DR ANTHONY MELVIN CRASTO,WorldDrugTracker, helping millions, A 90 % paralysed man in action for you, I am suffering from transverse mylitis and bound to a wheel chair, With death on the horizon, nothing will not stop me except God................DR ANTHONY MELVIN CRASTO Ph.D ( ICT, Mumbai) , INDIA 25Yrs Exp. in the feld of Organic Chemistry,Working for GLENMARK GENERICS at Navi Mumbai, INDIA. Serving chemists around the world. Helping them with websites on Chemistry.Million hits on google, world acclamation from industry, academia, drug authorities for websites, blogs and educational contribution

Thursday 15 January 2015

trans-Conophthorin



Pheromones are chemicals that are secreted by insects to communicate location of food sources, presence of danger, and to attract mates. One of the pheromones secreted by cone beetles (Conophthorus banksianae, C.resinosae, and C. coniperda) is trans-conophthorin.
The goal of this project is to synthesize this natural pheromone from readily available starting materials so that it can be used in biological studies with cone beetles.
We developed a six-step synthesis that would start with materials we could purchase inexpensively, and would hopefully end at our target compound, trans-conophthorin.Pheromone Synthesis
Pheromone NMRAfter each step in the synthesis, we characterized the intermediate products using one or more of the following techniques: thin-layer chromatography, IR spectroscopy, GC-MS, and NMR. We have successfully completed all steps in the synthesis, except the last one. The NMR spectrum of the second to the last product summarizes our success up to this point.

Dr. Dan Blanchard

Synthesis of a Known Insect Pheromone: trans-Conophthorin

Robert Hachtman, Jaclyn Berg, Christopher DiJiacomo, and Dr. Dan Blanchard 


(5R,7S)-7-Methyl-1,6-dioxaspiro[4.5]decane
(5R,7S)-7-Methyl-1,6-dioxaspiro[4.5]decane

Formula: C9H16O2 

  
MW: 156.22
Reference(s) for synthesis of (5R,7S)-7-Methyl-1,6-dioxaspiro[4.5]decane



Fletcher, M.T., Wells, J.A., Jacobs, M.F., Krohn, S., Kitching, W., Drew, R.A.I., Moore, C.J., and Francke, W. 1992. Chemistry of fruit-flies. Spiroacetal-rich secretions in several Bactrocera species from the South-West Pacific region. J. Chem. Soc. Perkin Trans. 1:2827-2832.





2.23. 2-Methyl-1,6-dioxaspiro[4.5]decane (32)
The spiroketal 2-methyl-1,6-dioxaspiro[4.5]decane (32)was identified by Francke et al.112,113 as a minor pheromone component of the common wasp, Paravespula vulgaris. Zarbin et al.114 described a diastereoselective approach to (2R,5S)- and (2S,5R)-32. The route employed an alkylation reaction between the cyclopentanone N,N-dimethylhydrazone and the chiral iodides (R)- or (S)-A, controlling the stereocenter at C-2 of the molecules. The alkylated products were transformed into the 1,8-O-TBS-1,8-dihydroxy-5-nonanones in four steps, and a subsequent stereoselective spiroketalization in acidic media, afforded a diastereoisomeric mixture (1:2) of both isomers of 32 (Scheme 33).





http://www.scielo.br/scielo.php?pid=S0103-50532007000600003&script=sci_arttext












Dan Blanchard

Office Location: Boehm 312
Email address: blanchar@kutztown.edu
Phone number: 610-683-1549
Fax Number: 610-683-1352



presentation

Publications

K. A. Mowery, D. E. Blanchard, S. Smith, T. A. Betts, “Investigation of Imposter Perfumes using GC-MS”, Journal of Chemical Education; 2004, 81; 87-89. 
D.E. Blanchard, “Quantitative Microscale Hydrogenation of Vegetable Oils”, Journal of Chemical Education2003, 80; 544-546.
Z. Zhang, D. Li, D. E. Blanchard, S. R. Lear, S. K. Erickson, T.A. Spencer, “Key Regulatory Oxysterols in Liver:  Analysis as Delta4-3-ketone Derivatives by HPLC and Response to Physiological Perturbations”, Journal of Lipid Research2001, 42; 649-658.                       
T. A. Spencer, T. J. Onofrey, R. O. Cann, J. S. Russel, L. E. Lee D. E. Blanchard,A. Castro, P. Gu, G. Jiang, I. Schechter, "Zwitterionic Sulfobetaine Inhibitors of Squalene Synthase",Journal of Organic Chemistry1999, 64(3); 807-818.
J.M. Lehmann, S.A. Kliewer, L.B. Moore, T.A. Smith-Ollver, B.B. Ollver, J.L. Su, S.S. Sundseth, D.A. Winegar, D.E. Blanchard, T.A. Spencer, T.M. Wilson, "Activation of the Nuclear Receptor LXR by Oxysterols Defines a New Hormone Response Pathway" The Journal of Biological Chemistry 1997272, 3137-3140.
D.S. Kemp, J.H. Rothman, T.P. Curran, D.E. Blanchard, "A Macrocyclic Triproline-Derived Template for Helix Nucleation" Tet. Letters 199536, 3809-3812.
D.S. Kemp, D.E. Blanchard, C.C. Muendel, "Studies on the Nucleation in DMSO and Water of Beta Sheet Structures with Peptide-Epindolidione Conjugates" in Peptides: Chemistry, Structure, and Biology: Proceedings of Twelfth American Peptide Symposium, June 16-20, 1991, Cambridge, MA, USA; Smith, J.A. ed.; ESCOM: Leiden, 1992, pp. 319-322.
D.S. Kemp, D.E. Blanchard, C.C. Muendel, B.R. Bowen, "Diacylaminoepindolidiones as Models for Beta Sheet Structure" in Peptides: Chemistry, Structure, and Biology: Proceedings of the Eleventh American Peptide Symposium, July 9-14, 1989, La Jolla, CA, USA; Rivier, J.E. and Marshall, G.R., eds.; ESCOM: Leiden, 1990, p. 674.




Kutztown University of Pennsylvania
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Motto"Learn... to make a difference."
Established1866
TypePublic
Endowment$14.9 million[1]
PresidentDr. F. Javier Cevallos
Academic staff
552[2]
Administrative staff
563[2]
Undergraduates9,189[2]
Postgraduates1,004[2]
LocationKutztownPennsylvania,USA
CampusRural, 326 acres (132 ha)
ColorsMaroon and Gold          
AthleticsNCAA Division II – PSAC (East)
Sports21 varsity teams
(8 men's & 13 women's)
NicknameGolden Bears
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Websitewww.kutztown.edu
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View full sizeContributed PhotoThe annual Kutztown Folk Festival features Pennsylvania Dutch food, art and culture. The event runs through July 10.




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