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Title:
MICHAEL ADDITION PRODUCT AND SCHIFF'S BASE AROMACHEMICALS
Document Type and Number:
WIPO Patent Application WO2006085049
Kind Code:
A3
Abstract:
A pro-odorant or pro-flavorant having the formula (I): wherein R1 is H, an aliphatic group or an aromatic group, R2 is an aliphatic group or an aromatic group, provided that the total number of carbon atoms in the groups R1 and R2 is 10 or more; R3, R4 and R6 are each independently hydrogen or organic moieties which together with C(O)R5 render a compound of formula R5C(O)R6C=CR3R4 a material having odorant or flavourant characteristics and R5 is hydrogen or an organic moiety; or having the formula (II): R8R9C=NR10 wherein R10 is an aliphatic group or an aromatic group having at least 10 carbon atoms; R8 and R9 are each independently hydrogen or organic moieties which together with C=O render a compound of formula R8R9C=O a material having odorant or flavourant characteristics, provided that only one of R8 and R9 is hydrogen; or having the formula (III): wherein R1 is H, an aliphatic group or an aromatic group, R2 is an aliphatic group or an aromatic group, provided that the total number of carbon atoms in the groups R1 and R2 is 10 or more; Z is CH2 or O, n is 0 or 1, such that the ring is a 5 or 6 membered ring, R11 is alkyl or alkenyl having up to 10 carbon atoms so as to render a compound of formula (IV): a material having odorant or flavorant characteristics is described. Methods for producing these compounds and their use as flavours and fragrances is also described.

Inventors:
TURIN LUCA (GB)
Application Number:
PCT/GB2006/000212
Publication Date:
December 21, 2006
Filing Date:
January 20, 2006
Export Citation:
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Assignee:
FLEXITRAL INC (US)
TURIN LUCA (GB)
International Classes:
C07D307/32; A23L27/20; C07C225/06; C11B9/00; C11D3/00
Domestic Patent References:
WO2003046050A12003-06-05
Foreign References:
US20040147426A12004-07-29
US20030073607A12003-04-17
EP1314777A12003-05-28
Other References:
ATHANASSOPOULOS C ET AL: "Model Studies towards the Applicability of the Readily Available (S)-N-Tritylaspartic Anhydride in the Synthesis of Amino Acids and Peptides", TETRAHEDRON, ELSEVIER SCIENCE PUBLISHERS, AMSTERDAM, NL, vol. 51, no. 9, 27 February 1995 (1995-02-27), pages 2679 - 2688, XP004104733, ISSN: 0040-4020
MAUDE, ANTONY B.; MEHROTRA, AMIT P.; GANI, DAVID: "Design and preparation of serine-threonine protein phosphatase inhibitors based upon the nodularin and microcystin toxin structures: Part 2. Synthesis of a functionalized nodularin macrocycle and a stripped-down microcystin macrocycle", JOURNAL OF THE CHEMICAL SOCIETY, PERKIN TRANSACTIONS 1: ORGANIC AND BIOORGANIC CHEMISTRY, vol. 17, 1997, pages 2513 - 2526, XP002377275
KAMOGAWA H ET AL: "Chemical release control- Schiff bases of perfume aldehydes and aminostyrenes", JOURNAL OF POLYMER SCIENCE, POLYMER CHEMISTRY EDITION, INTERSCIENCE POUBLISHERS, NEW YORK, NY, US, vol. 20, 1982, pages 3121 - 3129, XP002084908, ISSN: 0360-6376
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