Cyclopropanated Sandalwood Type Compounds

Patent metadata

Field	Value
Publication number	US-2023365483-A1
Application number	US-202118044536-A
Country	US
Kind code	A1
Filing date	Sep 20, 2021
Priority date	Sep 18, 2020
Publication date	Nov 16, 2023
Grant date	—

Abstract

The invention is in the field of fragrances and relates to novel fragrance compounds according to general formula (I) derived from campholenic aldehyde with a sandalwood-based note and improved acid stabilities. Furthermore, the present invention also relates to fragrance compositions comprising one or more of the inventive compounds. Moreover, the invention relates to the use of these compounds or fragrance compositions as an odorant or for improving the fixation of a fragrance compound or a fragrance composition as well as for the preparation of a perfumed product. In addition, the present invention thus also refers to the use of said compounds or compositions for the preparation of a perfumed products as well as perfumed products as such.

First claim

1 . A compound of general formula (I):

wherein
R represents H or an alkyl group;
wherein at the positions of the dotted lines there is independently either a single bond, a C═C double bond or a cyclopropane ring; and
wherein the compound comprises at least one cyclopropane ring;
or a mixture of the above compounds;
or a stereoisomer of the above compounds or a mixture of these stereoisomers.

2 . The compound of claim 1 , according to formula (II):

wherein
R represents H or an alkyl group;
or a mixture of the above compounds;
or a stereoisomer of the above compounds or a mixture of these stereoisomers.

3 . The compound of claim 1 , according to formula (III):

wherein
R represents H or an alkyl group;
or a mixture of the above compounds;
or a stereoisomer of the above compounds or a mixture of these stereoisomers.

4 . The compound of claim 1 , according to formula (IV):

wherein
R represents H or an alkyl group;
or a mixture of the above compounds;
or a stereoisomer of the above compounds or a mixture of these stereoisomers.

5 . The compound of claim 1 , according to formula (V):

wherein
R represents H or an alkyl group;
or a mixture of the above compounds;
or a stereoisomer of the above compounds or a mixture of these stereoisomers.

6 . The compound according to claim 1 , wherein the alkyl group is a methyl group.

7 . The compound according to claim 1 , wherein R represents a hydrogen atom.

8 . The compound according to claim 1 , wherein the compound is present in the form of:
(a) a pure optically active enantiomer; (b) a racemic mixture of the enantiomers; or (c) an optically active mixture of various enantiomers.

9 . A fragrance composition comprising at least one compound according to claim 1 and at least one further fragrance substance.

10 . A method of improving the fixation of a fragrance compound in a composition or of preparing a perfumed product comprising formulating the composition or product with a compound of claim 1 .

11 . A perfumed product comprising a compound according to claim 1 .

12 . A perfumed product comprising a compound according to claim 1 in an amount effective to emanate a pleasant perceptible fragrance impression, and a carrier or substrate.

13 . The perfumed product according to claim 11 , wherein the perfumed product is a perfume oil, perfume base, formulation for personal hygiene, cleaning agent or air freshener.

14 . The perfumed product according to claim 12 , wherein the perfumed product is a perfume oil, perfume base, formulation for personal hygiene, cleaning agent or air freshener.

15 . A fragrance composition comprising at least one compound according to claim 2 and at least one further fragrance substance.

16 . A fragrance composition comprising at least one compound according to claim 3 and at least one further fragrance substance.

17 . A fragrance composition comprising at least one compound according to claim 4 and at least one further fragrance substance.

18 . A fragrance composition comprising at least one compound according to claim 5 and at least one further fragrance substance.

Assignees

• Symrise Ag

Inventors

• Chandrasekaran Vijayanand
• Hölscher Bernd

Classifications

• A61Q19/10

  Washing or bathing preparations · CPC title

• C07C33/12 Primary

  containing five-membered rings · CPC title

• A61Q13/00

  Formulations or additives for perfume preparations (essential oils or perfumes per se C11B9/00) · CPC title

• A61K8/34

  Alcohols · CPC title

• A61L9/01

  Deodorant compositions {(compositions released by contact with a liquid A61L9/05)} · CPC title