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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 50, 2020 - Issue 19
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Articles

Stereoselective synthesis of trans-3-functionalized-4-pyrazolo[5,1-b]thiazole-3-carboxylate substituted β-lactams: Potential synthons for diverse biologically active agents

Shiwani Berrya Department of Chemistry & Centre of Advanced Studies in Chemistry, Panjab University, Chandigarh, IndiaView further author information
,
Shamsher S. Baria Department of Chemistry & Centre of Advanced Studies in Chemistry, Panjab University, Chandigarh, IndiaView further author information
,
Pooja Yadava Department of Chemistry & Centre of Advanced Studies in Chemistry, Panjab University, Chandigarh, IndiaView further author information
,
Ankita Garga Department of Chemistry & Centre of Advanced Studies in Chemistry, Panjab University, Chandigarh, IndiaView further author information
,
Sadhika Khullarb Department of Chemistry, Dr. B. R. Ambedkar National Institute of Technology, Jalandhar, Punjab, IndiaView further author information
,
Sanjay K. Mandalc Department of Chemical Sciences, Indian Institute of Science Education and Research Mohali, S.A.S. Nagar, Punjab, IndiaView further author information
&
Aman Bhallaa Department of Chemistry & Centre of Advanced Studies in Chemistry, Panjab University, Chandigarh, IndiaCorrespondence[email protected]
ORCID Iconhttps://orcid.org/0000-0003-4081-4116View further author information
ORCID Icon show all
Pages 2969-2980 | Received 06 May 2020, Published online: 09 Jul 2020

