1394252-03-9Relevant academic research and scientific papers
Iodoetherification of isosorbide-derived glycals: Access to a variety of O-alkyl or O-aryl isosorbide derivatives
Berini, Christophe,Lavergne, Aurelie,Molinier, Valerie,Capet, Frederic,Deniau, Eric,Aubry, Jean-Marie
, p. 1937 - 1949 (2013)
A set of O-alkylated or O-arylated β-iodo ethers has been synthesized from isosorbide. Isosorbide is a competitive starting material for various valuable derivatives by functionalization and/or substitution since it is a renewable and carbon neutral material that is produced on an industrial scale from sorbitol. The key step was the iodoetherification of isosorbide-derived glycals with a variety of oxygenated nucleophiles in the presence of N-iodosuccinimide. trans-Iodo ethers and acetate were obtained in good yields and the removal of iodide affords isosorbide derivatives. The usefulness of this new approach is illustrated by the synthesis of a surfactant having a dimer of isosorbide as hydrophilic group and by the preparation of a structurally unusual bicyclic anhydro carbohydrate. The synthesis of β-iodo ethers by iodoetherification of isosorbide-derived glycals with a variety of oxygenated nucleophiles in the presence of N-iodosuccinimide was achieved. Products were obtained in good to very good yields. The removal of iodide affords isosorbide derivatives that gave access to valuable substrates.
5-PHENYLAZAINDOLE DERIVATIVE HAVING AMPK ACTIVATING EFFECT
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Paragraph 0409; 0412, (2019/01/11)
Provided is a compound which is useful as an AMPK activator. A compound represented by formula: wherein X is substituted or unsubstituted monocyclic heterocyclyl or the like; ring A is substituted aryl, substituted heteroaryl, substituted cycloalkyl, substituted cycloalkenyl, or substituted heterocyclyl, wherein the ring A may further have a substituent(s) other than Y; Y is halogen, hydroxy, cyano, nitro, carboxy, substituted or unsubstituted alkyl, substituted or unsubstituted alkenyl, substituted or unsubstituted alkynyl or the like; R4, R5, R6 and R7 are each independently hydrogen, halogen, hydroxy, cyano, nitro, carboxy, substituted or unsubstituted alkyl, substituted or unsubstituted alkenyl, substituted or unsubstituted alkynyl, substituted or unsubstituted alkyloxy, substituted or unsubstituted alkylthio, substituted or unsubstituted alkylsulfonyl, substituted or unsubstituted acyl, substituted or unsubstituted carbamoyl, substituted or unsubstituted sulfamoyl, or substituted or unsubstituted amino; R8 is hydrogen, halogen, hydroxy, cyano, nitro, carboxy, substituted or unsubstituted alkyl, substituted or unsubstituted alkenyl, substituted or unsubstituted alkynyl or the like; and R9 is hydrogen, halogen, hydroxy, cyano, nitro, carboxy, substituted or unsubstituted alkyl, substituted or unsubstituted alkenyl, substituted or unsubstituted alkynyl or the like, or its pharmaceutically acceptable salt.
5-SUBSTITUTED BENZIMIDAZOLE AND 5-SUBSTITUTED AZABENZIMIDAZOLE DERIVATIVE BOTH HAVING AMPK ACTIVATION EFFECT
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, (2019/04/16)
Provided is a compound which is useful as an AMPK activator. A compound represented by formula: wherein R1 is hydrogen, or substituted or unsubstituted alkyl; R2 is substituted or unsubstituted alkyl, substituted or unsubstituted alkenyl, substituted or unsubstituted alkynyl, substituted or unsubstituted aryl, substituted or unsubstituted heteroaryl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted cycloalkenyl, or substituted or unsubstituted heterocyclyl; T is -CR5= or -N=; X is a single bond, substituted or unsubstituted aryl, substituted or unsubstituted heteroaryl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted cycloalkenyl, or substituted or unsubstituted heterocyclyl; Y is substituted or unsubstituted aryl, substituted or unsubstituted heteroaryl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted cycloalkenyl, or substituted or unsubstituted heterocyclyl; Z is RSRS'(O=)S=N-, RSRS'(O=)S=N-R2f-, RSRS'(O=)S=N-C(=O)-, (RN)N=S(=O)(RS)-, (RN)N=S(=O)(RS)-R2f-, RSRS'(RN'-N=)S=N-, or the like; n is an integer 1 or 2; RS and RS' are each independently substituted or unsubstituted alkyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted heterocyclyl, or the like; R2f is substituted or unsubstituted alkylene; RN is each independently hydrogen, cyano, substituted or unsubstituted alkyl, substituted or unsubstituted alkylcarbonyl, or the like; RN' is hydrogen, cyano, substituted or unsubstituted alkyl, substituted or unsubstituted alkylcarbonyl, substituted or unsubstituted alkyloxycarbonyl or the like; and R3, R4 and R5 are each independently hydrogen, halogen, hydroxy, cyano, nitro, carboxy, substituted or unsubstituted alkyl, substituted or unsubstituted alkenyl, substituted or unsubstituted alkynyl, substituted or unsubstituted aryl, substituted or unsubstituted heteroaryl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted cycloalkenyl, substituted or unsubstituted heterocyclyl, or the like, or its pharmaceutically acceptable salt.
Synthesis of novel chiral monophosphine ligands derived from isomannide and isosorbide. Application to enantioselective hydrogenation of olefins
Ibrahim, Houssein,Bournaud, Chloée,Guillot, Régis,Toffano, Martial,Vo-Thanh, Giang
, p. 4900 - 4902 (2012/09/21)
A new class of monophosphine ligands has been prepared from natural chirality renewable source, 1,4:3,6-dianhydrohexitol compounds, via a nucleophilic substitution process, or a hydrophosphination reaction involving microwave activation. These ligands have been evaluated for the rhodium-catalyzed enantioselective hydrogenation of olefins giving good conversion and enantioselectivity up to 95% and 96% ee, respectively.
