85711-13-3

Usage

Uses

Used in Pharmaceutical and Agrochemical Synthesis:
D-Cyclohexylglycinol is used as a chiral building block for the synthesis of pharmaceuticals and agrochemicals. Its unique structure allows for the creation of enantiomerically pure compounds, which are essential for the development of effective and safe drugs and pesticides.
Used as a Resolving Agent:
D-Cyclohexylglycinol serves as a resolving agent in the production of optically pure compounds. Its ability to selectively interact with enantiomers helps in the separation and purification of chiral substances, ensuring the desired enantiomer is obtained for specific applications.
Used in Asymmetric Catalysis:
D-Cyclohexylglycinol is utilized as a chiral ligand in asymmetric catalysis. It facilitates the synthesis of enantiomerically pure substances by selectively binding to one enantiomer over the other, promoting a specific reaction pathway and enhancing the yield of the desired product.

InChI:InChI=1/C8H17NO/c9-8(6-10)7-4-2-1-3-5-7/h7-8,10H,1-6,9H2/t8-/m0/s1

Upstream product

• 14328-52-0 (R)-2-amino-2-cyclohexyl acetic acid 
• 875-74-1 (R)-phenylglycine 

Downstream Products

• 117409-00-4 (R)-(+)-4-Cyclohexyl-2-(2-pyridinyl)-2-oxazolin 
• 1258503-66-0 (R)-methyl 2-(1-cyclohexyl-2-hydroxyethylamino)-2-oxoacetate 
• 1617545-77-3 4-[6-((R)-1-cyclohexyl-2-hydroxy-ethylamino)-pyrazin-2-yl]-3-fluoro-phenol 
• 1617545-72-8 (R)-2-[6-(5-chloro-2-fluoro-phenyl)-pyrazin-2-ylamino]-2-cyclohexyl-ethanol 
• 1617545-94-4 (R)-2-(6-chloro-pyrazin-2-ylamino)-2-cyclohexyl-ethanol 
• 1356453-48-9 3-[(2R,5R)-5-cyclohexyl-2-(2-hydroxyethyl)-3-oxomorpholin-4-yl]-5-(3,3-dimethylbut-1-ynyl)thiophene-2-carboxylic acid 
• 1356457-36-7 3-[(2R,5R)-5-cyclohexyl-2-(2-hydroxyethyl)-3-oxomorpholin-4-yl]-5-(3,3-dimethylbut-1-ynyl)thiophene-2-carboxylic acid methyl ester 
• 1356457-29-8 3-((2R,5R)-2-allyl-5-cyclohexyl-3-oxomorpholin-4-yl)-5-(3,3-dimethylbut-1-ynyl)thiophene-2-carboxylic acid methyl ester 
• 1356457-28-7 3-((2S,5R)-2-allyl-5-cyclohexyl-3-oxomorpholin-4-yl)-5-(3,3-dimethylbut-1-ynyl)thiophene-2-carboxylic acid methyl ester 
• 1356456-54-6 3-[(2R,5R)-5-cyclohexyl-2-(3-hydroxypropyl)-2-methyl-3-oxomorpholin-4-yl]-5-(3,3-dimethylbut-1-ynyl)thiophene-2-carboxylic acid 
• 1356457-27-6 3-[(2R,5R)-5-cyclohexyl-2-(3-hydroxypropyl)-2-methyl-3-oxomorpholin-4-yl]-5-(3,3-dimethylbut-1-ynyl)thiophene-2-carboxylic acid methyl ester 
• 1356457-26-5 (2R,5R)-5-cyclohexyl-2-(3-hydroxypropyl)-2-methylmorpholin-3-one 
• 1356457-23-2 (2S,5R)-2-[3-(tert-butyl(dimethyl)silanyloxy)propyl]-5-cyclohexyl-4-(4-methoxybenzyl)-2-methylmorpholin-3-one 
• 1356457-24-3 (2R,5R)-2-[3-(tert-butyl(dimethyl)silanyloxy)propyl]-5-cyclohexyl-4-(4-methoxybenzyl)-2-methylmorpholin-3-one 

Relevant academic research and scientific papers

Palladium(0)-Catalyzed Enantioselective Intramolecular Arylation of Enantiotopic Secondary C?H Bonds

The enantioselective functionalization of nonactivated enantiotopic secondary C?H bonds is one of the greatest challenges in transition-metal-catalyzed C?H activation proceeding by an inner-sphere mechanism. Such reactions have remained elusive within the realm of Pd0 catalysis. Reported here is the unique reactivity profile of the IBiox ligand family in the Pd0-catalyzed intramolecular arylation of such nonactivated secondary C?H bonds. Chiral C2-symmetric IBiox ligands led to high enantioselectivities for a broad range of valuable indane products containing a tertiary stereocenter, as well as the arylation of secondary C?H bonds adjacent to amides. Depending on the amide substituents and upon control of reaction time, indanes containing labile tertiary stereocenters were also obtained with high enantioselectivities. Analysis of the steric maps of the IBiox ligands indicated that the level of enantioselectivity correlates with the difference between the two most occupied and the two less occupied space quadrants, and provided a blueprint for the design of even more efficient ligands.

HETEROCYCLIC COMPOUNDS AND USE THEREOF AS MODULATORS OF TYPE III RECEPTOR TYROSINE KINASES

Provided herein are heterocyclic compounds for treatment of CSF1R, FLT3, KIT, and/or PDGFRβ kinase mediated diseases. Also provided are pharmaceutical compositions comprising the compounds and methods of using the compounds and compositions.

Stereoselective Aldol Reaction with Chiral Secondary Acetamides

The deprotonated acetamides 4a - c and 5a - c are added to prochiral carbonyl compounds.The influence of the solvent, of the reaction temperature, and of the enolate gegenion on the ratio of the isomeric products 8/9, 18/19, and 26/27, respectively, are studied.The highest degree of diastereoselectivity are observed, when the titanium enolate of the acetamide 4a or the threefold deprotonated N-acetyl-α-phenylglycinol (5a) is used.The diastereomers 18a - d, formed in excess in the addition of 5a to aldehydes, are isolated in pure from by a single recrystallization, and afford the enantiomerically pure β-hydroxy carboxylic acids 3a - d.Thereby, the chiral auxiliary, α-phenylglycinol (14), is recovered.

Chiral (β-Aminoalkyl)phosphines. Highly Efficient Phosphine Ligands for Catalytic Asymmetric Grignard Cross-Coupling

New chiral (β-aminoalkyl)phosphines, RCH(NMe2)CH2PPh2 , were prepared by starting with optically active amino acids.The phosphines were used as ligands for nickel-catalyzed asymmetric cross-coupling of 1-arylethyl Grignard reagents (ArMeCHMgCl) with vinyl bromide.Coupling products of over 70percent enantiomeric excess (ee) were obtained in the reaction with the ligand Phephos, Valphos, Ilephos, PhGlyphos, ChGlyphos, or t-Leuphos.A mechanism involving complexation of the magnesium atom in the Grignard reagent with the amino group on the (β-aminoalkyl)phosphine ligand is proposed to account for the high stereoselectivity.The asymmetric cross-coupling was applied to the synthesis of optically active 2-arylpropionic acids.