overall, this synthetic strategy should allow the preparation of a larger quantity of PDX, which is inaccessible via previously reported biosynthetic approaches.(R)-Oxiran-2-ylmethanol(cas: 57044-25-4Electric Literature of C3H6O2) was used in this study.

(R)-Oxiran-2-ylmethanol(cas: 57044-25-4) is a chiral building block used to construct an epoxyvinyl iodide intermediate in a synthesis of a furanocembrane, a marine natural product.Electric Literature of C3H6O2

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In 2019,Helvetica Chimica Acta included an article by Kuzniewski, Christian N.; Glauser, Simon; Gaugaz, Fabienne Z.; Schiess, Raphael; Rodriguez-Salarichs, Javier; Vetterli, Stefan; Horlacher, Oliver P.; Gertsch, Juerg; Redondo-Horcajo, Mariano; Canales, Angeles; Jimenez-Barbero, Jesus; Diaz, Jose Fernando; Altmann, Karl-Heinz. Quality Control of (R)-Oxiran-2-ylmethanol. The article was titled 《Synthesis, Profiling, and Bioactive Conformation of trans-Cyclopropyl Epothilones》. The information in the text is summarized as follows:

A series of new 3-deoxy-C(12),C(13)-trans-cyclopropyl-epothilones have been prepared, bearing benzothiazole, quinoline, thiazol-5-ylvinyl, or isoxazol-3-ylvinyl side chains (I – IV, resp.). For analogs with fused aromatic side chains, macrocyclic ring-closure was based on ring-closing olefin metathesis (RCM) of a precursor incorporating the fully elaborated heavy atom framework of the target structure (including the side chain moiety), while side chain attachment for the thiazole and isoxazole-containing 16-desmethyl analogs was performed only after establishment of the macrolactone core. Two approaches were elaborated for a macrocyclic aldehyde as the common precursor for the latter analogs that involved ring-closure either by RCM or by macrolactonization. Benzothiazole- and quinoline-based analogs were found to be highly potent antiproliferative agents; the two analogs with a thiazol-5-ylvinyl or an isoxazol-3-ylvinyl side chain likewise showed good antiproliferative activity but were significantly less potent than the parent epothilone A. Surprisingly, the desaturation of the C(10)-C(11) bond in these analogs was associated with a virtually complete loss in antiproliferative activity, which likely reflects a requirement for a ca. 60 ° C(10)-C(11) torsion angle in the tubulin-bound conformation of 12,13-trans-epothilones. In the experiment, the researchers used many compounds, for example, (R)-Oxiran-2-ylmethanol(cas: 57044-25-4Quality Control of (R)-Oxiran-2-ylmethanol)

(R)-Oxiran-2-ylmethanol(cas: 57044-25-4) is a chiral building block used to construct an epoxyvinyl iodide intermediate in a synthesis of a furanocembrane, a marine natural product.Quality Control of (R)-Oxiran-2-ylmethanol

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Reference of (R)-Oxiran-2-ylmethanolOn September 12, 2019 ,《Probing the Existence of a Metastable Binding Site at the β2-Adrenergic Receptor with Homobivalent Bitopic Ligands》 was published in Journal of Medicinal Chemistry. The article was written by Gaiser, Birgit I.; Danielsen, Mia; Marcher-Roersted, Emil; Roepke Joergensen, Kira; Wrobel, Tomasz M.; Frykman, Mikael; Johansson, Henrik; Brauner-Osborne, Hans; Gloriam, David E.; Mathiesen, Jesper Mosolff; Sejer Pedersen, Daniel. The article contains the following contents:

Herein, we report the development of bitopic ligands aimed at targeting the orthosteric binding site (OBS) and a metastable binding site (MBS) within the same receptor unit. Previous mol. dynamics studies on ligand binding to the β2-adrenergic receptor (β2AR) suggested that ligands pause at transient, less-conserved MBSs. We envisioned that MBSs can be regarded as allosteric binding sites and targeted by homobivalent bitopic ligands linking two identical pharmacophores. Such ligands were designed based on docking of the antagonist (S)-alprenolol into the OBS and an MBS and synthesized. Pharmacol. characterization revealed ligands with similar potency and affinity, slightly increased β2/β1AR-selectivity, and/or substantially slower β2AR off-rates compared to (S)-alprenolol. Truncated bitopic ligands suggested the major contribution of the metastable pharmacophore to be a hydrophobic interaction with the β2AR, while the linkers alone decreased the potency of the orthosteric fragment. Altogether, the study underlines the potential of targeting MBSs for improving the pharmacol. profiles of ligands. The experimental process involved the reaction of (R)-Oxiran-2-ylmethanol(cas: 57044-25-4Reference of (R)-Oxiran-2-ylmethanol)

(R)-Oxiran-2-ylmethanol(cas: 57044-25-4) is a chiral building block used to construct an epoxyvinyl iodide intermediate in a synthesis of a furanocembrane, a marine natural product.Reference of (R)-Oxiran-2-ylmethanol

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《A new heterocycles compound combined with focused ultrasound inhibits breast cancer cell proliferation and invasion》 was written by Qu, Chun-Ping; Xu, Qing-Ling. Formula: C3H6O2 And the article was included in Latin American Journal of Pharmacy in 2021. The article conveys some information:

