3,3-diethyl-2-oxa-spiro[4.5]dec-7-ene Compounds for Complex Fragrance Profiles

Resolve Bottlenecks,
Find Innovative Solutions
Generate Solutions

Solution Overview

Problem

The fragrance industry lacks new chemical entities that can create unique and complex odor profiles, particularly fruity, green, and woody notes, to enhance or modify perfumes, colognes, and personal care products effectively.

Innovation Solution

The development of novel 3,3-diethyl-2-oxa-spiro[4.5]dec-7-ene compounds, which can be used in olfactory acceptable amounts to improve, enhance, or modify fragrance formulations, providing a complex and desirable scent through their fruity, green, and woody notes.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Adaptability or versatility

If new chemical entities are developed to create unique odor profiles, then fragrance complexity and desirability are improved, but research and development time and cost increase

Engineering Contradiction:
Improvefragrance complexityVSAvoiddevelopment time
Core Design Contradiction:
Adaptability or versatilityVSLoss of time

Solution Approach 1:

The patent applies parameter changes by systematically varying the R1 substituent groups on the core 3,3-diethyl-2-oxa-spiro[4.5]dec-7-ene structure. By changing the chemical parameters (different alkyl, aryl, heteroaryl groups at positions 2, 4, 6, 8), the invention generates multiple compounds with distinct odor profiles (fruity, green, woody notes) from a single core structure, thus improving fragrance complexity through controlled parameter variation.

Inventive Principle:
Principle #35Parameter changes

2Adaptability or versatility

If new chemical entities are developed to create unique odor profiles, then fragrance complexity and desirability are improved, but manufacturing and synthesis complexity increase

Engineering Contradiction:
Improvefragrance complexityVSAvoidsynthesis complexity
Core Design Contradiction:
Adaptability or versatilityVSDevice complexity

Solution Approach 1:

The patent employs universality by designing a core 3,3-diethyl-2-oxa-spiro[4.5]dec-7-ene structure that serves as a multi-functional platform. This single core structure can generate multiple fragrance compounds with different odor characteristics by simply changing the R1 substituent, thereby reducing synthesis complexity compared to developing entirely new molecular frameworks for each fragrance note.

Inventive Principle:
Principle #6Universality (Multi-functionality)

Solution Approach 2:

The invention uses parameter changes to systematically modify the R1 groups (methyl, ethyl, propyl, butyl, phenyl, naphthyl, etc. at various positions) while maintaining the core spiro structure. This approach allows for controlled variation of fragrance properties through substituent changes rather than complete structural redesign, balancing fragrance complexity with manageable synthesis complexity.

Inventive Principle:
Principle #35Parameter changes

Data Source

PatentEP2801572B1Novel 3,3-diethyl-alkyl-2-oxa-spiro[4.5]dec-7-enes and their use in perfume compositions
Publication Date: 2017.01.04 INTERNATIONAL FLAVORS & FRAGRANCES INC
  • EP2801572B1 patent drawing
  • EP2801572B1 patent drawing
  • EP2801572B1 patent drawing

AI summary

The present invention is directed to novel 3,3-diethyl-alkyl-2-oxa-spiro[4.5]dec-7-ene compounds and a method of improving, enhancing or modifying a fragrance formulation through the addition of an olfactory acceptable amount of these novel compounds.