60835-92-9

Upstream product

• 1859-09-2 ethanol-1,1-d2 
• 98-59-9 p-toluenesulfonyl chloride 
• 22544-42-9 ethanol-d3 

Downstream Products

• 1204219-68-0 (2S,3R,4R,5S,6R)-2-(4-chloro-3-(4-(ethoxy-1,1-d2)benzyl)-phenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol 
• 3652-84-4 1,1-dideuterio-1-bromoethane 

Relevant academic research and scientific papers

Method of preparing beta-d2 alkyl acid compounds

The invention provides a method of preparing beta-d2 alkyl acid compounds. The method includes steps of: 1) performing a reduction reaction to a compound A with LiAlD4 to obtain a compound B; 2) performing -OD group protective reaction to the compound B to obtain an intermediate C; 3) performing a bromination reaction to the intermediate C to obtain a compound D; 4) under alkaline condition, performing a substitution reaction to the compound D and acetic acid to obtain the beta-d2 alkyl acid compounds. In the method, the alkyl acid, which is low in cost and is easy to obtain, is used as the initial raw material and is subjected to LiAlD4 reduction reaction, the -OD group protective reaction, the bromination reaction and the acetic acid substitution reaction to prepare the beta-d2 alkyl acid compounds. The method has simple process route and is free of expensive catalysts and the like during the reactions, is low in cost, and is high in total yield of the beta-d2 alkyl acid compounds. The method, when being amplified to gram-scale, has stable yield and good repeatability and is practicable and available.

Design, synthesis, and biological evaluation of deuterated C-aryl glycoside as a potent and long-acting renal sodium-dependent glucose cotransporter 2 inhibitor for the treatment of type 2 diabetes

SGLT2 inhibitors deuterated at sites susceptible to oxidative metabolism were found to have a slightly longer tmax and half-life (t 1/2), dose-dependent increase in urinary glucose excretion (UGE) in rats, and slightly superior effects on UGE in dogs while retaining similar in vitro inhibitory activities against hSGLT2. In particular, deuterated compound 41 has the potential to be a robust long-acting antidiabetic agent.

COGNITION ENHANCING COMPOUNDS AND COMPOSITIONS, METHODS OF MAKING, AND METHODS OF TREATING

The invention relates generally to muscarinic agonists, which are useful for stimulating muscarine, receptors and treating cognitive disorders. Included among the muscarinic agonists disclosed herein are oxadiazole derivatives compositions, and preparations thereof. Methods of synthesizing oxadiazole compounds also are provided. This disclosure also relates in part to compositions for enhancing cognitive function in subjects such as humans. The compositions comprising a muscarinic agonist or a pharma.ceutically suitable form thereof. This disclosure relates in part to methods of treating animals such as humans by administering such compositions.

COMPOUNDS AND COMPOSITIONS FOR COGNITION-ENHANCEMENT, METHODS OF MAKING, AND METHODS OF TREATING

Disclosed are muscarinic agonist compounds including oxadiazole derivatives, compositions and preparations thereof. Also disclosed are methods of synthesizing such oxadiazole compounds. Further disclosed are methods for treating a subject with said muscarinic agonists or a pharmaceutically suitable form thereof to enhance cognitive function.

COMPOUNDS AND COMPOSITIONS FOR COGNITION-ENHANCEMENT, METHODS OF MAKING, AND METHODS OF TREATING

Muscarinic agonists, which are useful for stimulating muscarinic receptors and treating cognitive disorders, are provided. Methods of synthesizing such agonists also are provided. Also provided are compositions for enhancing cognitive function in subjects such as humans, the compositions comprising a muscarinic agonist or a pharmaceutically suitable form thereof. Also provided are methods of treating animals such as humans by administering such compositions.

Crystallographic studies on the binding of selectively deuterated LLD- and LLL-substrate epimers by isopenicillin N synthase

Isopenicillin N synthase (IPNS) is a non-heme iron(II) oxidase which catalyses the biosynthesis of isopenicillin N (IPN) from the tripeptide δ-l-α-aminoadipoyl-l-cysteinyl-d-valine (lld-ACV). Herein we report crystallographic studies to investigate the bi

The synthesis of [2-2H1]Thiirane-1-oxide and [2,2-2H2]Thiirane-1-oxided and the diastereoselective infrared laser chemistry of [2-2H1]Thiirane-1-oxide

We report the synthesis of the title compounds CH2CHDSO and CH2CD2SO and their characterization by infrared spectroscopy. The monodeuterated species occurs in two isotopically diastereomeric forms with the D atom either ci

Substituent Effects on Transition-state Structures for Dissociative and Associative SN2 Reactions

α-Deuterium secondary kinetic isotope effects (KIEs) have been investigated for the reactions of anilines with benzyl, methyl and ethyl benzenesulfonates involving deuteriated aniline nucleophiles and substrates.The secondary KIEs observed are normal, kH/kD > 1.0, only for the deuteriated benzyl system and are of an inverse type, kH/kD N2 mechanism), in contrast to the reverse trend, i.e., the strain incurred by bond formation of the nucleophile is greater than the relief of steric congestion by bond breaking of the leaving group in the reactions of alkyl compounds (associative SN2 mechanism).The effects of substituents in the nucleophile (X) and leaving group (Z) on the secondary KIEs are in complete agreement with the transition-state variation predicted by the sign and magnitude of the cross-interaction constant, ρxz.