What is the chemical structure of (2R,2'R)-( )-threo-Methylphenidate Hydrochloride?
The chemical structure of (2R,2'R)-( )-threo-Methylphenidate Hydrochloride involves a series of synthetic steps. Initially, the enantioselective resolution of methylphenidate free base is achieved through diastereomeric salt preparation with (+)-di-para-toluyl-D-tartaric acid . Subsequently, hydrolysis of the methyl ester (±)-threo-methylphenidate yields (±)-threo-ritalinic acid, which crystallizes into colorless prisms . The synthesis of (2 R,2′ R)- THREO-(+)-methylphenidate involves ring-closing metathesis for the piperidine ring and Sharpless asymmetric epoxidation for stereocenter generation . Additionally, the preparation of threo-methylphenidate hydrochloride includes steps such as reacting 1-(phenylglyoxylyl)piperidine arenesulfonylhydrazone with an inorganic base and hydrogen chloride in methanol to obtain the desired product .
Answers from top 5 papers
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19 Citations | The chemical structure of (2R,2'R)-( )-threo-Methylphenidate Hydrochloride involves a piperidine ring constructed via ring-closing metathesis and two stereocenters generated by Sharpless asymmetric epoxidation. |
Open access•Journal Article 1 Citations | The chemical structure of (2R,2'R)-( )-threo-Methylphenidate Hydrochloride is efficiently synthesized via enantioselective resolution of methylphenidate free base using (+)-di-para-toluyl-D-tartaric acid. |
2 Citations | The chemical structure of (2R,2'R)-( )-threo-Methylphenidate Hydrochloride is not explicitly mentioned in the provided abstract and title. |
The chemical structure of (2R,2'R)-( )-threo-Methylphenidate Hydrochloride is derived from 1-(phenylglyoxylyl)piperidine arenesulfonylhydrazone and hydrogen chloride in methanol, resulting in threo-methylphenidate hydrochloride. | |
The chemical structure of (2R,2'R)-( )-threo-Methylphenidate Hydrochloride is derived from the process involving α-phenyl-α-pipyridyl acetamide hydrolysis, methanol reaction, and hydrochloride treatment as outlined in the paper. |