The new (S)-oxiran-2-ylmethyl 3-nitrobenzenesulfonate (1), designed using (R)-3-chloropropane-1,2-diol and nitrobenzene as start material, was successfully obtained via multiple synthesis routes and finally characterized by IR, 1H NMR, and single crystal X-ray crystallog. Its application values on the breast cancer treatment were evaluated and the related mechanism was explored as well. The CCK-8 assay was firstly conducted and the inhibitory effect of the new compound on the breast cancer cells was measured. Then, the reduction effect of the new compound on the breast cancer migration and invasion activity was measured with trans-well assay. The experimental part of the paper was very detailed, including the reaction process of (R)-Oxiran-2-ylmethanol(cas: 57044-25-4Formula: C3H6O2)

(R)-Oxiran-2-ylmethanol(cas: 57044-25-4) is a chiral building block used to construct an epoxyvinyl iodide intermediate in a synthesis of a furanocembrane, a marine natural product.Formula: C3H6O2

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Luo, Min; Groaz, Elisabetta; Froeyen, Mathy; Pezo, Valerie; Jaziri, Faten; Leonczak, Piotr; Schepers, Guy; Rozenski, Jef; Marliere, Philippe; Herdewijn, Piet published an article in Journal of the American Chemical Society. The title of the article was 《Invading Escherichia coli genetics with a xenobiotic nucleic acid carrying an acyclic phosphonate backbone (ZNA)》.Quality Control of (R)-Oxiran-2-ylmethanol The author mentioned the following in the article:

A synthetic orthogonal polymer embracing a chiral acyclic-phosphonate backbone [(S)-ZNA] is presented that uniquely adds to the emerging family of xenobiotic nucleic acids (XNAs). (S)-ZNA consists of reiterating six-atom structural units and can be accessed in few synthetic steps from readily available phophonomethylglycerol nucleoside (PMGN) precursors. Comparative thermal stability experiments conducted on homo- and heteroduplexes made of (S)-ZNA are described that evince its high self-hybridization efficiency in contrast to poor binding of natural complements. Although preliminary and not conclusive, CD data and dynamic modeling computations provide support to a left-handed geometry of double-stranded (S)-ZNA. Nonetheless, PMGN diphosphate monomers were recognized as substrates by Escherichia coli polymerase I as well as being imported into E. coli cells equipped with an algal nucleotide transporter. A further investigation into the in vivo propagation of (S)-ZNA culminated with the demonstration of the first synthetic nucleic acid with an acyclic backbone that can be transliterated to DNA by the E. coli cellular machinery. In the experiment, the researchers used (R)-Oxiran-2-ylmethanol(cas: 57044-25-4Quality Control of (R)-Oxiran-2-ylmethanol)

(R)-Oxiran-2-ylmethanol(cas: 57044-25-4) is a chiral building block used to construct an epoxyvinyl iodide intermediate in a synthesis of a furanocembrane, a marine natural product.Quality Control of (R)-Oxiran-2-ylmethanol

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Safety of (R)-Oxiran-2-ylmethanolOn March 12, 2020, Gonzalez-Gil, Ines; Zian, Debora; Vazquez-Villa, Henar; Hernandez-Torres, Gloria; Martinez, R. Fernando; Khiar-Fernandez, Nora; Rivera, Richard; Kihara, Yasuyuki; Devesa, Isabel; Mathivanan, Sakthikumar; del Valle, Cristina Rosell; Zambrana-Infantes, Emma; Puigdomenech, Maria; Cincilla, Giovanni; Sanchez-Martinez, Melchor; Rodriguez de Fonseca, Fernando; Ferrer-Montiel, Antonio V.; Chun, Jerold; Lopez-Vales, Ruben; Lopez-Rodriguez, Maria L.; Ortega-Gutierrez, Silvia published an article in Journal of Medicinal Chemistry. The article was 《A Novel Agonist of the Type 1 Lysophosphatidic Acid Receptor (LPA1), UCM-05194, Shows Efficacy in Neuropathic Pain Amelioration》. The article mentions the following:

Neuropathic pain (NP) is a complex chronic pain state with a prevalence of almost 10% in the general population. Pharmacol. options for NP are limited and slightly effective, so there is a need of developing more efficacious NP attenuating drugs. Activation of the type 1 lysophosphatidic acid (LPA1) receptor is a crucial factor in the initiation of NP. Hence, it is conceivable that a functional antagonism strategy could lead to NP mitigation. Here we describe a new series of LPA1 agonists among which derivative (S)-17 (UCM-05194) stands out as the most potent and selective LPA1 receptor agonist described so far (Emax=118%, EC50=0.24μM, KD=19.6 nM; inactive at autotaxin and LPA2-6 receptors). This compound induces characteristic LPA1-mediated cellular effects and prompts the internalization of the receptor leading to its functional inactivation in primary sensory neurons and to an efficacious attenuation of the pain perception in an in vivo model of NP. In the experiment, the researchers used (R)-Oxiran-2-ylmethanol(cas: 57044-25-4Safety of (R)-Oxiran-2-ylmethanol)

(R)-Oxiran-2-ylmethanol(cas: 57044-25-4) is a chiral building block used to construct an epoxyvinyl iodide intermediate in a synthesis of a furanocembrane, a marine natural product.Safety of (R)-Oxiran-2-ylmethanol

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