CSIR-Central Leather Research Institute
Dr.R. Srinivasan
Senior Scientist
Academic Qualifications
    M.Sc, Ph.D
Contact Details
Dr.R. Srinivasan
Senior Scientist

Organic & Bio-organic Chemistry
CSIR-Central Leather Research Institute
Adyar, Chennai – 600 020
e-mail: srini@clri.res.in,
Phone:91 44 24437224


Qualification

M.Sc.(Org. Chem) Univ. of Madras (1994)

Ph.D. (Org. Chem) Univ. of Madras (2001)

Area of Interest:
  • Asymmetric Synthesis and Catalysis
  • Drugs and Bioactive Molecules
  • Pharmaceutical Sciences
  • Natural Product Chemistry
  • Biotechnology, Agrochemicals
  • Pharmacology, Toxicology, Biochemistry
Title of the Ph. D thesis
  • “Studies in Radical Cyclization and Oxy-Cope Rearrangement of Optically Active Substrates”, Srinivasan, R., University of Madras, June 2000.
Teaching Experience: ~ 10Yrs
 

B.Tech/M.Tech project work completion: More than 120 Students (1998 - Till date)

Ph.D work: 5 Students were reporting to me (Nov. 1998 – Oct. 2002).

Research Experience: ~ 16 Yrs

  Aug. 2010 – To Date Scientist ‘E I’, Bio-Organic Division, CLRI - Adyar, Chennai, INDIA
  May. 2008 – Aug 2010 Scientist ‘E I’, Fine Chemicals Laboratory, Organic- III Division, IICT, Hyderabad, INDIA
  May 2004 – May 2008  Scientist ‘C’, Fine Chemicals Laboratory, Organic- III Division, IICT, Hyderabad, INDIA
  Nov.1998– April 2004   Scientist ‘B’, Bio-Organic Laboratory, Organic- III Division, IICT, Hyderabad, INDIA
  Nov. 2002 – Mar. 2004         Post Doctoral Researcher, Worked with   Professor Ryoji NOYORI, Nobel Laureate,
Nagoya University, JAPAN
Published Papers
 

21 (International)

Project Handled and External Cash Flow

 
  1. Nippon Shokubai, Japan (Sponsored), Rs. 1.2Lakhs
  2. FMC, USA (Sponsored), Rs. 17.0Lakh
  3. FLEXSYS, Belgium (Sponsored), Rs. 1.0Lakh
  4. Cadila Pharmaceuticals (Sponsored)
  5. Dolphin Laboratories (Sponsored)
  6. ICAR-NATP (Grant-In-Aid), Rs. 17.5Lakh
  7. UCIL,Bhopal – Phase I (Consultancy), Rs. 10.0Lakhs
  8. UCIL,Bhopal – Phase II, (Sponsored) Rs. 240.0Lakhs
  9. DRDL, Hyderabad – Phase I (Sponsored), Rs. 50.0Lakhs
  10. DRDL, Hyderabad – Phase II, (Sponsored) Under Negotiation for Rs. ~100.0Lakhs
  11. JETL & PETL (Consultancy) Rs. 42.0Lakhs

Industrial Research

Overseas Projects :
The experiments were conducted for the large scale preparations of 1,2-butyleneoxide, cis-2,3-butyleneoxide and trans-2,3-butyleneoxide. The products were separated and purified by fractional distillation through a column and using a reflux-divider setup. The purified materials were sent to Nippon Shokubai, Japan.
1 The custom syntheses of naphthalene derivatives, pilosinin derivatives, triazolone derivatives, Xylosaldoxime derivatives at 1g scale were completed for FMC, NewJersey, USA. Sponsored by FMC Corporation, Princeton New Jersey, USA; Completed in 2001.
2 The available information was collected from the literature for some of the dialkyl phthalates for FLEXSYS project.
National Projects :
Grant-In-Aid

