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Configuration‐Odor Relationships in 5β‐Ambrox
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| Zeitschriftentitel: | Helvetica Chimica Acta |
|---|---|
| Personen und Körperschaften: | , , , , |
| In: | Helvetica Chimica Acta, 73, 1990, 7, S. 1935-1947 |
| Format: | E-Article |
| Sprache: | Englisch |
| veröffentlicht: |
Wiley
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| Schlagwörter: |
| author_facet |
Escher, Sina Giersch, Wolfgang Niclass, Yvan Bernardinelli, Gérald Ohloff, Günther Escher, Sina Giersch, Wolfgang Niclass, Yvan Bernardinelli, Gérald Ohloff, Günther |
|---|---|
| author |
Escher, Sina Giersch, Wolfgang Niclass, Yvan Bernardinelli, Gérald Ohloff, Günther |
| spellingShingle |
Escher, Sina Giersch, Wolfgang Niclass, Yvan Bernardinelli, Gérald Ohloff, Günther Helvetica Chimica Acta Configuration‐Odor Relationships in 5β‐Ambrox Inorganic Chemistry Organic Chemistry Physical and Theoretical Chemistry Drug Discovery Biochemistry Catalysis |
| author_sort |
escher, sina |
| spelling |
Escher, Sina Giersch, Wolfgang Niclass, Yvan Bernardinelli, Gérald Ohloff, Günther 0018-019X 1522-2675 Wiley Inorganic Chemistry Organic Chemistry Physical and Theoretical Chemistry Drug Discovery Biochemistry Catalysis http://dx.doi.org/10.1002/hlca.19900730717 <jats:title>Abstract</jats:title><jats:p>The four possible A/B <jats:italic>cis</jats:italic>‐fused diastereoisomers of <jats:italic>Ambrox</jats:italic>® have been synthesized and their configurations and conformations established by X‐ray and NMR analysis. Only 5β‐ambrox (= 1,2,3a,4,5,5β,6,7,8,9,9a,9bα‐dodecahydro‐3aβ,6,6,9aβ‐tetramethylnaphtho[2,1‐<jats:italic>b</jats:italic>]furan; <jats:bold>5</jats:bold>) has an odor quality comparable to <jats:italic>Ambrox</jats:italic>®. The 1,3‐synperiplanar/diaxial conformation of the substituents at C(8) ( = C(3a)) and C(10) (= C(9a)) has thus been confirmed to be a compulsory structure element for the particular odor.</jats:p> Configuration‐Odor Relationships in 5β‐Ambrox Helvetica Chimica Acta |
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10.1002/hlca.19900730717 |
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Wiley, 1990 |
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Wiley, 1990 |
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Helvetica Chimica Acta |
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49 |
| title |
Configuration‐Odor Relationships in 5β‐Ambrox |
| title_unstemmed |
Configuration‐Odor Relationships in 5β‐Ambrox |
| title_full |
Configuration‐Odor Relationships in 5β‐Ambrox |
| title_fullStr |
Configuration‐Odor Relationships in 5β‐Ambrox |
| title_full_unstemmed |
Configuration‐Odor Relationships in 5β‐Ambrox |
| title_short |
Configuration‐Odor Relationships in 5β‐Ambrox |
| title_sort |
configuration‐odor relationships in 5β‐ambrox |
| topic |
Inorganic Chemistry Organic Chemistry Physical and Theoretical Chemistry Drug Discovery Biochemistry Catalysis |
| url |
http://dx.doi.org/10.1002/hlca.19900730717 |
| publishDate |
1990 |
| physical |
1935-1947 |
| description |
<jats:title>Abstract</jats:title><jats:p>The four possible A/B <jats:italic>cis</jats:italic>‐fused diastereoisomers of <jats:italic>Ambrox</jats:italic>® have been synthesized and their configurations and conformations established by X‐ray and NMR analysis. Only 5β‐ambrox (= 1,2,3a,4,5,5β,6,7,8,9,9a,9bα‐dodecahydro‐3aβ,6,6,9aβ‐tetramethylnaphtho[2,1‐<jats:italic>b</jats:italic>]furan; <jats:bold>5</jats:bold>) has an odor quality comparable to <jats:italic>Ambrox</jats:italic>®. The 1,3‐synperiplanar/diaxial conformation of the substituents at C(8) ( = C(3a)) and C(10) (= C(9a)) has thus been confirmed to be a compulsory structure element for the particular odor.</jats:p> |
