220928-01-8

Usage

Uses

Used in Pharmaceutical Industry:
(R)-3-AMINOPIPERIDIN-2-ONE is used as a building block for the synthesis of various pharmaceutical agents and bioactive compounds, leveraging its unique chemical properties and versatile reactivity to create new and effective medications.
Used as a Chiral Auxiliary:
In the field of asymmetric synthesis, (R)-3-AMINOPIPERIDIN-2-ONE is used as a chiral auxiliary to assist in the production of complex organic molecules with specific stereochemistry, which is crucial for the development of enantiomerically pure drugs.
Used in Drug Discovery and Development:
(R)-3-AMINOPIPERIDIN-2-ONE is utilized as a precursor in the production of numerous pharmaceuticals and agrochemicals, contributing to the advancement of drug discovery and development processes due to its potential to enhance the properties and effectiveness of these compounds.

Upstream product

• 16867-04-2 dihydroxypyridine 
• 66960-54-1 5-amino-2-hydroxypentanoic acid 
• 67-56-1 methanol 
• 1215765-14-2 1-chloro-2-oxopiperidin-3-yl acetate 
• 3184-13-2 L-ornithine hydrochloride 
• 1892-22-4 3-aminopiperidin-2-one 
• 614754-00-6 2,5-dibromovaleramide 
• 89180-84-7 2,5-Dibromopentanoic Acid Bromide 
• 34433-86-8 3-bromo-2-piperidinone 
• 614754-01-7 2-oxopiperidin-3-yl acetate 
• 463362-69-8 3-diazo-piperidin-2-one 
• 3553-93-3 1-(trimethylsilyl)piperidin-2-one 
• 220927-98-0 5-nitro-2-oxopentanoic acid 
• 220927-97-9 methyl 5-nitro-2-oxopentanoate 

Downstream Products

• 1426691-92-0 (S)-((R)-2-oxopiperidin-3-yl) 2-phenylpropanoate 
• 1426691-91-9 (R)-((R)-2-oxopiperidin-3-yl) 2-phenylpropanoate 

Relevant academic research and scientific papers

Trans-Selective and Switchable Arene Hydrogenation of Phenol Derivatives

A trans-selective arene hydrogenation of abundant phenol derivatives catalyzed by a commercially available heterogeneous palladium catalyst is reported. The described method tolerates a variety of functional groups and provides access to a broad scope of trans-configurated cyclohexanols as potential building blocks for life sciences and beyond in a one-step procedure. The transformation is strategically important because arene hydrogenation preferentially delivers the opposite cis-isomers. The diastereoselectivity of the phenol hydrogenation can be switched to the cis-isomers by employing rhodium-based catalysts. Moreover, a protocol for the chemoselective hydrogenation of phenols to cyclohexanones was developed.

Photochemical rearrangement of N -chlorolactams: A route to N -heterocycles through concerted ring contraction

We report a novel ring contraction allowing the direct conversion of N-chlorolactams to their corresponding ring-contraction N-heterocycles upon photolysis. Results show that the rearrangement occurs with a variety of N-chlorolactams and that the greater the substitution at the migrating carbon, the greater the yield of product. Importantly, stereochemistry at the migrating carbon is conserved in the product. Rearranged products were isolated as their methyl carbamates in yields varying from 17% to 58%, with the major side product being the recyclable parent lactam.

A new synthesis of alkaloid (S)-3-hydroxypiperidin-2-one and its O-TBS protected derivative

(Chemical Equation Presented) From the known lactone (S)-4, easily derived from L-glutamic acid, a scalable approach to chiral building block O-silylated 3-hydroxypiperidin-2-one 3 and alkaloid 1 was achieved in five and six-steps respectively. The key st

Chemoenzymatic enantioselective synthesis of 3-hydroxy-2-pyrrolidinones and 3-hydroxy-2-piperidinones

The enantioselective synthesis of 3-hydroxypyrrolidin-2-ones and 3-hydroxy piperidin-2-ones has been carried out in high enantiomeric excess employing immobilized lipase from Pseudomonas cepacia.

The synthesis and chemistry of 3-diazo-piperidin-2-one

The efficient synthesis of 3-diazo-piperidin-2-one, from L-ornithine, in two steps is reported. The chemistry of this new cyclic α-diazoamide was explored and allows the rapid access to a wide range of 3-substituted piperidin-2-one derivatives.

Enantioselective synthesis of 3-hydroxypiperidin-2-ones

An efficient synthesis of (S)- and (R)-3-hydroxypiperidin-2-ones from methyl 5-nitro-2-oxopentanoate is described. A one-pot enzyme catalysed hydrolysis of the ester and reduction of the ketone gave enantiopure 2- hydroxy-5-nitropentanoic acids which on esterification, catalytic hydrogenation over a platinum(IV) oxide catalyst and intramolecular: cyclisation gave the target compounds in 93% overall yield and >99% ee.

Synthesis and Serotonin-Receptor Activity of Substituted 1-Oxo-1,2,3,4-tetrahydro-&β-carbolines

2,3-Dihydroxypyridine is used as a starting material for the synthesis of donor and acceptor substituted 1-oxo-1,2,3,4-tetrahydro-β-carbolines via Fisher indole cyclisation.An alkaloid from Alstonia venenata is prepared.All compounds inclusive strychnocarpine show low affinity to the serotonine receptor. - Key words: 3-Hydroxy-2-pyridone, Strychnocarpine Derivatives, 5-Hydroxytryptamine Receptor Stimulators