John C. Leffingwell, Ph.D. The Polysantols® [3,3-Dimethyl-5-(2',2',3'-trimethyl-3'-cyclopenten-1'-yl)-4-penten-2-ols] (Sandalwood odorants) You must have
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(+)-(2S,E)-3,3-dimethyl-5-(2,2,3-trimethyl-3-cyclopenten-1-yl)-4-penten-2-ol
- good characteristic sandalwood note = (+)-(2S,E)-
Polysantol® Note that the
C-1' position is epimeric, so this actually is a
mixture of the (1'S, 2S,E) & (1'R,2S,E)
isomers Ref: Chapuis, et
al., United States Patent 5,512,543, April 30,
1996 Polysantol®
is a trademark of Firmenich SA |
(-)-(2R,E)-3,3-dimethyl-5-(2,2,3-trimethyl-3-cyclopenten-1-yl)-4-penten-2-ol
- weaker and less characteristic sandalwood
note = (-)-(2R,E)-
Polysantol® Note that the
C-1' position is epimeric, so this actually is a
mixture of the (1'S, 2R,E) & (1'R,2R,E)
isomers Ref: Chapuis, et
al., United States Patent 5,512,543, April 30,
1996 Polysantol®
is a trademark of Firmenich SA |
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(-)-(1'R,E)-3,3-dimethyl-5-(2',2',3'-trimethyl-3'-cyclopenten-1'-yl)-4-penten-2-ol
- develops a sandalwood note, the character of
which is strongly reminiscent of the typical milky
odor of sandalwood; very distinctly different from
the (-)-(1'R,E)- isomer. =
(-)-(1'R,E)-Polysantol® Note that the
C-2 position is epimeric, so this actually is a
mixture of the (1'R, 2S,E) & (1'R,2R,E)
isomers Ref: Chapuis, et
al., United States Patent 5,512,543, April 30,
1996 Polysantol®
is a trademark of Firmenich SA |
(+)-(1'S,E)-3,3-dimethyl-5-(2',2',3'-trimethyl-3'-cyclopenten-1'-yl)-4-penten-2-ol
is drier, more woody-cedar and less milky than that
of its (-)-(1'R,E)- isomer; considered to be more
powerful in odor strength than the
(-)-(1'R,E)-isomer = (+)-(1'S,E)-
Polysantol® Note that the
C-2 position is epimeric, so this actually is a
mixture of the (1'S, 2S,E) & (1'S,2R,E)
isomers Ref: Chapuis, et
al., United States Patent 5,512,543, April 30,
1996 Polysantol®
is a trademark of Firmenich SA |
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Ionones, Irones, Damascones & Structurally Related Odorants |
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