1 The crude sample was received from NARDI, Hyderabad for the separation of secondary metabolites by preparative TLC method for the collaborative research work under the project by ICAR-NATP. The final project report was prepared on “Isolation of secondary metabolites from fluorescent pseudomonades and their bioefficacy against fungal pathogens of rice”, submitted to Indian Council of Agricultural Research (ICAR) – New Delhi under CGP in NATP, 36.6 Lakh, Tenure: 3Years (2001-2004).
2 “Separation, Isolation, Purification & Characterization of chemical components present in contaminated materials present in and around UCIL-Bhopal Plant and Structure analysis of plant”, sanctioned by Madhya Pradesh Government. The characterization of chemical components of the samples collected from UCIL, Bhopal Plant was completed. Status report, Concise report and Final Report were prepared based on the analytical results and submitted to Government of Madhya Pradesh. Tenure: 1Year 2005.
3 The project proposal was prepared on “Refurbishment of Liquid Propellants”, sanctioned by DRDL, Hyderabad and completed. Tenure: 2 years (2006-2008).
Sponsored Projects
 

Gram scale preparations of antibiotics Clarithromycin, azithromycin, and erythromycin-11,12-carbonate were completed.

In-House Projects:
 
  1. Process developed for the isolation of Solanesol from tobacco waste with the purity of approx. 10 - 15%. Further studies are going on to improve the purity of Solanesol. Project Proposal for Solanesol.
  2. Process developed for 3-acetylpyridine from nicotinic acid. Preliminary experiments were completed for the gram-scale level preparations. It was successfully scaled-up for the bench-scale (1Kg) level preparations.
  3. Process developed for pivalic acid from t-butyl chloride. Preliminary experiments were completed for the gram-scale level preparations. It was successfully scaled-up for the bench-scale (1Kg) level preparations.
  4. Process developed for 3,4-dihydroxybenzonitrile from 3,4-dihydroxybenzaldehyde. Preliminary experiments were completed for the gram-scale level preparations. It was scaled-up for the bench-scale (1Kg) level preparations.
  5. Process developed for carbazole from 1,3-cyclohexanedione. Preliminary experiments were completed for the gram-scale level preparations. It was successfully scaled-up for the bench-scale (1Kg) level preparations.
  6. Process developed for 2-methylresorcinol from 2,6-diaminotoluene. Preliminary experiments were completed for the gram-scale level preparations. The scale-up work is being conducted for the bench-scale (1Kg) level preparations.
  7. Process developed for 4-hydroxypyridine from pyridine or 4-chloropyridine. Preliminary experiments were completed for the gram-scale level preparations. The scale-up work is being conducted for the bench-scale (1Kg) level preparations.

Research Work

Working on New Drug Discovery (Antibiotics,  AntiTB, AntiHIV, Antidiabetic, Antiarthritic, etc. drugs), Synthetic Organic Chemistry, Natural Product Chemistry, Biotransformations, Drug Intermediates, Pharmaceutical Sciences (Pharmaceuticals, Pharmacognosy, Pharmacology, Toxicology etc), Catalysts (Natural & Synthetic) and Process development.
1 Post Doctoral Research Work:
Worked with Professor RYOJI NOYORI, Nobel Laureate, Nagoya University, JAPAN as a Post Doctoral Researcher on “Development of New Catalysts for Asymmetric Hydrogenation”. I and Professor Takeshi Ohkuma were working under Professor Ryoji Noyori, Nobel Laureate on Ru-BINAP based new catalysts for the efficient asymmetric hydrogenation of Alkyl – Alkyl, Alkyl – Aryl and Alkyl – Heteroaryl ketones. The efficient catalytic reaction conditions were established by me for the rapid asymmetric hydrogenation of the selected dialkyl ketones (J. Amer. Chem. Soc., 2005, 127, 8288-8289). This is the first practical catalytic method for the asymmetric hydrogenation of dialkyl ketones so far.
2 Drugs & Drug Intermediates (Completed & Ongoing):
  • Antidiabetic and Antiarthritic Drugs from Natural Sources
  • Enzyme Isolation and Modifications of Enzymes
  • Semisynthetic Methods of Macrolide based Antibiotics from Erythromycin
  • New Drug Discovery: AZT derivatives & Hybrids – Anti HIV drug, Anti TB and others
  • Coenzyme Q series from Natural sources – Energy Drug, Antiageing and Antioxidants
  • a-Lipoic Acid – Antioxidant & Energy Drug
  • Curcummin from Turmeric – Antioxidant and Antiageing drug
  • Tamiflu from Substituted 1,3-Cyclohexanedione ­– Bird Flu Drug
  • Platensimycin ­Derivatives as Antibiotic
  • Vitamin-A from b-Ionone
  • 5-Bromophthalide – Intermediate for Citalopram (Antidepressant)
  • 1,3-Cyclohexanedione  – Intermediate for Carvidilol
  • 3-Nitro-pentachlorobenzene – Intermediate for Chlorsulan
3 Process and Catalysts Development:
  • Refurbishment of Liquid Propellant IRFNA
  • Refurbishment of Liquid Propellant G-Fuel
  • Safe Disposal of IRFNA
  • Safe Disposal of G-Fuel
  • Methodologies: BF3, FeCl3, BiCl3, Resin catalysed organic reactions
  • Ketolide Antibiotics
  • Vitamin-A synthesis
  • Ethyl 4-chloroacetoacetate
  • 2-Methoxybenzaldehyde.
  • 2-Bromo-1,3,5-trimethylbenzene.
Basic Research
  A synthetic methodology was developed to prepare volatile butylenes oxides like 1,2-butyleneoxide from 1-butylene gas, cis-2,3-butyleneoxide from cis-2-butylene gas and trans-2,3-butyleneoxide from trans-2-butylene gas in lab scale. The epoxidations were done at low temperature using m-chloroperbenzoic acid. Several conditions were attempted to prepare these volatile butyleneoxdies via chlorohydrin as well as direct epoxidation. Finally, the usage of m-CPBA at low temperature was found to be a suitable reaction for the preparation of volatile butyleneoxides. This study was extended to other olefins to generalize the methodology. A manuscript was prepared based on the results obtained from the above study to publish in a scientific journal.

