Catherine M. Smith, Ph.D.
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Senior Scientist
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Cathy is a Senior Scientist at Cedarburg Hauser Pharmaceuticals who applies her expertise in research and development to design and perform experiments for process development and optimization, and guides the scale up of chemical processes for API production. As a Project Study Director, Cathy directs and coordinates the activities of analysts and chemists on a variety research and development projects. Cathy’s experience includes the synthesis of terpenes, amino acids, steroids, alkaloids, heterocycles, vitamin D analogs, and amino acids.
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Past Experience | Education | Publications | Patents
Past Experience
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| International Flavors and Fragrances, Inc (IFF) |
| Scientist |
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| Types of Projects: |
- Design and synthesis novel fragrances ingredients
- Develop plant scale processes for both new (proprietary) chemicals and existing chemicals
- Modify existing processes (improve yields, use greener technologies, improve throughput).
- Worked on a flavor enhancer project for 6 months synthesizing analogs for evaluation and assisting in development of plant ready process for the lead compound. Reactions typically ranged from 100g to the kg scale, and ranged from 1 or 2 steps to 8 step sequences.
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3M
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| Scientist |
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| Types of Projects: |
- Synthesized molecules for use as fluorescent dyes, UV absorbers, and anti-fogging coatings.
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Education
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University of Minnesota
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Ph.D. Chemistry, 2002
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| Scientific Advisor: George O’Doherty |
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| Description of important work: |
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Developed method for synthesizing poly-1,3-syn-diols utilizing cross metathesis: Synthesized natural products utilizing methodology; Used Palladium chemistry and Ring Closing Metathesis to develop method for synthesizing Azasugars.
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| St. Cloud State University |
| B.S. Chemistry, 1995 |
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Publications
Summary List of Publications
Click on any of the titles below to view the abstract, detailed listing and a link to the complete text on the site which owns the copyright for the article. You may be required to have a membership for the site you are linked to in order to see the complete text.
| Enantioselective Synthesis of Cryptocarya Triacetate, Cryptocaryolone and Cryptocaryolone Diacetate |
View Abstract |
| Facial Selectivity of the Sharpless Bromine Catalyzed Aziridination Reaction. |
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| A Diastereoselective Silver(I) Promoted Gem-Dibromocyclopropane Ring Opening Reaction via an Anchimeric Assisted Transannular Benzoate Migration |
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| Enantioselective Synthesis of Cryptocarya Triacetate, Cryptocaryolone and Cryptocaryolone Diacetate |
Organic Letters (May 29, 2003)
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| Abstract: |
| The enantioselective syntheses of three natural products from Cryptocarya latifolia have been achieved in 13-15 steps from ethyl sorbate. The route relies upon an enantio- and regioselective Sharpless dihydroxylation and a palladium-catalyzed reduction to establish the absolute stereochemistry. The route also relies upon a highly (E)-selective olefin cross-metathesis reaction to form trans-d-hydroxy-1-enoates. The resulting d-hydroxy-1-enoates were subsequently converted into cryptocarya triacetate, cryptocaryolone, and cryptocaryolone diacetate. |
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| Detailed Listing: |
| “Enantioselective Synthesis of Cryptocarya Triacetate, Cryptocaryolone and Cryptocaryolone Diacetate” Smith, Catherine M.; O'Doherty, George A. Org. Lett., 2003, 5 (11), pp 1959–1962. |
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| View complete text |
Summary List of Publications | Top
| Facial Selectivity of the Sharpless Bromine Catalyzed Aziridination Reaction. |
| Heterocycles (April 21,2004) |
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| Abstract: |
| A bromine catalyzed aziridination reaction has been applied to 7,7-dibromo-3-norcarene, which resulted in a highly stereoselective route to cis-4,4-dibromo-8-(toluene-4-sulfonyl)-8-azatricyclo[5.1.0.0]octane in a 46% yield. In order to confirm the stereochemistry of the aziridination reaction trans-4,4-dibromo-8-(toluene-4-sulfonyl)-8-azatricyclo[5.1.0.0]octane and its diastereoisomer cis-4,4-dibromo-8-(toluene-4-sulfonyl)-8-aza-tricyclo[5.1.0.0]octane were prepared in a stereoselective manner from the corresponding cis- and trans-7,7-dibromo-3-norcarene epoxides (61 and 9.2% yields, respectively). These three routes offer stereochemical proof for the stereospecificity of the bromine-catalyzed aziridination of hindered alkenes. (author abst.) |
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| Detailed Listing: |
| “Facial Selectivity of the Sharpless Bromine Catalyzed Aziridination Reaction.” Schmitt, A. C.; Smith, C. M.; Voight, E. A.; O’Doherty, G. A. Heterocycles, 2004, vol.62; pp 635-642. |
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| View complete text |
Summary List of Publications | Top
| A Diastereoselective Silver(I) Promoted Gem-Dibromocyclopropane Ring Opening Reaction via an Anchimeric Assisted Transannular Benzoate Migration |
| Heterocycles (2006) |
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| Abstract: |
| A highly diastereoselective synthesis of a protected 4-amino-5,7-dihydroxy-1-bromocyclohept-1-ene was achieved by a silver tosylate promoted gem-dibromocyclopropane ring opening reaction. The target molecule was prepared in only six steps from benzene or four steps from 7,7-dibromo-3-norcarene. The key to this approach was the discovery of a stereoselective transannular benzoate migration, which occurred via tandem anchimeric assistance in a silver(I) promoted gem-dibromocyclopropane ring opening reaction. (author abst.) |
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| Detailed Listing: |
| “A Diastereoselective Silver(I) Promoted Gem-Dibromocyclopropane Ring Opening Reaction via an Anchimeric Assisted Transannular Benzoate Migration” Mortensen, M.S.; Schmitt, A. C.; Smith, C. M.; Voight, E. A.; O’Doherty, G. A. Heterocycles, 2006, vol.67; pp 721-730. |
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| View complete text |
Summary List of Publications | Top
Patents
Summary List of Patents
* You will find the abstracts from Cathy's patents below along with a link to the complete text on the appropriate office patent websites.
