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US 2016/0102042 A1Published application
A process for the preparation of 3-aryl-2-hydroxy propanoic acid compounds
AssigneeCouncil of Scientific and Industrial Research
InventorsMuthukrishnan Murugan, Mujahid Mohammad
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Abstract
The present disclosure provides a process for synthesis of 3-aryl-2-hydroxy propanoic acid derivatives of formula (S)-1. wherein R1 represents H or (C1-C5) alkyl groups and R2 represents (C1-C5) alkyl groups.
Claims9
A process for the preparation of 3-aryl-2-hydroxy propanoic acid compounds of formula (S)-1, wherein R1 represents H or (C1-C5) alkyl groups and R2 represents (C1-C5) alkyl groups, comprising the steps of;
- a) subjecting an epoxide (S)-2 to regioselective ring opening with 4-methoxyphenylmagnesium bromide in presence of copper iodide to obtain a secondary alcohol (S)-3;
- b) O-alkylating the secondary alcohol (S)-3 using ethyl iodide and a base in anhydrous DMF to give ethylated derivative (S)-4;
- c) debenzylating (S)-4 in presence of a debenzylating agent to obtain primary hydroxy compound (S)-5;
- d. oxidizing the compound (S)-5 in presence of an oxidizing agent to obtain compound (S)-6;
- and
- e. demethylating the compound (S)-6 using sodium ethanethiolate to obtain (S)-7 followed by esterification using EtOH and HCl to give (S)-1a;
- f. optionally, esterificating of (S)-7 as obtained in step (e) using anhydrous 2-propanol and SOCl2 to give (S)-1b.
4 more elements
Dependencies are inferred from the claim text.