99334-26-6

Upstream product

• 74-88-4 methyl iodide 
• 186605-19-6 4-(4-bromophenyl)methylene-2-methyl-5(4H)-oxazolone 
• 6362-58-9 methyl phenylpyruvate 
• 1589-82-8 phenylmagnesium bromide 
• 251320-24-8 2-[(4-bromo-phenyl)-hydroxy-methyl]-acrylic acid methyl ester 
• 1122-91-4 4-bromo-benzaldehyde 
• 196394-93-1 methyl 2-[(4-bromophenyl)methyl]prop-2-enoate 
• 845866-13-9 methyl 2-(acetoxy-(4-bromophenyl)methyl)acrylate 

Downstream Products

• 166967-59-5 ethyl 2-amino-3-(4-bromophenyl) propanoate 
• 149818-98-4 methyl (R)-α-<<(1,1-dimethylethoxy)carbonyl>amino><1,1'-biphenyl>-4-propanoate 
• 1426129-50-1 N-[(1R)-2-[1,1'-biphenyl]-4-yl-1-(hydroxymethyl)ethyl]carbamic acid tert-butyl ester 

Relevant academic research and scientific papers

ANTIDIABETIC ENOLIC GLUCOSIDE OF PHENYLPYRUVIC ACID

PROBLEM TO BE SOLVED: To provide an antidiabetic enolic glucoside of phenylpyruvic acid and derivatives thereof, for use as medicaments, especially normoglycemic agents, i.e. for lowering blood glucose levels to normal levels in mammals that are obese, pre-diabetic or have diabetes, obesity and/or syndrome X. SOLUTION: Compounds of the present invention help to manage blood glucose levels, i.e. helping the body by balancing the blood glucose levels; helping to keep balanced blood glucose levels, particularly in humans with diabetes; aiding by enhancing the glucose uptake by the cells and by reducing blood glucose levels, thus improving or restoring the glucose tolerance; optimizing the glycemic response; and normalizing the glucose tolerance. SELECTED DRAWING: None COPYRIGHT: (C)2018,JPOandINPIT

Preparation method of LCZ696 intermediate

The invention discloses a preparation method of LCZ696 intermediate and relates to the technical field of preparation of an aromatic nucleus compound containing 2 benzene rings and 1 chiral center. The preparation method includes the steps of S1, allowing benzyl magnesium bromide to react with methyl oxalyl chloride to obtain a compound as shown in formula I; S2, allowing the compound as shown in formula I to have a bromination reaction with a bromination reagent to generate a compound as shown in formula II; S3, coupling the compound as shown in formula II with phenylboronic acid to obtain a compound as shown in formula III; S4, performing reductive ammoniation on the compound as shown in formula III to obtain a compound as shown in formula IV; S5, applying Boc to the compound as shown in formula IV to obtain a compound as shown in formula V; S6, performing ester group reduction on the compound as shown in formula V to obtain a compound as shown in formula VI. The preparation method has the advantages that overall raw material consumption is lowered, and product productivity and market competiveness are increased; by the overall process optimization, the reaction of each step can be performed and controlled easily, the use of heavy metal catalysts is reduced and avoided, and accordingly the quality index of the final product is increased, and an economic and environment-friendly process route is developed.

A versatile approach to noncoded β-hydroxy-α-amino esters and α-amino acids/esters from morita-baylis-hillman adducts

A simple and straightforward approach to the diastereoselective synthesis of noncoded β-hydroxy-α-amino esters from Morita-Baylis-Hillman (MBH) adducts is described. The strategy is based on a one-pot sequence involving an oxidative cleavage of the double bond of silylated Morita-Baylis-Hillman adducts, followed by the reaction with hydroxylamine hydrochloride/pyridine to form oximes. The stereoselective reduction of the oximes with the mixture MoCl5·nH2O/NaBH3CN led to the corresponding anti-β-hydroxy-α-amino esters in four steps in good overall yield and with diastereoselectivity higher than 95%. A slight modification of the synthetic approach has allowed for the racemic synthesis of a set of noncoded α-amino esters/acids and DOPA