References

  • Muller, G. Drug Discov. Today 2003, 8, 681–691. DOI: 10.1016/S1359-6446(03)02781-8.
  • Takahashi, Y.; Hashizume, M.; Shin, K.; Terauchi, T.; Takeda, K.; Hibi, S.; Tai, K. M.; Fujisawa, M.; Shikata, K.; Taguchi, R.; et al. J. Med. Chem. 2012, 55, 8450–8463. DOI: 10.1021/jm300864p.
  • Mustelin, T.; Tauts, L.; Cosford, N. D. P.; Sergienko, E. Methods for treating leukemia and myelodysplastic syndrome, and methods for identifying agents for treating same. U. S. Patent 20090105240. 2009.
  • Bounaud, P. Y.; Hopkins, S.; Jefferson, E.; Wilson, M.; Wong, M.; Kanouni, M. Pyrazolothiazole protein kinase modulators. Patent WO2007059341. 2007.
  • Cherkupally, S. R.; Desari, C. R.; Vookanti, Y.; Adki, N. Org. Commun. 2010, 3, 57–69.
  • Dangi, R. R.; Hussain, N.; Joshi, A.; Premawat, G.; Talesara, G. L. Ind. J. Chem. 2011, 50B, 1165–1172.
  • Satbhaiya, S.; Chourasia, O. P. Chem. Sci. Trans. 2015, 4, 819–827.
  • Madni, M.; Hameed, S.; Ahmed, M. N.; Tahir, M. N.; Al-Masoudi, N. A.; Pannecouque, C. Med. Chem. Res. 2017, 26, 2653–2665. DOI: 10.1007/s00044-017-1963-1.
  • el-Sabbagh, O. I.; Baraka, M. M.; Ibrahim, S. M.; Pannecouque, C.; Andrei, G.; Snoeck, R.; Balzarini, J.; Rashad, A. A. Eur. J. Med. Chem. 2009, 44, 3746–3753. DOI: 10.1016/j.ejmech.2009.03.038.
  • Salman, A. S.; Mahmoud, N. A.; Mohamed, M. A.; Abdel-Aziem, A.; Elsisi, D. M. Am. J. Org. Chem. 2016, 6, 39–53.
  • Kamel, M. M. Acta Chim. Slov. 2015, 62, 136–151 DOI: 10.17344/acsi.2014.828.
  • Yuvaraj, S.; Mendon, M.; Almeida, A.; Dhiman, M.; Girish, M. Med. Chem. Res. 2014, 23, 2667–2675. DOI: 10.1007/s00044-013-0825-8.
  • Bethel, C. R.; Distler, A. M.; Ruszczycky, M. W.; Carey, M. P.; Carey, P. R.; Hujer, A. M.; Taracila, M.; Helfand, M. S.; Thomson, J. M.; Kalp, M.; et al. Antimicrob. Agents Chemother. 2008, 52, 3135–3143. DOI: 10.1128/AAC.01677-07.
  • Thomson, J. M.; Distler, A. M.; Bonomo, R. A. Biochemistry 2007, 46, 11361–11368. DOI: 10.1021/bi700792a.
  • Weiss, W. J.; Petersen, P. J.; Murphy, T. M.; Tardio, L.; Yang, Y.; Bradford, P. A.; Venkatesan, A. M.; Abe, T.; Isoda, T.; Mihira, A.; et al. Antimicrob. Agents Chemother. 2004, 48, 4589–4596. DOI: 10.1128/AAC.48.12.4589-4596.2004.
  • Bethel, C. R.; Taracila, M.; Shyr, T.; Thomson, J. M.; Distler, A. M.; Hujer, K. M.; Hujer, A. M.; Endimiani, A.; Papp-Wallace, K.; Bonnet, R.; Bonomo, R. A. Antimicrob. Agents Chemother. 2011, 55, 3465–3475. DOI: 10.1128/AAC.00089-11.
  • Reddy, D. V. S.; Namratha, R. Der Pharm. Chem. 2013, 5, 235–240.
  • Arumugam, N.; Periyasami, G.; Raghunathan, R.; Kamalraj, S.; Muthumary, J. Eur. J. Med. Chem. 2011, 46, 600–607. DOI: 10.1016/j.ejmech.2010.11.039.
  • Bhalla, A.; Bari, S. S.; Bhalla, J.; Khullar, S.; Mandal, S. Tetrahedron Lett. 2016, 57, 2822–2828. DOI: 10.1016/j.tetlet.2016.05.047.
  • Bhalla, A.; Bari, S. S.; Vats, S.; Bhalla, J.; Sharma, K.; Narula, D. Tetrahedron Lett. 2016, 57, 4763–4766. DOI: 10.1016/j.tetlet.2016.09.043.
  • Bhalla, A.; Modi, G.; Bari, S. S.; Kumari, A.; Berry, S.; Hundal, G. Tetrahedron. Lett. 2017, 58, 1160–1165. DOI: 10.1016/j.tetlet.2017.02.011.
  • Berry, S.; Bari, S. S.; Banik, B. K.; Bhalla, A. Synth. Commun. 2017, 47, 2239–2246. DOI: 10.1080/00397911.2017.1371759.
  • Bhalla, J.; Bari, S. S.; Rathee, A.; Kumar, A.; Bhalla, A. J. Heterocyclic Chem. 2017, 54, 2297–2306. DOI: 10.1002/jhet.2817.
  • Bhalla, A.; Nagpal, Y.; Berry, S.; Narula, D.; Bari, S. S.; Bhasin, K. K.; Kumar, K. R. Inorg. Chim. Acta 2018, 477, 172–182. DOI: 10.1016/j.ica.2018.03.028.
  • Kumari, A.; Bari, S. S.; Modi, G.; Berry, S.; Khullar, S.; Mandal, S. K.; Bhalla, A. Tetrahedron 2018, 74, 4400–4408. DOI: 10.1016/j.tet.2018.07.008.
  • Wang, Z.; Ren, J.; Li, Z. Synth. Commun. 2000, 30, 763–769. DOI: 10.1080/00397910008087378.
  • Bari, S. S.; Reshma, A.; Bhalla  , Hundal, G. Tetrahedron 2009, 65, 10060–10068. DOI: 10.1016/j.tet.2009.09.086.
  • Aleksandar, R. T.; Vnya, B. K.; Ranko, P. B.; Niolay, G. V. Tetrahedron 2006, 62, 10339–10347.
  • X-ray crystal structure deposition number CCDC 1911174.
  • Bhalla, A.; Venugopalan, P.; Bari, S. S. Tetrahedron 2006, 62, 8291–8302. DOI: 10.1016/j.tet.2006.06.062.
  • Mukarram, S.; Bandgar, B. P.; Shaikh, R. U.; Ganapure, S. D.; Chavan, H. V. Med. Chem. Res. 2017, 26, 262–273. DOI: 10.1007/s00044-016-1744-2.
  • Muralikrishna, S.; Raveendrareddy, P.; Ravindranath, L. K.; Harikrishna, S.; Raju, P. A. G. J. Chem. Pharm. Res. 2013, 5, 280–288.
  • da Costa, J. C. S.; Pais, K. C.; Fernandes, E. L.; de Oliveira, P. S. M.; Mendonca, J. S.; de Souza, M. V. N.; Peralta, M. A.; Vasconcelos, T. R. A. ARKIVOC 2006, 128–133.
  • Couty, F.; Evano, G.; Rabasso, N. Tetrahedron 2003, 14, 2407–2412. DOI: 10.1016/S0957-4166(03)00493-2.
  • Furniss, B. S.; Hannaford, A. J.; Smith, P. W. G.; Tatchell, A. R. Vogel’s text book of practical organic chemistry. In Vogel’s Text Book of Practical Organic Chemistry. 5th ed. 1989, 1–1540. Raddick, J. A., Bunger, W. B., “Organic solvents” in “Techniques of chemistry”, 3rd ed., Vol. II; Wiley Interscience: New York, 1970, 1–1344

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