64867-29-4

Upstream product

• 91-47-4 (Z)-2,3-diphenylprop-2-enoic acid 
• 75-26-3 isopropyl bromide 
• 872603-99-1 2-hydroxy-2,3-diphenylpropionic acid isopropyl ester 
• 4358-87-6 (RS)-methyl mandelate 
• 3347-56-6 2-hydroxy-2,3-diphenylpropanoic acid 
• 83026-52-2 2-hydroxy-2,3-diphenylpropionic acid methyl ester 
• 100-39-0 benzyl bromide 
• 91-48-5 (E)-2,3-diphenylpropenoic acid 
• 67-63-0 isopropyl alcohol 

Downstream Products

• 7404-46-8 2,3,4-triphenyl-2-buten-4-olide 

Relevant academic research and scientific papers

Stereoselective synthesis of Z-α-aryl-α,β-unsaturated esters

An efficient method for the stereoselective synthesis of (Z)-α-arylacrylates is described. Treatment of α-hydroxyesters with triflic anhydride and pyridine at 0 °C followed by warming to room temperature afforded the corresponding (Z)-α-aryl-α,β- unsatura

Alpha,beta-unsaturated esters and acids by stereoselective dehydration

There are provided by the present invention certain pyrazole based CCK-1 receptor modulators which have the general formula: wherein Ar is an aromatic or heteroaromatic group, X is a hydrocarbon linker, Y is a bond or hydrocarbon linker and R1, R2, R3, R4 and R5 are certain organic substituents, methods for making the same, and stereoselective dehydration methods for generally making α,β-unsaturated esters, acids and their derivatives.

Diastereoselective synthesis of 3,4-disubstituted 5-(p-tolylsulfinyl)-5,6- dehydropiperidin-2-ones: Chirality transfer in the enantioselective synthesis of ethyl (+)-(3S,4aS,7aS)-1-oxo-octahydro-1H-cyclopenta[c]pyridine-3-carboxylate

The base-mediated reaction of enantiomerically pure α- sulfinylketimine (+)-1 with (E)-α,β-disubstituted propenoate esters afforded 3,4-disubstituted-5-(p-tolylsulfinyl)-5,6-dehydropiperidin-2-ones 9α-13α and 14 with high or complete diastereoselectivity. A sole diastereomer of the four possible ones, with regard to the nature of ester, was isolated, which revealed the stereocontrol of the chiral sulfinyl group in the Michael reaction and transenolization steps. In addition, the enantioselective synthesis of ethyl (+)-(3S,4aS,7aS)-1-oxo-octahydro-1H-cyclopenta[c]pyridine-3- carboxylates (+)-17α is described (five steps; 47% yield; ee ≥97%). The absolute configuration of stereocentres introduced in (+)-17α was assigned on the basis of 1H NMR data.

Preparation of new 2,3-diphenylpropenoic acid esters - Good yields even for the more hindered Z isomers

The potassium salt of E- and Z-2,3-diphenylpropenoic acids prepaxed in situ could be esterified efficiently in DMSO with the appropriate alkyl halides at room temperature. In this way 10 previously undescribed esters of these acids were synthesised and characterised. Excellent yields were observed for most of the E isomers and the more hindered Z esters were also obtained in good yields, far better than those obtained applying the classical acid-catalysed esterification reaction.