40751-59-5

Upstream product

• 5433-01-2 1-bromo-3-isopropylbenzene 
• 557-21-1 dicyanozinc 
• 6952-59-6 3-cyanobromobenzene 
• 77047-87-1 isopropyl zinc bromide 
• 5651-47-8 3-isopropylbenzoic acid 
• 325770-58-9 3-isopropylbenzoyl chloride 
• 61843-02-5 3-isopropyl benzamide 
• 766-84-7 3-chloro-benzonitrile 
• 1068-55-9 isopropylmagnesium chloride 
• 98-82-8 Isopropylbenzene 
• 330660-35-0 silver cyanide 
• 618-45-1 3-isopropylhydroxybenzene 
• 557-21-1 zinc(II) cyanide 
• 80841-09-4 meta-isopropylphenol trifluoromethanesulfonate 

Downstream Products

• 5651-47-8 3-isopropylbenzoic acid 
• 53097-35-1 3-(prop-1-en-2-yl)benzonitrile 
• 103274-62-0 3-(α-chloro-isopropyl)-benzonitrile 
• 110207-94-8 (3-isopropylphenyl)methanamine 
• 73794-64-6 ethyl 3-isopropylbenzoate 
• 943925-11-9 1-(3-isopropyl phenyl)cyclopropylamine 
• 1385069-08-8 C₁₅H₂₃NO₂ 
• 1385067-68-4 N-((E)-(S)-4-[(R)-1-hydroxy-2-(3-isopropyl-benzylamino)-ethyl]-2,13-dioxo-6-oxa-3,12-diaza-bicyclo[12.3.1]octadeca-1⁽¹⁸⁾,8,14,16-tetraen-16-yl)-N-methyl-methanesulfonamide 
• 1385067-85-5 N-((E)-(S)-4-[(R)-1-hydroxy-2-(3-isopropyl-benzylamino)-ethyl]-2,14-dioxo-6-oxa-3,13-diaza-bicyclo[13.3.1]nonadeca-1⁽¹⁸⁾,8,15⁽¹⁹⁾,16-tetraen-17-yl)-N-methyl-methanesulfonamide 
• 1385067-96-8 N-((S)-4-[(R)-1-hydroxy-2-(3-isopropyl-benzylamino)-ethyl]-2,13-dioxo-6-oxa-3,12-diaza-bicyclo[12.3.1]octadeca-1⁽¹⁸⁾,14,16-trien-16-yl)-N-methyl-methanesulfonamide 
• 1385068-01-8 N-((S)-4-[(R)-1-hydroxy-2-(3-isopropyl-benzylamino)-ethyl]-2,14-dioxo-6-oxa-3,13-diaza-bicyclo[13.3.1]nonadeca-1⁽¹⁹⁾,15,17-trien-17-yl)-N-methyl-methanesulfonamide 
• 1385068-07-4 N-((Z)-(S)-4-[(R)-1-hydroxy-2-(3-isopropyl-benzylamino)-ethyl]-12-methyl-2,13-dioxo-6-oxa-3,12-diaza-bicyclo[12.3.1]octadeca-1⁽¹⁸⁾,8,14,16-tetraen-16-yl)-N-methyl-methanesulfonamide 
• 1385068-13-2 N-((E)-(4S,11R)-4-[(R)-1-hydroxy-2-(3-isopropyl-benzylamino)-ethyl]-2,13-dioxo-11-phenyl-6-oxa-3,12-diaza-bicyclo[12.3.1]octadeca-1⁽¹⁸⁾,8,14,16-tetraen-16-yl)-N-methyl-methanesulfonamide 
• 959040-57-4 3-(2-hydroxypropan-2-yl)benzonitrile 

Relevant academic research and scientific papers

Dual Ligand-Enabled Nondirected C-H Cyanation of Arenes

Aromatic nitriles are key structural units in organic chemistry and, therefore, highly attractive targets for C-H activation. Herein, the development of an arene-limited, nondirected C-H cyanation based on the use of two cooperatively acting commercially available ligands is reported. The reaction enables the cyanation of arenes by C-H activation in the absence of directing groups and is therefore complementary to established approaches.

Ligand-Promoted Non-Directed C?H Cyanation of Arenes

This article reports the first example of a 2-pyridone accelerated non-directed C?H cyanation with an arene as the limiting reagent. This protocol is compatible with a broad scope of arenes, including advanced intermediates, drug molecules, and natural products. A kinetic isotope experiment (kH/kD=4.40) indicates that the C?H bond cleavage is the rate-limiting step. Also, the reaction is readily scalable, further showcasing the synthetic utility of this method.