| Optically active ester compounds and their use in perfume compositions. (US 7,563,925) |
View Abstract |
| Saturated and unsaturated N-alkamides exhibiting taste and flavor enhancement effect in flavor composition. (US 7,541,055) |
View Abstract |
| Acetonide Fragrance Compound. (US 7,115,553) |
View Abstract |
| Organoleptic compounds and their use in Perfume Compositions (US 20080039361) |
View Abstract |
| Aldehyde Compositions and methods for providing fragrance containing the same (US 20080319088) |
View Abstract |
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| Optically active ester compounds and their use in perfume compositions. |
| United States Patent #7,563,925 (July 21, 2009) |
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| Abstract: |
| Enantioselective synthesis of an ester for use in the perfume industry -- Optically active ester compounds of the formula: ##STR00001## in particular, ##STR00002## are useful fragrance materials. |
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| Detailed Listing: |
| “Optically active ester compounds and their use in perfume compositions.” Levorse, Jr.; Anthony T., Smith; Catherine Marie, Weiss; Richard A., U. S. Patent 7,563,925 (July 21, 2009). |
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| View complete text |
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| Saturated and unsaturated N-alkamides exhibiting taste and flavor enhancement effect in flavor composition. |
| United States Patent #7,541,055 (June 2, 2009) |
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| Abstract: |
| Synthesis of various substituted amides for use a flavor enhancers - The present invention is directed to novel compounds and a process for augmenting or imparting a flavor enhancement effect or modifying the perception of one or more of the five basic taste qualities sweet, sour, salt, bitter and umami, to a foodstuff, chewing gum, medicinal product, toothpaste, alcoholic beverage, aqueous beverage, snack, sauce or soup comprising the step of adding to a foodstuff, chewing gum, medicinal product, toothpaste, alcoholic beverage, aqueous beverage, snack, sauce or soup a flavor enhancement or modification of basic taste quality augmenting, enhancing or imparting quantity and concentration of at least one N-substituted unsaturated alkyl amide defined according to the structures: ##STR00001## |
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| Detailed Listing: |
| “Saturated and unsaturated N-alkamides exhibiting taste and flavor enhancement effect in flavor composition.” Dewis; Mark L., Conkiln; Garry, Pei; Tao, Smith; Catherine Marie, Janczuk; Adam Jan., U. S. Patent 7,541,055 June2, 2009). |
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| View complete text |
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| Acetonide Fragrance Compound. |
| United States Patent #7,115,553 (October 3, 2006) |
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| Abstract: |
| Synthesis of novel acetonide for use in the perfume industry - A novel compound 4H-indeno[4,5-D]-1,3-dioxole, 3A,5,6,7,8,8B-hexahydro-2,2,6,6,7,8,8-heptamethyl is dislosed as well as the use of the compound as a fragrance chemical. The fragrance compound is suitable for use in creating fragrances, and scents in items such as perfumes, colognes and personal care products. |
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| Detailed Listing: |
| “Acetonide Fragrance Compound.” Monteleone; Michael G., Belko; Robert P., Pawlak; Manfred, Smith; Catherine Marie, Sprecker; Mark A. U. S. Patent 7,115,553 (October 3, 2006). |
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| Organoleptic compounds and their use in Perfume Compositions. |
| United States Patent Application #20080039361 (February 14, 2008) |
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| Abstract: |
| The present invention a method of improving, enhancing or modifying a fragrance formulation through the addition of an olfactory acceptable amount of the following compound: wherein R.sup.1 and R.sup.2 independently represent a straight, branched or cyclic hydrocarbon moiety consisting of less than 10, preferably less than 4, most preferably less than 2 carbon atoms. |
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| Detailed Listing: |
| “Organoleptic compounds and their use in Perfume Compositions.” Smith, Catherine M. U. S. Patent Application 20080039361 (February 14, 2008). |
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| View complete text |
Summary List of Patents | Top
| Aldehyde Compositions and methods for providing fragrance containing the same. |
| United States Patent Application #20080319088 (December 25, 2008) |
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| Abstract: |
| The present invention is directed to the novel aldehyde compounds, represented by the general structure of Formula I set forth below: wherein R is a straight, branched hydrocarbon moiety consisting of 3 to 10 carbon atoms and may contain one or more oxygen heteroatom. |
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| Detailed Listing: |
| “Aldehyde Compositions and methods for providing fragrance containing the same.” Smith; Catherine Marie, Boden; Richard M. U. S. Patent Application 20080319088 (December 25, 2008). |
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| View complete text |
Summary List of Patents | Top
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