Analog synthesis of DAMASCENOLIDE^TM, an important aroma component of roses, and their odor properties

Figures & data

Table 1. Odor evaluation of analogs 2-6.

Compound	Odor notes
DAMASCENOLIDE^TM (1)	Citrus [1]
Compound 2	Flowery, fatty
Compound 3	Pepper, woody
Compound 4	Herbal
Compound 5	Powdery
Compound 6	Powdery, cosmetic

Table 2. Odor evaluation of analogs 7–14.

Compound	Odor notes
DAMASCENOLIDE^TM (1)	Citrus [1]
Compound 7	Herbal, roast
Compound 8	Milky, fatty
Compound 9	Flowery, citrus
Compound 10	Fatty, oily
Compound 11	Fatty, floral
Compound 12	Fatty, sweet
Compound 13	Dry tea leaf, powdery
Compound 14	Citrus, tea

Figure 1. Structure of DAMASCENOLIDE^TM (1).

Figure 2. Structures of various analogs 2–14 of DAMASCENOLIDE^TM (1) as our synthetic targets.

Scheme 1. Synthesis of compounds 3 and 4.

Scheme 2. Synthesis of compound 8.

Scheme 3. Synthesis of compounds 9 and 10.

Scheme 4. Synthesis of compounds 11 and 12.

Scheme 5. Synthesis of compounds 13 and 14.

Ohashi T, Miyazawa Y, Ishizaki S, et al. Identification of odor-active trace compounds in blooming flower of damask rose (Rosa damascena). J Agric Food Chem. 2019;67(26):7410–7415.

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