The research work was completed to synthesize -Ionone from less expensive starting materials like acetone & acetylene. A semi synthetic method to prepare 2,3-dimethoxy-5-methyl-1,4-benzoquinone (Ubiquinone Q0) from mango kernel was completed (Coenzyme- Q10). Synthesis of N-vinyl-2-oxazolidone was also completed via a new route. The work was continued for the large scale preparation of the material.

A new methodology was developed for the monoacetylation of cis-butene-1,4-diol using acetyl bromide at low temperature. The further study is encouraged for the generalization of method and utilization of it in the total syntheses of (+) or (-)-muricatacin.

The direct conversion of nitriles to the corresponding esters (alkyl/aryl – alkyl) had been successfully done in the presence of borontrifluoride etherate complex using an appropriate alcohol in excess. This One-pot conversion had avoided the stepwise conversion via acids or amides. BiCl3 and FeCl3 were also found to promote the direct conversion of alkyl/aryl nitriles to its esters. FeCl3 promoted conversion had advantages like high reactivity, conversion etc. over the BF3OEt2 promoted conversion. Further study has been encouraged to find an efficient system for the above conversion. The above methodology is being extended for the lactonisation which is a very important conversion in many total syntheses of molecules in organic chemistry. Simple cyano-alcohols were selected for the construction of 4-, 5-, 6-, and 7- membered lactones. This is study under progress now. The study is also going on for lactamisation, thiolactamisation, macrolactonisation under mild condition and Dield-Alder reactions of substituted Pyrroles.

Asymmetric hydrogenation of tert-alkylketones was successfully completed during my postdoctoral research period at Nagoya University, Japan.
Awards and Merits
  • Nominated for “INSA Medal for Young Scientist” by Dr. K. V. Raghavan, Director, Indian Institute of Chemical Technology, Hyderabad and Dr. A. K. Singh, Deputy Director and Head, Organic-III, IICT, Hyderabad in 2001 to Indian National Academy of Sciences, New Delhi, India.
  • Awarded a Senior Research Fellowship in 1998 by CSIR, New Delhi, India.
  • Selected as a Lecturer in Chemistry (UGC-New Delhi Norms) in 1997 by Teachers Recruitment Board (TRB), Government of Tamil Nadu, India.
  • Qualified the joint CSIR-UGC (NET) examination for the award of Junior Research Fellowship and Lectureship under CSIR category held in Dec. 1996.
  • Awarded a Senior Research Fellowshipin 1996 by UGC-SAP, New Delhi, India.
  • Awarded a Junior Research Fellowshipin 1994 by UGC-SAP, New Delhi, India.
  • Qualified the Graduate Aptitude Test in Engineering examination in 1994 (GATE-94, Percentile 91.1) conducted by Indian Institute of Technology (IIT), India.