154472-05-6

Upstream product

• 126366-28-7 (2-hydroxy-1-phenylethyl)pyridinium chloride 
• 111-24-0 1,5-dibromo-pentane 
• 56613-80-0 D-2-phenylglycinol 
• 110-89-4 piperidine 
• 20780-54-5 (S)-styrene oxide 
• 584-08-7 potassium carbonate 
• 875-74-1 (R)-phenylglycine 

Downstream Products

• 155796-94-4 (αR)-N-(2-hydroxy-1-phenylethyl)piperidine-2-one 
• 135286-01-0 (S)-2-phenyl-2-(piperidin-1-yl)ethanol 
• 148054-65-3 (S)-(+)-1-(2-amino-2-phenylethyl)piperidine 
• 67031-68-9 (S)-1-phenyl-2-(piperidin-1-yl)ethyl benzoate 

Relevant academic research and scientific papers

Green Regio- and Enantioselective Aminolysis Catalyzed by Graphite and Graphene Oxide under Solvent-Free Conditions

The ring-opening reactions of epoxides with amines were efficiently and regioselectively catalyzed by high-surface-area graphite and graphene oxide under metal-free and solvent-free conditions. For epoxides without aryl groups, catalytic activity was observed only for graphene oxide, and hence, the activity must have been due to its acidic groups. For styrene oxide, instead, graphite and graphene oxide exhibited rather similar catalytic activities, and hence, the activity was mainly due to activation of the electrophilic epoxide by π-stacking interactions with the graphitic π system. The described aminolysis procedure is green and cheap because the catalyst can be recovered and recycled without loss of efficiency. Moreover, these heterogeneous catalysts exert high stereoselective control in the presence of nonracemic epoxides and provide chiral β-amino alcohols with enantiomeric excess values up to 99 %.

COMPOUNDS WHICH INHIBIT THE GLYCINE TRANSPORTER AND USES THEREOF

Compounds of formula (I) and salts and solvates are provided wherein R2 is selected from phenyl substituted with n R1 groups, and pyridyl substituted with n R1 groups; n = 0, 1 or 2; each R1 is independently selected from the group consisting of halo, C1-4alkyl, C1-4alkoxy, haloC1-4alkyl, haloC1-4alkoxy and cyano; R3 is selected from hydrogen and C1-2 alkyl; R4 is selected from the group consisting of ethyl, n- propyl, i-propyl, n-butyl, i-butyl and t-butyl; or R3 and R4 together with the nitrogen atom to which they are attached form a saturated 5- or 6-membered heterocyclic ring optionally substituted with one or more groups X; each X is independently selected from the group consisting of C1-4alkyl, and haloC1-4alkyl; R12 is selected from the group consisting of hydrogen, fluoro, chloro, bromo, methyl and methylthio; R13 is selected from hydrogen, chloro and trifluoromethyl; R14 is selected from hydrogen, trifluoromethyl and chloro; R15 is selected from hydrogen, chloro and trifluoromethyl; R16 is selected from hydrogen, methyl, fluoro and chloro; R12, R13, R14, R15 and R16 not all simultaneously being hydrogen. Processes for the preparation and uses of the compounds as medicaments for treating disorders such as psychoses, dementia or attention deficit disorder are also disclosed.

Dehydrogenation of cyclic tertiary amines with neighbouring of enantiomeric nucleophiles

For stereochemical investigation of their dehydrogenation, the enantiomers of the aminoalcohols 1, 2, and 3 were prepared from optically active sources, while the enantiomers of the diamines 8 and 9 were available by resolution of the racemates. The pure antipodes of 1, 2, and 3 reacted with mercury(II)-EDTA by a twofold dehydrogenation via intermediate participation of the neighbouring alcoholic group to the optically active lactams 5, 6, and 7 under complete retention of configuration. In the same manner the diamines 8 and 9 generated by four electron withdrawal the cycloamidines 10 and 11.

The preparation of β-substituted amines from mixtures of epoxide opening products via a common aziridinium ion intermediate

Here we describe a one-pot synthesis of a series of β-substituted amines as single enantiomers from an initial regioisomeric mixture of styrene oxide ring-opening products. We also report the isolation and characterization of a key β-chloro intermediate a

Hydroxamic acid anesthetic compounds

A compound of the following formula: STR1 and its pharmaceutically acceptable salt thereof, wherein R1 and R2 are independently hydrogen, C1-4 alkyl, C3-7 cycloalkyl, C2-4 alkenyl, C1-4 alk

Synthesis of α-phenyl-1-(R)-(-)-piperidineacetic esters

Several α-phenyl-1-(R)-(-)-piperidineacetic esters 3(a-e), were obtained in pure enantiomeric form by condensing (R)-(-)-α-phenylglycine esters 2(a-e) with 1,5-dibromopentane. Similarly, (R)-(-)-α-phenylglycine esters, 2(a-e), were prepared from (R)-(-)-α-phenylglycine 1 with high yields.

1,4-Dihydropyridines from Dithionite Reduction of Pyridinium Salts without Electron-Withdrawing Groups as Substituents

Conditions have been established for the sodium dithionite (Na2S2O4) reduction of pyridinium salts 1 lacking electron-withdrawing substituents to their corresponding 1,4-dihydropyridines (1,4-DHPs) 2, a reaction which was previously reported to fail.The i