A Facile One-pot Process for the Synthesis of Stiripentol-Reference-Cited by-同舟云学术

A Facile One-pot Process for the Synthesis of Stiripentol

Published:2022-12-30 Issue:6 Volume:38 Page:1414-1418
ISSN:2231-5039
Container-title:Oriental Journal Of Chemistry
language:en
Short-container-title:Orient. J. Chem

Author:

Sudrik Vilas¹^ORCID,Bodkhe Arjun²^ORCID,Karpe Dnyaneshwar¹^ORCID,Lawande Shamrao¹^ORCID

Affiliation:

1. 1Department of Chemistry, Shri Chhatrapati Shivaji Mahavidyalaya, Shrigonda, Maharashtra, India.

2. 2Wavelength Pharma. Pvt. Ltd., Pune, Maharashtra, India.

Abstract

A facile one-pot synthesis of Stiripentol (STP) 1 in which Initially 3, 4-dihydroxy benzaldehyde 13 is treated with methylene diiodide using base KOH to get 2 which undergoes in situ Knoevenagel condensation with 3,3-dimethyl 2-butanone using catalytic Phase Transfer Catalyst i.e. Tetrabutylammonium bromide (TBAB) and K2CO3 to get 4 which undergo Regioselective Luche reduction of α-β unsaturated ketone with NaBH4 and Cerium (III) chloride (CeCl3) to get pure Stiripentol 1 which is commercially viable and eco-friendly.

Publisher

Oriental Scientific Publishing Company

Subject

Drug Discovery,Environmental Chemistry,Biochemistry,General Chemistry

Reference17 articles.

1. 1. 𝘞𝘰𝘳𝘭𝘥 𝘏𝘦𝘢𝘭𝘵𝘩 𝘖𝘳𝘨𝘢𝘯𝘪𝘻𝘢𝘵𝘪𝘰𝘯-𝘍𝘢𝘤𝘵𝘴𝘩𝘦𝘦𝘵-𝘥𝘦𝘵𝘢𝘪𝘭𝘴-𝘦𝘱𝘪𝘭𝘦𝘱𝘴𝘺, 2022.

2. 2. Benarroch E. 𝘕𝘦𝘶𝘳𝘰𝘭𝘰𝘨𝘺, 2021 , 97 (12): 580-584.

3. 3. Frampton J.E., 𝘚𝘱𝘳𝘪𝘯𝘨𝘦𝘳, 2019, 1785-1796.

4. 4. 𝘈𝘤𝘤𝘦𝘴𝘴 𝘥𝘢𝘵𝘢 𝘧𝘥𝘢.𝘨𝘰𝘷, Reference ID: 4309499, 2018.

5. 5. Trojnar M.K., Wojtal K, Trojnar M.P.,Czuczwar S.J. 𝘗𝘩𝘢𝘳𝘮𝘢𝘤𝘰𝘭𝘰𝘨𝘪𝘤𝘢𝘭 𝘙𝘦𝘱𝘰𝘳𝘵𝘴, 2005 ,57(2): 154-60.