Lily of the Valley Odorant Compound for Stable Fragrance

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Solution Overview

Problem

There is a need for novel perfuming ingredients that replicate the complex white floral odor of lily of the valley, as existing compounds like Lilial have limitations and do not survive extraction methods effectively, and current alternatives do not fully capture the natural scent.

Innovation Solution

A compound of formula (I) is developed, which imparts a lily of the valley note with green and ozone aspects, suitable for use in perfumery as a perfuming ingredient, and can be used in perfuming compositions or consumer products to enhance or modify odor properties, provide arthropod control, and exhibit antimicrobial effects.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If Lilial (2-methyl-3-[4-(2-methyl-2-propanyl)phenyl]propanal) is used as a perfuming ingredient, then a lily of the valley and watery connotation is achieved, but its use is limited due to various reasons and it does not survive extraction methods effectively

Engineering Contradiction:
Improvestability during extractionVSAvoidusage limitations
Core Design Contradiction:
ReliabilityVSAdaptability or versatility

Solution Approach 1:

The patent creates a structural analog (compound of formula I) that copies the essential lily of the valley odor profile of Lilial while modifying the molecular structure to improve stability. The compound retains the key odor-determining structural features (isopropyl-substituted cycloalkenyl group with aldehyde function) but uses a more stable chemical framework that survives extraction methods.

Inventive Principle:
Principle #26Copying

2Measurement precision

If existing compounds are used to replicate lily of the valley scent, then some floral note is achieved, but they do not fully capture the natural scent and lack the complex white floral odor

Engineering Contradiction:
Improveodor accuracyVSAvoidcomplexity of synthesis
Core Design Contradiction:
Measurement precisionVSEase of manufacture

Solution Approach 1:

The patent optimizes specific molecular parameters (ring size, substituent positions, alkyl group types) to achieve the precise lily of the valley odor profile. By systematically varying these structural parameters in compound I, the invention achieves superior odor accuracy compared to prior art while maintaining reasonable synthetic accessibility through defined substitution patterns.

Inventive Principle:
Principle #35Parameter changes

3Power

If a compound provides strong top note and bloom effect, then fragrance power is enhanced, but the compound must achieve complex odor properties

Engineering Contradiction:
Improvefragrance intensityVSAvoidmolecular structure complexity
Core Design Contradiction:
PowerVSDevice complexity

Solution Approach 1:

The patent concentrates the odor-active functionality in specific local regions of the molecule (the aldehyde group and isopropyl substituent on the cycloalkenyl ring). This localized functional arrangement allows the compound to achieve strong top note and bloom effects without requiring complex overall molecular structure, as the key odor-determining features are concentrated in specific structural elements of compound I.

Inventive Principle:
Principle #3Local quality

Data Source

PatentUS20230159426A1Lily of the valley odorant
Publication Date: 2023.05.25 FIRMENICH SA
  • US20230159426A1 patent drawing
  • US20230159426A1 patent drawing
  • US20230159426A1 patent drawing

AI summary

The present invention relates to the field of perfumery. More particularly, it relates to a compound of formula (I) as defined herein below, and its uses as perfuming ingredient, to control arthropods or as antimicrobial ingredient. Therefore, following what is mentioned herein, the present invention comprises the invention compound as part of a perfuming composition or of a perfumed consumer product. Moreover, the present invention relates to a properfume compound suitable to release the compound of formula (I).