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| author | Escher, Sina, Giersch, Wolfgang, Niclass, Yvan, Bernardinelli, Gérald, Ohloff, Günther |
| author_facet | Escher, Sina, Giersch, Wolfgang, Niclass, Yvan, Bernardinelli, Gérald, Ohloff, Günther, Escher, Sina, Giersch, Wolfgang, Niclass, Yvan, Bernardinelli, Gérald, Ohloff, Günther |
| author_sort | escher, sina |
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| container_start_page | 1935 |
| container_title | Helvetica Chimica Acta |
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| description | <jats:title>Abstract</jats:title><jats:p>The four possible A/B <jats:italic>cis</jats:italic>‐fused diastereoisomers of <jats:italic>Ambrox</jats:italic>® have been synthesized and their configurations and conformations established by X‐ray and NMR analysis. Only 5β‐ambrox (= 1,2,3a,4,5,5β,6,7,8,9,9a,9bα‐dodecahydro‐3aβ,6,6,9aβ‐tetramethylnaphtho[2,1‐<jats:italic>b</jats:italic>]furan; <jats:bold>5</jats:bold>) has an odor quality comparable to <jats:italic>Ambrox</jats:italic>®. The 1,3‐synperiplanar/diaxial conformation of the substituents at C(8) ( = C(3a)) and C(10) (= C(9a)) has thus been confirmed to be a compulsory structure element for the particular odor.</jats:p> |
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| id | ai-49-aHR0cDovL2R4LmRvaS5vcmcvMTAuMTAwMi9obGNhLjE5OTAwNzMwNzE3 |
| imprint | Wiley, 1990 |
| imprint_str_mv | Wiley, 1990 |
| institution | DE-Pl11, DE-Rs1, DE-105, DE-14, DE-Ch1, DE-L229, DE-D275, DE-Bn3, DE-Brt1, DE-D161, DE-Gla1, DE-Zi4, DE-15 |
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| physical | 1935-1947 |
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| series | Helvetica Chimica Acta |
| source_id | 49 |
| spelling | Escher, Sina Giersch, Wolfgang Niclass, Yvan Bernardinelli, Gérald Ohloff, Günther 0018-019X 1522-2675 Wiley Inorganic Chemistry Organic Chemistry Physical and Theoretical Chemistry Drug Discovery Biochemistry Catalysis http://dx.doi.org/10.1002/hlca.19900730717 <jats:title>Abstract</jats:title><jats:p>The four possible A/B <jats:italic>cis</jats:italic>‐fused diastereoisomers of <jats:italic>Ambrox</jats:italic>® have been synthesized and their configurations and conformations established by X‐ray and NMR analysis. Only 5β‐ambrox (= 1,2,3a,4,5,5β,6,7,8,9,9a,9bα‐dodecahydro‐3aβ,6,6,9aβ‐tetramethylnaphtho[2,1‐<jats:italic>b</jats:italic>]furan; <jats:bold>5</jats:bold>) has an odor quality comparable to <jats:italic>Ambrox</jats:italic>®. The 1,3‐synperiplanar/diaxial conformation of the substituents at C(8) ( = C(3a)) and C(10) (= C(9a)) has thus been confirmed to be a compulsory structure element for the particular odor.</jats:p> Configuration‐Odor Relationships in 5β‐Ambrox Helvetica Chimica Acta |
| spellingShingle | Escher, Sina, Giersch, Wolfgang, Niclass, Yvan, Bernardinelli, Gérald, Ohloff, Günther, Helvetica Chimica Acta, Configuration‐Odor Relationships in 5β‐Ambrox, Inorganic Chemistry, Organic Chemistry, Physical and Theoretical Chemistry, Drug Discovery, Biochemistry, Catalysis |
| title | Configuration‐Odor Relationships in 5β‐Ambrox |
| title_full | Configuration‐Odor Relationships in 5β‐Ambrox |
| title_fullStr | Configuration‐Odor Relationships in 5β‐Ambrox |
| title_full_unstemmed | Configuration‐Odor Relationships in 5β‐Ambrox |
| title_short | Configuration‐Odor Relationships in 5β‐Ambrox |
| title_sort | configuration‐odor relationships in 5β‐ambrox |
| title_unstemmed | Configuration‐Odor Relationships in 5β‐Ambrox |
| topic | Inorganic Chemistry, Organic Chemistry, Physical and Theoretical Chemistry, Drug Discovery, Biochemistry, Catalysis |
| url | http://dx.doi.org/10.1002/hlca.19900730717 |