(+)-(2R)-Tropional®
- floral (Lily of the valley and cyclamen),
aldehydic, sweet fruity (lemon)
Odor
Threshold = 3.43 ng/l in air
=
(+)-(2R)-3-(1,3-benzodioxol-5-yl)-2-methylpropanal
Ref: Dieter
Enders and Michael Backes, First asymmetric
synthesis of both enantiomers of Tropional®
and their olfactory evaluation, Tetrahedron:
Asymmetry, Volume 15, Issue 11, 7 June 2004,
Pages 1813-1817; Michael Backes, Versuche zur
ersten Totalsynthese des Aglycons der
Cripowelline A und B und erste asymmetrische
Synthese von Tropional®, Dissertation -
Institut für Organische Chemie der
Rheinisch-Westfälischen Technischen
Hochschule Aachen (2004)
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(-)-(2S)-Tropional®
- green floral, marine, ozone-like and salty
aspect, fruity sweet, cumin-like
undertone
Odor
Threshold = 0.64 ng/l in air
The
olfafactory evaluation of the two nnantiomers
supplied amazing differences both in the
intensity and in the characteristic smell notes.
The intensity of the (S)-Enantiomer was more
than five times as strong as tthr
(R)-Enantiomer. Moreover the (R)-Enantiomer was
missing the marine and green notes typical for
Tropional nearly completely. Altogether it could
be said that for the typical smell of the
Tropionals® essentially the (S)-Enantiomer
is responsible.
=
(-)-(2S)-3-(1,3-benzodioxol-5-yl)-2-methylpropanal
Ref: Dieter
Enders and Michael Backes, First asymmetric
synthesis of both enantiomers of Tropional®
and their olfactory evaluation, Tetrahedron:
Asymmetry, Volume 15, Issue 11, 7 June 2004,
Pages 1813-1817; Michael Backes, Versuche zur
ersten Totalsynthese des Aglycons der
Cripowelline A und B und erste asymmetrische
Synthese von Tropional®, Dissertation -
Institut für Organische Chemie der
Rheinisch-Westfälischen Technischen
Hochschule Aachen (2004)
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