Cyclamen Odorant Compound Formula I Structural Modification
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Solution Overview
Problem
The perfumery industry lacks compounds that impart novel floral notes, particularly cyclamen, which are not addressed by existing perfuming ingredients that provide different organoleptic properties and structural analogues.
Innovation Solution
A compound of formula (I) is introduced, which imparts a cyclamen odor note, used as a perfuming ingredient in perfuming compositions and consumer products, enhancing or modifying odor properties by adding it to perfuming compositions or articles.
Engineering Contradictions & Design Principles
Engineering Contradiction Analysis
1Adaptability or versatility
If existing perfuming ingredients and structural analogues are used, then various floral notes (linden, verbena, muguet) can be achieved, but cyclamen notes cannot be obtained
Solution Approach 1:
The patent applies parameter changes by modifying the chemical structure of existing cyclohexenyl propanal compounds. Specifically, it introduces methyl groups at positions 2 and/or 6 of the cyclohexene ring (creating compounds with formula (I) where R1-R6 represent various hydrogen/methyl combinations), which fundamentally changes the odor profile from linden/verbena/muguet notes to the desired cyclamen note. This structural parameter modification resolves the contradiction by enabling cyclamen notes while maintaining the reliability of the compound class.
2Reliability
If novel compounds are developed to provide cyclamen notes, then cyclamen odor can be achieved, but this represents a lack in the current perfumery ingredient portfolio
Solution Approach 1:
The patent segments the broad floral note category into more specific sub-categories by identifying and characterizing compounds that provide specifically cyclamen notes, as distinct from linden, verbena, or muguet notes. By defining formula (I) compounds with specific R1-R6 configurations, the patent creates a dedicated segment for cyclamen accords within the floral family, thereby expanding the overall versatility of available perfumery ingredients while ensuring reliable cyclamen note delivery.
3Adaptability or versatility
If compounds with different structures are used, then various organoleptic properties can be achieved, but the specific cyclamen character is lost
Solution Approach 1:
The patent applies local quality by focusing on specific positions within the cyclohexene ring structure (positions 2 and 6) where methyl group substitution locally modifies the odor character. Rather than changing the entire molecular structure, the invention makes targeted local modifications to the R1-R6 substituents, which locally alter the electron density and steric properties at critical positions, thereby reliably producing cyclamen notes while maintaining the overall organoleptic versatility of the compound class.
Data Source
AI summary
Described herein are compounds of formula (I)in the form of any one of its stereoisomers or a mixture thereof, and wherein each R1, independently from each other, represents a hydrogen atom or a methyl group; R2 and R3 represent, independently from each other, a C1-2 linear alkyl group or a C3-5 linear or branched alkyl group; R2 and R3, when taken together, represent a C2-5 linear, branched alkanediyl and one dotted line represents a carbon-carbon single bond and the second one a carbon-carbon double bond. Also described herein are methods of using compounds of formula (I) as a perfuming ingredient of the floral type and as part of a perfuming composition or of a perfumed consumer product.