Industrial Consultancy & Sponsored Research (IC&SR) , IIT Madras
Enantio-and Diastereoselective Process For One-step Synthesis of Enantioenriched Pyrrolo[1,2-D][1,4]Thiazine-2-Carbaldehydes Core Using Chiral Organocatalyst
Categories for this Invention
Category: Chemistry & Chemical Analysis
Industry: Medicinal Chemistry, agrochemicals, Organic Synthesis, pharmacy, materials science
Applications: Chiral Pyrrolo[1,2-d][1,4]thiazine-2-carbaldehyde cores Synthesis, new drugs production with improved therapeutic properties, development of nitrogen-containing heterocycles, in various other Chemistry fields like medicinal chemistry, organic synthesis, and catalysis.
Market: Chiral Chemicals Market size was valued at USD 58.82 billion in 2021 and is predicted to reach USD 149.95 billion by 2030 with a CAGR of 9.8% from 2022 to 2030
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Problem Statement
- Traditional Pyrrolo[1,4]thiazine synthesizing methods involve multistep processes having multiple starting materials & harsh reaction conditions, that contributes to inefficiencies challenges in obtaining desired compounds.
- Many methods depend on expensive and toxic reagents, catalysts, ligands, effecting overall synthesis cost, environment & safety concerns.
- Existing methodologies suffer from drawbacks like high reaction temperatures, unwanted by-products generation and use of air-sensitive starting materials.
- Hence, there is a need for a more efficient & practical synthetic approach, utilizing easily accessible & inexpensive starting materials to minimize the said challenges while promoting streamlined-environmental friendly process for obtaining chiral Pyrrolo[1,2-d][1,4]thiazine-2-carbaldehyde cores.
Technology
The present disclosure relates to a process for preparing chiral pyrrolo[1,2- d][1,4]thiazine-2-carbaldehyde core (Formula III). The process comprises: reacting a compound of formula (I) with a compound of formula (II), in the presence of a chiral Organocatalyst, a base, and a solvent to provide a compound of formula (III)
Key Features / Value Proposition
User Perspective:
- Synthesizes diverse chiral pyrrolo[1,2-d][1,4]thiazine-2-carbaldehyde cores for a range of applications.
- Precision in stereochemistry achieved through chiral Organocatalyst for enantiomerically pure products. Tailorable process for user-specific properties with different substituents.
Industrial Perspective:
- Designed for efficient production on an industrial scale. Optimized conditions minimize manufacturing expenses.
Technical Perspective:
- Advances in organic synthesis and asymmetric catalysis. Reproducible and consistent results for further research and development.
- Carefully selected catalysts, bases, and solvents ensure high-yield and selective synthesis.
Questions about this Technology?
Contact For Licensing
sm-marketing@imail.iitm.ac.in
ipoffice2@iitm.ac.in
Research Lab
Prof. Govindasamy Sekar
Department of Chemistry
Intellectual Property
IITM IDF No.: 2421
IP No.: 454952 (Granted)
Technology Readiness Level
TRL – 3
Proof of Concept