Chirality & Odour Perception
John C. Leffingwell, Ph.D.

The 7-Methyl-4-isopropyl-4,5,6,7-tetrahydro-1,3-benzothiazoles

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Photo by permission of M. Roudintska - Art & Parfum

(+)-(4R,7S)-7-Methyl-4-isopropyl-4,5,6,7-tetrahydro-1,3-benzothiazole - Bell pepper odor

Odor threshold = 0.18 ppb

= (+)-(4R,7S)-7-methyl-4-(propan-2-yl)-4,5,6,7-tetrahydro-1,3-benzothiazole

= (+)-(4R,7S)-4,5,6,7-tetrahydro-4-isopropyl-7-methylbenzo[d]thiazole

Ref: Rognon, C., and M. Chastrette. "Structure-odor relationships: a highly predictive tridimensional interaction model for the bell-pepper note." European journal of medicinal chemistry 29, no. 7 (1994): 595-609.

(-)-(4S,7R)-7-Methyl-4-isopropyl-4,5,6,7-tetrahydro-1,3-benzothiazole - Green minty odor

Odor threshold = 22 ppb

= (-)-(4S,7R)-7-methyl-4-(propan-2-yl)-4,5,6,7-tetrahydro-1,3-benzothiazole

= (-)-(4S,7R)- 4,5,6,7-tetrahydro-4-isopropyl-7-methylbenzo[d]thiazole

Ref: Rognon, C., and M. Chastrette. "Structure-odor relationships: a highly predictive tridimensional interaction model for the bell-pepper note." European journal of medicinal chemistry 29, no. 7 (1994): 595-609.

Cyclic Terpenoid Odorants

Bicyclic Terpenoid Odorants

Acyclic Terpenoid Odorants

Ionones, Irones, Damascones & Structurally Related Odorants

Acyclics (Alcohols, Esters, Acids, Aldehydes)

Lactones

Sesquiterpenoid Related Odorants

Steroid Urine Type Odorants

Sandalwood Type Odorants

Musk Odorants

Miscellaneous

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