594837-44-2

Upstream product

• 62931-24-2 2,2-dimethyl-3-phenylpropanoyl chloride 
• 5669-14-7 2,2-dimethyl-3-phenylpropanoic acid 
• 1384980-70-4 N-[3-acetoxy-2-benzyl-2-methylpropanoyl]-S-methyl-S-2-pyridylsulfoximine 
• 1384980-51-1 N-[2,2-dimethyl-3-phenylpropanoyl]-S-methyl-S-2-pyridylsulfoximine 
• 83540-59-4 5-Methyl-5-benzyl-2,2-dimethyl-4,6-dioxo-1,3-dioxane 
• 55114-30-2 2-benzyl-2-methylmalonic acid diethyl ester 
• 2109-99-1 2-benzyl-2-methyl-1,3-propanediol 
• 594837-83-9 2-acetoxymethyl-2-methyl-3-phenylpropanoic acid 

Downstream Products

• 594837-63-5 (2S,1'S)-2-hydroxymethyl-2-methyl-3-phenyl-N-(1'-phenylethyl)propionamide 
• 594837-61-3 (2R,1'S)-2-hydroxymethyl-2-methyl-3-phenyl-N-(1'-phenylethyl)propionamide 
• 656241-08-6 (R)-2-acetylsulfanylmethyl-2-methyl-3-phenylpropanoic acid 
• 656241-09-7 (S)-2-acetylsulfanylmethyl-2-methyl-3-phenylpropanoic acid 
• 656241-06-4 (R)-2-bromomethyl-2-methyl-3-phenylpropanoic acid 
• 656241-07-5 (S)-2-bromomethyl-2-methyl-3-phenylpropanoic acid 

Relevant academic research and scientific papers

Pd(II)-catalyzed primary-C(sp3)-H acyloxylation at room temperature

With the aid of a novel S-methyl-S-2-pyridyl-sulfoximine (MPyS) directing group (DG), the unactivated primary β-C(sp3)-H bond of MPyS-N-amides oxidizes at room temperature. The catalytic conditions are applicable to the diacetoxylation of primary β,β′-C(sp 3)-H bonds, and the carboxylic acid solvent is pivotal in the formation of the C-O bond. The MPyS-DG cleaves from the oxidation products and is recovered. This method provides convenient access to α,α′- disubstituted-β-hydroxycarboxylic acids.

Selective reductions of cyclic 1,3-diesters by using SmI2 and H2O

SmI2/H2O reduces cyclic 1,3-diesters to 3-hydroxyacids with no over reduction. Furthermore, the reagent system is selective for cyclic 1,3-diesters over acyclic 1,3-diesters, and esters. Radicals formed by one-electron reduction of the ester carbonyl group have been exploited in intramolecular additions to alkenes. The ketal unit and the reaction temperature have a marked impact on the diastereoselectivity of the cyclizations. Cyclization cascades are possible when two alkenes are present in the starting cyclic diester and lead to the formation of two rings and four stereocenters with excellent stereocontrol.

Synthesis and evaluation of α,α -disubstituted-3-mercaptopropanoic acids as inhibitors for carboxypeptidase A and implications with respect to enzyme inhibitor design

2-Ethyl-2-methyl-3-mercaptopropanoic acid (6) and 2-benzyl-2-methyl-3-mercaptopropanoic acid (7) were synthesized and evaluated as inhibitors for carboxypeptidase A (CPA), a prototypical zinc protease with the expectation that the binding affinities of these inhibitors would be augmented over those of 2-ethyl-3-methylsuccinic acid (2) and 2-benzyl-3-methylsuccinic acid (3), respectively, in light of the fact that the sulfhydryl group is a better zinc coordinating moiety than the carboxylate group. Contrary to the expectation, however, the inhibitory potency of 6 was not improved and that of 7 was rather attenuated by the replacement. A probable explanation for the unexpected results is offered.