68278-85-3Relevant articles and documents
Synthesis and pharmacological evaluation of childinin E and several derivatives as anti-hyphal formation inhibitors against Candida albicans
Hirata, Momoka,Kamauchi, Hitoshi,Sugita, Yoshiaki,Takao, Koichi
, (2020)
The natural highly substituted benzophenone childinin E (1) was previously isolated from the fungus Daldinia childiae. Here we describe the total synthesis of childinin E and several derivatives using a linear seven-step sequence. The antifungal propertie
Nine PTP1B inhibitors and synthesis method and application thereof
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Paragraph 0078; 0079; 0080, (2017/08/25)
The invention relates to a chemical total synthesis method of nine novel PTP1B inhibitors and application of the nine novel PTP1B inhibitors in medicine for treating type 2 diabetes. According to the PTP1B inhibitors, one or two or more of nine compounds serve as active ingredients, and the structural formulas of the nine compounds are shown in the specification. By means of the compounds, the sensitivity of insulin receptors can be enhanced by inhibiting the activity of PTP1B, and a good treatment effect is achieved for insulin resistance type 2 diabetes.
Approach to Merosesquiterpenes via Lewis Acid Catalyzed Nazarov-Type Cyclization: Total Synthesis of Akaol A
Kakde, Badrinath N.,Kumar, Nivesh,Mondal, Pradip Kumar,Bisai, Alakesh
, p. 1752 - 1755 (2016/05/19)
A Lewis acid catalyzed Nazarov-type cyclization of arylvinylcarbinol has been developed for the asymmetric synthesis of carbotetracyclic core of merosesquiterpenes. The reaction works only in the presence of 2 mol % of Sn(OTf)2 and Bi(OTf)3 in dichloroethane under elevated temperature. The methodology offers the synthesis of a variety of enantioenriched arylvinylcarbinols from commercially available (3aR)-sclareolide 9 in six steps with an eventual concise total synthesis of marine sesquiterpene quinol, akaol A (1a).
PTP1B INHIBITORS, SYNTHESIS THEREOF AND APPLICATION THEREOF IN PREPARATION OF MEDICAMENTS FOR TREATING TYPE 2 DIABETES MELLITUS
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Paragraph 0078; 0079; 0080, (2013/06/04)
The present invention relates to chemical total synthesis methods of six novel protein tyrosine phosphatase-1B (PTP1B) inhibitors and application of the inhibitors in the preparation of medicaments for treating type 2 diabetes mellitus (T2DM). The PTP1B inhibitors use one or more of the six compounds represented by the structural formulae 1, 2, 3, 4, 5 and 6, as active components. The compounds can enhance the sensitivity of an insulin receptor by inhibiting the activity of PTP1B, thereby having a favorable therapeutic effect on insulin-resistant T2DM.
Process development of the synthesis of 3,4,5-trimethoxytoluene
Sankaranarayanan, Ananthakrishnan,Chandalia
, p. 487 - 492 (2012/12/22)
3,4,5-Trimethoxytoluene (TMT) was synthesized, starting from p-cresol, through bromination followed by methylation to give 3,5-dibromo-4-methoxytoluene (DBMT). The methoxylation of the latter with sodium methoxide in methanol was studied under pressure and by continuous distillation of the solvent, methanol. The O-methylation reaction preceding the methoxylation was advantageous from the point of view of separation, purification, and isolation of the desired product and also in reducing the tar formation. The residue obtained was minimized to 0.6-0.7 wt % of the DBMT. The methoxylation reaction with distillative removal of methanol gave a conversion of 98% of DBMT to the mixture of methoxylated products, and the conversion to TMT was 86.5% as compared to 93% and 70.81%, respectively, when the reaction was carried out under pressure in a sealed reactor. However, the overall conversion to TMT based on p-cresol is 64.27% for the methoxylation reaction under pressure and 78.46% for the reaction by continuous removal of methanol calculated as isolated yield. The advantages of the methoxylation of the DBMT over the published literature procedures involving direct methoxylation of 3,5-dibromo-p-cresol followed by methylation of the dimethoxy-p-cresol are the ease of separation, purification, and isolation by vacuum fractionation of the desired product TMT.
Synthesis of pelorol and analogues: activators of the inositol 5-phosphatase SHIP
Yang, Lu,Williams, David E.,Mui, Alice,Ong, Christopher,Krystal, Gerald,Van Soest, Rob,Andersen, Raymond J.
, p. 1073 - 1076 (2007/10/03)
(Chemical Equation Presented) A screening program designed to find new antiinflammatory agents has identified the sponge meroterpenoid pelorol (1) as an in vitro activator of the inositol-5-phosphatase SHIP. Pelorol (1) and several functional group analog
Synthesis and biological activity of C-3' ortho dihydroxyphthalimido cephalosporins
Baudart,Hennequin
, p. 1458 - 1470 (2007/10/02)
A series of C-3' ortho dihydroxyphthalimido cephalosporins 3~7 has been prepared by reaction of C-3' aminomethyl cephalosporin 411) with the corresponding N carboethoxyphthalimides 23 ~ 25, 37, 38. These new caphalosporins exhibit excellent in vitro Gram-negative activities, including Pseudomonas aeruginosa, excellent β-lactamases stability and pharmacokinetics equivalent or better than ceftriaxone.
Thallium in Organic Synthesis. 58. Regiospecific Intermolecular Oxidative Dehydrodimerization of Aromatic Compounds to Biaryls Using Thallium (III) Trifluoroacetate
McKillop, Alexander,Turrell, Andrew G.,Young, Derek W.,Taylor, Edward C.
, p. 6504 - 6512 (2007/10/02)
Treatment of a variety of aromatic substrates with thallium(III) trifluoroacetate (TTFA) in trifluoroacetic acid (TFA), or in carbon tetrachloride or acetonitrile containing boron trifluoride etherate, results in smooth, rapid, and direct regiospecific oxidative dehydrodimerization to give symmetrical biaryls in good to excellent yield.The method is particularly useful when applied to substrates in which the ring substituents are either electron donating or mildly electron withdrawing.Aromatic substrates which contain powerful electron-withdrawing groups (CN, COOR, NO2) fail to react.The reaction is postulated to proceed via (a) reaction of TTFA with the aromatic substrate and generation of the radical cation Ar+; (b) reaction of this electrophile with the aromatic substrate; (c) oxidative aromatization of the intermediate thus produced by TTFA.Biaryls can be obtained similarly by oxidation of the same substrates with either mercury(II) trifluoroacetate in TFA containing boron trifluoride, lead(IV) acetate in acetonitrile containing boron trifluoride, iron(III) chloride in methylene chloride, or cobalt(III) fluoride in TFA.Yields in the Hg(II) and Fe(III) reactions are generally inferior to those obtained with TTFA, but those obtained in the Pb(IV) and Co(III) oxidations are in many instances comparable to, or even better than, the TTFA results.The oxidations with Hg(II), Pb(IV), Fe(III), and CO(III) are also postulated to proceed via a radical cation mechanism.
