81292-68-4Relevant academic research and scientific papers
Reduction of N,N-Dimethylcarboxamides to Aldehydes by Sodium Hydride–Iodide Composite
Chan, Guo Hao,Ong, Derek Yiren,Yen, Zhihao,Chiba, Shunsuke
, (2018)
A new and concise protocol for selective reduction of N,N-dimethylamides into aldehydes was established using sodium hydride (NaH) in the presence of sodium iodide (NaI) under mild reaction conditions. The present protocol with the NaH-NaI composite allows for reduction of not only aromatic and heteroaromatic but also aliphatic N,N-dimethylamides with wide substituent compatibility. Retention of α-chirality in the reduction of α-enantioriched amides was accomplished. Use of sodium deuteride (NaD) offers a new step-economical alternative to prepare deuterated aldehydes with high deuterium incorporation rate. The NaH-NaI composite exhibits unique chemoselectivity for reduction of N,N-dimethylamides over ketones.
NON-LYSOSOMAL GLUCOSYLCERAMIDASE INHIBITORS AND USES THEREOF
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, (2020/12/01)
The invention provides compounds for inhibiting glucosylceramidases, prodrugs of the compounds, and pharmaceutical compositions including the compounds or prodrugs of the compounds.
Probing Intramolecular Electron Transfer in Redox Tag Processes
Maeta, Naoya,Kamiya, Hidehiro,Okada, Yohei
, p. 8519 - 8522 (2019/11/20)
Herein, we show that redox tag-guided intermolecular formal [2 + 2] cycloaddition can be used as a probe to investigate intramolecular single-electron transfer (SET) mechanisms. The efficacy of intramolecular SET can be evaluated in association with concomitant carbon-carbon bond formation and/or cleavage, leading to cycloaddition or cross-metathesis. Experimental and theoretical results suggest that the intramolecular SET is under both thermodynamic and kinetic control and can also occur through bonds, not only through space.
TRICYCLIC COMPOUND SERVING AS IMMUNOMODULATOR
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Paragraph 0538-0539, (2019/01/04)
Provided are compounds of formula I and formula II or pharmaceutically acceptable salts of the compounds and pharmaceutical compositions thereof. The compounds of formula I and formula II or the pharmaceutically acceptable salts of the compounds provide indole 2,3-dioxygenase (IDO) inhibitory activity and are capable of treating IDO-mediated immunosuppressive diseases, such as infectious diseases or cancer.
Photochemical Homologation for the Preparation of Aliphatic Aldehydes in Flow
Chen, Yiding,Leonardi, Marco,Dingwall, Paul,Labes, Ricardo,Pasau, Patrick,Blakemore, David C.,Ley, Steven V.
, p. 15558 - 15568 (2019/01/04)
Cheap and readily available aqueous formaldehyde was used as a formylating reagent in a homologation reaction with nonstabilized diazo compounds, enabled by UV photolysis of bench-stable oxadiazolines in a flow photoreactor. Various aliphatic aldehydes were synthesized along with the corresponding derivatized alcohols and benzimidazoles. No transition-metal catalyst or additive was required to affect the reaction, which proceeded at room temperature in 80 min.
Modulation of peripheral serotonin levels by novel tryptophan hydroxylase inhibitors for the potential treatment of functional gastrointestinal disorders
Shi, Zhi-Cai,Devasagayaraj, Arokiasamy,Gu, Kunjian,Jin, Haihong,Marinelli, Brett,Samala, Lakshman,Scott, Sheldon,Stouch, Terry,Tunoori, Ashok,Wang, Ying,Zang, Yi,Zhang, Chengmin,Kimball, S. David,Main, Alan J.,Sun, Weimei,Yang, Qi,Nouraldeen, Amr,Yu, Xiang-Qing,Buxton, Eric,Patel, Shiv,Nguyen, Nghi,Swaffield, Jon,Powell, David R.,Wilson, Alan,Liu, Qingyun
supporting information; experimental part, p. 3684 - 3687 (2009/04/06)
The discovery of a novel class of peripheral tryptophan hydroxylase (TPH) inhibitors is described. This class of TPH inhibitors exhibits excellent potency in in vitro biochemical and cell-based assays, and it selectively reduces serotonin levels in the murine intestine after oral administration without affecting levels in the brain. These TPH1 inhibitors may provide novel treatments for gastrointestinal disorders associated with dysregulation of the serotonergic system, such as chemotherapy-induced emesis and irritable bowel syndrome.
Potassium fluoride-induced 1,4-elimination of o-[(trimethylsilyl)methyl] benzyl acetates: A versatile generation of o-quinodimethanes
Kuwano, Ryoichi,Shige, Takenori
, p. 728 - 729 (2007/10/03)
o-Quinodimethane interemediate was generated from o-[(trimethylsilyl) methyl]benzyl acetate with potassium fluoride. The o-quinodimethane in hand reacted with electron-deficient olefins, affording [4+2] cycloadducts, tetrahydronaphthalenes. Copyright
Synthesis of New Chiral Phosphinephosphites Having 2-Diphenylphosphinobiphenyl-2'-yl Backbone and Their Use in Rh(I)-Catalyzed Asymmetric Hydroformylations
Higashizima, Takanori,Sakai, Nozomu,Nozaki, Kyoko,Takaya, Hidemasa
, p. 2023 - 2026 (2007/10/02)
New chiral phosphinephosphites (R)-(5,5'-dichloro-2-diphenylphosphino-4,4',6,6'-tetramethylbiphenyl-2'-yl)(S)-1,1'-binaphthalen-2,2'-diyl)phosphite and its enantiomer (S,R)-BIPHEMPHOS have been synthesized from 5,5'-dichloro-4,4',6,6'-tetramethyl-2,2'-biphenyldiol in enantiomerically pure form.Their Rh(I) complexes have been shown to be highly efficient catalysts for asymmetric hydroformylations of a variety of olefinic substrates.The corresponding phosphinephosphites derived from 2,2'-biphenyldiol were also tested as ligands for asymmetric hydroformylation.
Asymmetric Hydroformylation of 1,2-Disubstituted Olefins Catalysed by Chiral Phosphinephosphite-Rhodium(I) Complexes
Sakai, Nozomu,Nozaki, Kyoko,Takaya, Hidemasa
, p. 395 - 396 (2007/10/02)
Hydroformylations of internal olefins such as (E)- and (Z)-but-2-ene, (E)- and (Z)-1-phenylprop-1-ene, indene, and 1,2-dihydronaphthalene catalysed by (R,S)-binaphos-RhI complex phosphite> or its enantiomer gave the corresponding oxoaldehydes in up to 97percent enantiomeric excess, e.e.
