160707-37-9

Usage

Uses

1. Used in Pharmaceutical Industry:
D-threo-α-Phenylis used as an intermediate in the synthesis of D-threo-Methylphenidate (Ritalin) for the treatment of ADHD. Its role in the production process is essential, as it contributes to the development of a medication that helps manage the symptoms of this neurodevelopmental disorder.
2. Used in Research and Development:
D-threo-α-Phenylmay also be utilized in research and development for the exploration of new applications and potential improvements in the synthesis of Ritalin or related compounds. Its chemical properties and reactivity can be studied to optimize the production process and enhance the effectiveness of the final product.

Upstream product

• 19395-39-2 (±)-erythro/threo-2-phenyl-2-(piperidin-2-yl)acetamide 
• 7251-52-7 2-phenyl-2-(pyridin-2-yl)acetamide 
• 5005-36-7 phenyl-pyridin-2-yl-acetonitrile 
• 109-09-1 2-chloropyridine 
• 741272-48-0 d-threo-[R(R*,R*)]-2-phenyl-2-piperidine-2-yl acetamide dibenzoyl-d-tartrate 
• 160707-38-0 l-threo-α-phenyl-α-piperidyl-(2)-acetamide 
• 160707-36-8 l-erythro-α-phenyl-α-piperidyl-(2)-acetamide 

Downstream Products

• 19262-68-1 dexmethylphenidate hydrochloride 
• 741705-70-4 d-threo-ritalinic acid hydrochloride 
• 40431-64-9 dexmethylphenidate 
• 851764-84-6 dexethylphenidate hydrochloride 

Relevant academic research and scientific papers

An Improved and Efficient Process for the Production of Highly Pure Dexmethylphenidate Hydrochloride

The present work describes an efficient and commercially viable process for the synthesis of dexmethylphenidate hydrochloride (1), a mild nervous system stimulant. The overall yield is 23% with ~99.9% purity (including seven chemical steps). Formation and control of possible impurities are also described in this report.

PROCESSES AND INTERMEDIATES FOR PREPARING 2-SUBSTITUTED PIPERIDINE STEREOISOMERS

A process for preparing d-threo methyl ±- piperid-2-ylarylacetates of formula III: wherein R 1 is aryl having 6 to 28 carbon atoms, comprising the steps of: reacting a pyridine having formula I: wherein R 1 is aryl having 6 to 28 carbon atoms with hydrogen in an alkanoic acid having 1 to 10 carbon atoms and in the presence of a catalyst to provide a mixture of threo and erythro piperidine stereoisomers having formulas IIa-d: €?€?€? adding an alkyl alkanoate having 2 to 20 carbon atoms to said mixture, thereby precipitating alkanoate salts of said erythro stereoisomers preferentially with respect to alkanoate salts of said threo stereoisomers; reacting said erythro alkanoate salts with aqueous base to form said erythro stereoisomers; reacting said erythro stereoisomers with an acid resolving agent in an alkyl alcohol having 1 to 5 carbon atoms, thereby forming acid salts of said 1-erythro stereoisomers preferentially with respect to said d-erythro stereoisomers; reacting said 1-erythro acid salts with aqueous base to form said 1-erythro piperidine; reacting said 1-erythro piperidine with an alkali metal alkoxide having one to 10 carbon atoms in organic solvent, whereby forming said d-threo piperidine, and converting said d-threo piperidine to said d-threo methyl ±- piperid -2- ylarylacetate.

METHOD FOR THE PRODUCTION OF D-THREO-2-PHENYL-2-PIPERIDINE-2-YL ACETATES

Disclosed is a method for producing d-threo-[R(R*,R*)]-2-phenyl-2-piperidine-2-yl acetate and the acid addition salts thereof by converting d-threo-[R(R*,R*)]-2-phenyl-2-piperidine-2-yl ethanoic acid or an acid addition salt thereof into the corresponding

Methods for production of piperidyl acetamide stereoisomers

Synthetic methods are provided comprising the steps of racemizing l-threo-piperidyl acetamides to form a mixture of d-threo, l-threo, d-erythro, and l-erythro-piperidyl acetamides by reacting said l-threo-piperidyl acetamides with alkanoic acid.

Processes and intermediates for resolving piperidyl acetamide stereoisomers

Processes and intermediates for preparing 2-substituted piperidines such as 2-substituted d-threo piperidines are provided, including processes and intermediates for resolution of piperidyl acetamide stereoisomers.