ChemInform Abstract: Preparation and Odor Properties of (S)‐3‐Mercapto‐1‐heptyl Acetate.

Abstract

Preparation and Odor Properties of (S)-3-Mercapto-1-heptyl Acetate. -A stereoselective synthesis of the title compound ((S)-XI) is presented. The corresponding enantiomer can be prepared by using (R,R)-diethyl tartrate instead of (S,S)-diethyl tartrate in the Sharpless epoxidation step. Target compound ((S)-XI) possesses a tropical fruit aroma. -(LIANG, S.; SUN, B.; YANG, S.; LIU, Y.; TIAN*, H.; LIU, Y.; CHEN, H.; J. Chem. Res. 38 (2014) 6, 343-346, http://dx.doi.org/10.3184/174751914X13989627250405 ; Sch. Chem. Food, Beijing Technol. Bus. Univ., Beijing 100048, Peop. Rep. China; Eng.) -M. Bohle 51-069

Enantioselective synthesis and sensory properties of 3‐methylthiodecanal

“…These compounds usually exist in at least two stereoisomers due to the occurrence of one or more stereocentres. The impact of the stereochemistry on the organoleptic properties of these chiral odorants has been investigated by several groups, and some examples presented remarkable stereospecific differences in odour properties, such as the stereoisomers of 3‐mercapto‐2‐methyl‐1‐pentanol with odour thresholds differed by factors up to 1000…”