A new synthetic route of 175136-62-6

When you point to this article, it is believed that you are also very interested in this compound(175136-62-6)Application of 175136-62-6 and due to space limitations, I can only present the most important information.

In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Kinetic resolution of chiral secondary alcohols by dehydrogenative coupling with recyclable silicon-stereogenic silanes, published in 2005-11-25, which mentions a compound: 175136-62-6, mainly applied to pyridineethanol stereoselective enantioselective preparation kinetic resolution; siloxyethylpyridine stereoselective enantioselective preparation; silyl protected pyridineethanol preparation kinetic resolution stereoselective silane cleavage; kinetic resolution pyridineethanol copper catalyzed dehydrogenation coupling alc silane; stereoselective cleavage silyl protected pyridineethanol diisobutylaluminum hydride; copper catalyst dehydrogenation coupling kinetic resolution pyridineethanol nonracemic silane; chiral secondary alc kinetic resolution dehydrogenative coupling silane, Application of 175136-62-6.

Nonracemic chiral secondary pyridylethanols are prepared by kinetic resolution using the copper-catalyzed dehydrogenative coupling of chiral racemic pyridylethanols with nonracemic chiral silanes such as tetrahydrosilanaphthalene I to yield nonracemic pyridineethanols II [R = Ph, 1-naphthyl, H2C:CH, (E)-PhCH:CH, PhCC, Me, Me3C] and chiral nonracemic silyl-protected pyridineethanols such as III [R = Ph, 1-naphthyl, H2C:CH, (E)-PhCH:CH, PhCC, Me, Me3C], which can be cleaved using diisobutylaluminum hydride to yield chiral nonracemic I and the enantiomers of II. In the presence of copper(I) chloride, tris(3,5-dimethylphenyl)phosphine, and sodium tert-butoxide, I undergoes dehydrogenative coupling with chiral secondary pyridylethanols R1CH2CH(OH)R [R = Ph, 1-naphthyl, H2C:CH, (E)-PhCH:CH, PhCC, Me, Me3C; R1 = 2-pyridyl] to provide II in 84-99% yields and in 68-89% ee and III [R = Ph, 1-naphthyl, H2C:CH, (E)-PhCH:CH, PhCC, Me, Me3C] in 87-99% yields and in 48-88% de; other phosphine ligands (both monophosphines and diphosphines) and imidazolium salts are less effective ligands for the coupling reaction and kinetic resolution III (R = Ph; R1 = 2-pyridyl) is cleaved with diisobutylaluminum hydride in methylene chloride to provide I in 98% yield and 96% ee and the enantiomer of II (R = Ph) in 76% yield and in 71% ee. A secondary alc. with a Ph group replacing the 2-pyridyl group gives low stereoselectivities and conversions in the kinetic resolution

When you point to this article, it is believed that you are also very interested in this compound(175136-62-6)Application of 175136-62-6 and due to space limitations, I can only present the most important information.

Reference:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem