R. RAMESH BABU, Ph.D.

Principal Scientific Manager, GVK Bio. Pvt. Ltd., Hyderabad, India.

Ph.D, Indian Institue of Sciences, Bangalore, India. Postdoctoral Research, National Health Research Institutes, Taiwan. E-mail: adn785@r.postjobfree.com Call: +91-888******* Profile:

11+ years of work-based scientific & leadership experience in the pharma industry post Ph.D from IISc in the field of synthetic organic chemistry.

Worked in a CRO based platform in India (Aurigene Discovery Technologies Ltd., Jubilant chemsys Ltd., Syngene Internation Ltd., GVK Bio Pvt Ltd.,) in collaboration with various MNC companies (BMS, Orion, Novartis, GSK, Merck, BI) to deliver the projects within time line as per the client requirements.

Co-inventor for 2 international patents (WO/2017/223016 A1 & WO/2019/126098 A1) in the field of fibrotic disease and 7 peer-reviewed international publications.

As a group leader managed a team of 25 member and managed multiple clients projects in parallel.

Active participant in recruiting scientist for MSc & Ph.D level scientists.

Well trained towards transformational leadership qualities and excellent interpersonal interactions with a great passion and good at chemistry problem solving skills.

Responsibilities including synthetic chemistry target deliverables, synthetic sequence designing, process development route scouting, meeting tight timelines, constant client interactions via 1-0-1, regular updation of weekly chemistry repotrs and so forth.

Involved in making chemistry proposals and it’s costing for various client.

Hands on experience in total synthesis of terpene natural products, versatile hetero cyclic compounds, lipids, drug metabolites, peptides, Steroids, API impurity synthesis. etc.

Professional Experience:

~2 years of work experience in GVK Bio Pvt. Ltd, Hyderabad, India Working in CRO-discovery projects: Principal Scientific Manager 6 years of work experience in Syngene Intl. Ltd, Bangalore, India 2 years of work experience in Jubilant Chemsys Ltd, Noida, India 1 year work experience in Aurigene Discovery Technologies Ltd., Bangalore, India. Educational Qualifications:

Postdoctoral Fellow (2011 - 2012)

Worked as a Postdoctoral Fellow in the “Synthesis of EGFR and ALK kinase inhibitor derivatives for Cancer Therapy” in National Health Research Institutes, Taiwan.

Doctor of Philosophy (2005 - 2009)

“Total synthesis of Sesquiterpenes: Acorenols, Chamigrenes and Laurokamurene B; and Enantiospecific Synthesis of ABC-ring System of A-nor and abeo Pentacyclic Triterpenes”

Research Advisor: Prof. A. Srikrishna, Department of Organic Chemistry, Indian Institute of Science, (IISc), Bangalore-12, India. M.Sc., Chemistry (2001-2003)

Sri Venkateswara University, Tirupati, Andhra Pradesh, India Honors and Awards:

Qualified Graduate Aptitude Test in Engineering (GATE)-2005.

Awarded Junior Research Fellowship by the Indian Institute of Science

(IISc), India, (2005 - 2006).

Awarded Junior & Senior Research Fellowship by the University Grant Commission (UGC-CSIR), India, (2007 - 2009).

Conference Attended:

"Evolving Technologies and Emerging Challenges in Bioanalysis and Biotransformation in Drug Discovery and Development" 2016 held at Le Meridiean, Bangalore, India.

“Medicinal Chemistry and Drug Discovery and Devalopment” 2015 held at Sri Ramachandra University, Chennai, India.

“IISc Centenary Conference”2008 held at Indian Institute of Science, Bangalore, India.

“National conference in Chemistry” 2006 held in Bangalore University, Bangalore, India.

Technical Skills:

Experienced in handling Jeol and Bruker 300 & 400 MHz NMR spectrometers, interpretation of 2D NMR DATA, UV (Shimadzu and JASCO), IR (Perkin-Elmer 1310 IR, JASCO FT-IR 8300), Mass Spectra (Agilent), CombiFlash Column Chromatography, capable of running milli gram to multi gram scale organic reactions involving air and moisture sensitive reagents. Other Skills:

Worked as a lecturer and skilled chemist for UG and PG students (2003-2005) Certificate of Graduation:

Leadership Exploration And Development Workshop - 2017

(A Comprehensive Leadership Development Program for Team Leaders & Managers) Personal Details:

Date of Birth : 14th August 1981

Gender : Male

Marital Status : Married

Permanent Adress:

Dr. R. Ramesh Babu,

S/o R. Gurunadha Reddy, #26-361, Iruvaram Post

Chittoor (Dist.), Andhra Pradesh, India-517128, Ph: +919********* References:

1) Prof. K. R. Prasad 2) Dr. G. Satyanarayana

Department of Organic Chemistry Assistant Professor Indian Institute of Science Department of Chemistry Bangalore-560 012, India. IIT Hyderabad

Telephone: +91-802******* Hyderabad-502205, India

Fax: +91-802******* Telephone: +91-402******* E

Email: adn785@r.postjobfree.com mail: adn785@r.postjobfree.com 3) Dr P.C. Ravikumar 4) Hsing-Pang Hsieh

Reader F Associate Director

School of Chemical Sciences Institute of Biotechnology NISER, Bhubaneswar & Pharmaceutical Research

Odisha-752050 NHRI, Miaoli County

Telephone:+91-980******* Taiwan-360

Email: adn785@r.postjobfree.com Email: adn785@r.postjobfree.com

Research Summary by Dr. R. Ramesh Babu

1. A regioselectivetotal synthesis of the fungal sesquiterpene -Lagopodin A A. Srikrishna, R. Ramesh Babu, P. C. Ravikumar. Synlett, 2007, 655. Lagopodin A was first isolated by Bollinger and co-workers in 1965 from the cultures of Coprinus lagopus. Some of the other lagopodin derivatives were also isolated from the different sources and are exhibiting variety of medicinal applications. Lagopodins are interesting synthetic targets because of the presence of a sterically congested 1-aryl-1,2,2-trimethylcyclopentane frame work with two vicinal quaternary carbon centres with potent biological applications . We have developed a new methodology for a highly regioselective approach for the total synthesis of - lagopodin A using a combination of Johnson’s orthoester Claisen rearrangement, intra-molecular diazoketone cyclopropanation and a highly regioselective cyclopropane ring cleavage sequence as key steps.

2.Total syntheses of -α-acorenol, β-acorenol, α-epi-acorenol and β-epi-acorenol via an Ireland ester Claisen rearrangement and RCM reaction sequence

A. Srikrishna, R. Ramesh Babu, Tetrahedron Letters, 2007, 48, 6916. α- acorenol and β-

acorenol were first isolated in

1970 by Tomita and co-workers

from the wood of Juniperus

rigida. Recently, Brown and co-

wrkers reported the isolation of

all the four acorenols first time

from the Australian

Sandalwood oil Santalum

spicatum. Only three research

groups were reported for the

synthesis of either one or two

acorenols. Synthesis of

acorenols are the challenging

task for a synthetic chemist because of the presence of a bulky t-butyl alcohol with three contiguous chiral centres with spiro[4.5]decane carbon fram work. We have developed a synthetic route (shown in the above scheme) for the synthesis of all the four acorenols (α- acorenol, β-acorenol, epi-α-acorenol and epi-β-acorenols) by employing an Ireland ester Claisen rearrangement followed by an RCM reaction sequence as the key steps. 3. First total synthesis of -Laurokamurene B

A. Srikrishna, I. A. Khan, R. Ramesh Babu, A. Sajjanshetty, Tetrahedron, 2007, 63, 12616. Laurokamurene B was isolated by Mao and Guo from the biologically active Chinese marine organism for the first time in 2005. Laurokamurene B consists of a rearranged laurene skeleton belongs to the first member of new class of sesquiterpene family with 1-aryl-2,2,3-trimethyl carbon frame work prompted us to investigate the first total synthesis of -laurokamurene B to unambiguously establish the structure of the marine natural product. We have employed and Ireland ester Claisen rearrangement for the generation of quaternary centre followed by RCM reaction for the construction of five member ring as the key steps. 4. Total synthesis of -β-chamigrene and -laurencenone C via Ireland ester Claisen rearrangement and an intermolecular type II carbonyl ene reaction.

A. Srikrishna, R. Ramesh Babu, Tetrahedron, 2008, 64, 10501. Chamigrenes, containing a spiro[5.5]undecane carbon framework incorporating two vicinal quaternary carbon atoms, are interesting sesquiterpene natural products isolated from plant, liverwort as well as marine sources. β-chamigrene was first isolated in 1967 by Ito and co- workers, where as Laurencenone C was isolated by Thomson and co-workers in 1988 and possessing interesting cytotoxic and anti-microbial activity. As shown in the above scheme, we have developed an efficient methodology by employing a combination of Ireland ester Claisen rearrangement and an intramolecular type II carbonyl ene reactions for the construction of the requisite two vicinal quaternary carbon atoms.

5. Enantioselective total synthesis and assignment of the absolute configuration of -laurokamurene B

A. Srikrishna, B. Beeraiah, R. Ramesh Babu, Tetrahedron: Asymmetry, 2008, 19, 624. In order to

assign the absolute

configuration of

laurokamurene B an

enantioselective total

synthesis of

laurokamurene B was

achieved starting from

(S)-campholenaldehyde as shown in the scheme. Reduction of the olefinic double bond of campholenate ester followed by two carbon degradation gave trimethylcyclopentanone. Grignard reaction of the pentanone followed by dehydration gave laurokamurene B. 6. Enantiospecific synthesis of ABC-ring system of A-nor and abeo 4(3 2) tetra and pentacyclic triterpenes

A. Srikrishna, R. Ramesh Babu, B. Beeraiah, Tetrahedron, 2010, 66, 852. A-nor and abeo-tetra and pentacyclic triterpenes of ABC ring system are known so far, including the location of the carbon substituents and stereochemistry at the ring junction carbons. In continuation of our interest in the synthesis of a variety of bi- and tricyclic carbon frameworks, enroute to natural products, starting from the readily available monoterpene carvone, herein we report an enantiospecific approach for the construction of ABC-ring system of A-nor and abeo- tetra and pentacyclic triterpenes.

Initially, synthesis of the ABC-ring system of A-nor tetra and pentacyclic triterpenes has been investigated. It was readily visualized that (R)-carvone can serve as the B-ring of the target ABC ring system. Stereo controlled cyclopentannulation at the C-5 and C-6 carbons, and cyclohexannulation at the C-1 and C-2 carbons of carvone would lead to the ABC-ring system of A-nor tetra and pentacyclic triterpenes as shown in the scheme. For the constructing the ABC ring system of abeo-tetra and pentacyclic triterpenes, one carbon introduction using Tebbe’s olefination followed by similar set of reactions furnished the ABC-ring system of abeo-tetra and pentacyclic triterpenes as shown in the scheme.

7. Enantiospecific synthesis of the tricyclic core structure of lippifolianes

A. Srikrishna, R. Ramesh Babu, B. Beeraiah, Tetrahedron: Asymmetry, 2010, 21, 719. Lippifolianes are a small group of tricyclic sesquiterpenes containing a 6–6–3 ring system, isolated from Lippia integrifolia (Griseb.). It is a woody aromatic shrub belonging to central and northern Argentina, which is widely used in traditional medicine as a diuretic, emmenagogue, stomachic, and nervine agent. For the construction of lippifoliane framework (R)-carvone was employed as the A-ring of lippifolianes, and BC rings were constructed in one step methodology via rhodium acetate catalyzed intramolecular cyclopropanation of the α-diazo-β-ketoester. Both structure and the stereochemistry of lippifoliane derivative was confirmed by single crystal x-ray crystallography of the benzoate ester.

Patents:

1.CARBAMOYLOXYMETHYL TRIAZOLE CYCLOHEXYL ACIDS AS LPA ANTAGONISTS WO/2017/223016 A1

2. PYRAZOLE O-LINKED CARBAMOYL CYCLOHEXYL ACIDS AS LPA ANTAGONISTS WO/2019/126098 A1

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