Iron-Catalyzed Isopropylation of Electron-Deficient Aryl and Heteroaryl Chlorides

Traditional methods for the preparation of secondary alkyl-substituted aryl and heteroaryl chlorides challenge both selectivity and functional group tolerance. This contribution describes the use of statistical design of experiments to develop an effective procedure for the preparation of isopropyl-substituted (hetero)arenes with minimal isopropyl to n-propyl isomerization. The reaction tolerates electronically diverse aryl chloride coupling partners, with excellent conversion observed for strongly electron-deficient aromatic rings, such as esters and amides. Electron-rich systems, including methyl- and methoxy-substituted aryl chlorides, were found to be less reactive. Furthermore, the reaction was found to be most successful when heteroaryl chlorides were submitted to the cross-coupling protocol. By mapping substituent effects on reaction selectivity, we were able to show that electron-deficient aryl chlorides are essential for efficient coupling, and use electronic structure calculations to predict the likelihood of successful coupling through the estimation of the electron affinity of each aryl chloride. Moderate isolated yields were achieved with selected aryl chlorides, and moderate to good isolated yields were obtained for all the heteroaryl chlorides coupled. Excellent selectivity was observed when a 2,6-dichloroquinoline was used, allowing mono-substitution on a challenging substrate. (Figure presented.).

Pd-PEPPSI-IHeptCl: A General-Purpose, Highly Reactive Catalyst for the Selective Coupling of Secondary Alkyl Organozincs

Dichloro[1,3-bis(2,6-di-4-heptylphenyl)imidazol-2-ylidene](3-chloropyridyl)palladium(II) (Pd-PEPPSI-IHeptCl), a new, very bulky yet flexible Pd–N-heterocyclic carbene (NHC) complex has been evaluated in the cross-coupling of secondary alkylzinc

Glucosylceramide synthase inhibitors

The invention relates to inhibitors of glucosylceramide synthase (GCS) useful for the treatment metabolic diseases, such as lysosomal storage diseases, either alone or in combination with enzyme replacement therapy, and for the treatment of cancer.

Highly potent macrocyclic BACE-1 inhibitors incorporating a hydroxyethylamine core: Design, synthesis and X-ray crystal structures of enzyme inhibitor complexes

A series of P1-P3 linked macrocyclic BACE-1 inhibitors containing a hydroxyethylamine (HEA) isostere scaffold has been synthesized. All inhibitors comprise a toluene or N-phenylmethanesulfonamide P2 moiety. Excellent BACE-1 potencies, both in enzymatic an

Pd-PEPPSI-IPentCl: A highly effective catalyst for the selective cross-coupling of secondary organozinc reagents

No migration? No problem. A series of new N-heterocyclic carbene based Pd complexes has been created and evaluated in the Negishi cross-coupling of aryl and heteroaryl chlorides, bromides, and triflates with a variety of secondary alkylzinc reagents (see scheme). The direct elimination product is nearly exclusively formed; in most examples there is no migratory insertion at all. Copyright

Pd-PEPPSI-IPentCl: A highly effective catalyst for the selective cross-coupling of secondary organozinc reagents

No migration? No problem! A series of new N-heterocyclic carbene based Pd complexes has been created and evaluated in the Negishi cross-coupling of aryl and heteroaryl chlorides, bromides, and triflates with a variety of secondary alkylzinc reagents (see scheme). The direct elimination product is nearly exclusively formed; in most examples there is no migratory insertion at all. Copyright

Negishi cross-coupling of secondary alkylzinc halides with aryl/heteroaryl halides using Pd-PEPPSI-IPent

Pd-PEPPSI-IPent has proven to be an excellent catalyst for the Negishi cross-coupling reaction of secondary alkylzinc reagents with a wide variety of aryl/heteroaryl halides. Importantly, β-hydride elimination/migratory insertion of the organometallic leading to the production of isomeric coupling products has been significantly reduced using the highly-hindered Ipent ligand.

MACROCYCLIC LACTAMS

The invention relates to novel macrocyclic compounds of the formula (I), in which all of the variables are as defined in the specification, in free base form or in acid addition salt form, to their preparation, to their use as medicaments and to medicamen