JP2008029252A5 - - Google Patents
Download PDFInfo
- Publication number
- JP2008029252A5 JP2008029252A5 JP2006206095A JP2006206095A JP2008029252A5 JP 2008029252 A5 JP2008029252 A5 JP 2008029252A5 JP 2006206095 A JP2006206095 A JP 2006206095A JP 2006206095 A JP2006206095 A JP 2006206095A JP 2008029252 A5 JP2008029252 A5 JP 2008029252A5
- Authority
- JP
- Japan
- Prior art keywords
- furan
- tetramethylnaphtho
- decahydro
- sclareolide
- dodecahydro
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- IMKJGXCIJJXALX-SHUKQUCYSA-N Sclareolide Chemical compound CC([C@@H]1CC2)(C)CCC[C@]1(C)[C@@H]1[C@]2(C)OC(=O)C1 IMKJGXCIJJXALX-SHUKQUCYSA-N 0.000 claims description 10
- 229940096995 sclareolide Drugs 0.000 claims description 10
- YPZUZOLGGMJZJO-UHFFFAOYSA-N Ambronide Chemical compound C1CC2C(C)(C)CCCC2(C)C2C1(C)OCC2 YPZUZOLGGMJZJO-UHFFFAOYSA-N 0.000 claims description 9
- 239000002994 raw material Substances 0.000 claims description 6
- AIALTZSQORJYNJ-UHFFFAOYSA-N 1-(2-hydroxyethyl)-2,5,5,8a-tetramethyl-3,4,4a,6,7,8-hexahydro-1H-naphthalen-2-ol Chemical group OCCC1C(C)(O)CCC2C(C)(C)CCCC21C AIALTZSQORJYNJ-UHFFFAOYSA-N 0.000 claims description 5
- IMKJGXCIJJXALX-UHFFFAOYSA-N 3a,6,6,9a-tetramethyl-1,4,5,5a,7,8,9,9b-octahydronaphtho[8,7-d]furan-2-one Chemical compound C1CC2C(C)(C)CCCC2(C)C2C1(C)OC(=O)C2 IMKJGXCIJJXALX-UHFFFAOYSA-N 0.000 claims description 3
- RHDGNLCLDBVESU-UHFFFAOYSA-N but-3-en-4-olide Chemical compound O=C1CC=CO1 RHDGNLCLDBVESU-UHFFFAOYSA-N 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims 3
- WCXIYSNGVSMUKA-UHFFFAOYSA-N 1-methylbenzo[e][1]benzofuran Chemical compound C1=CC=CC2=C3C(C)=COC3=CC=C21 WCXIYSNGVSMUKA-UHFFFAOYSA-N 0.000 claims 2
- XVULBTBTFGYVRC-HHUCQEJWSA-N (13R)-Labd-14-ene-8,13-diol Chemical compound CC1(C)CCC[C@]2(C)[C@@H](CC[C@](O)(C)C=C)[C@](C)(O)CC[C@H]21 XVULBTBTFGYVRC-HHUCQEJWSA-N 0.000 description 4
- 239000000543 intermediate Substances 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 240000003489 Salvia sclarea Species 0.000 description 1
- 235000002911 Salvia sclarea Nutrition 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 230000002085 persistent Effects 0.000 description 1
- 239000001691 salvia sclarea Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
Description
ドデカヒドロ-3a,6,6,9a-テトラメチルナフト[2,1-b]フラン（ヒドロアンブロキサン（商標）と呼ばれる場合もある）は残香性の高い香料であり、主にクラリーセージ（Salvia sclarea）から抽出されたスクラレオール（Sclareol）から化学変換によって製造されている。スクラレオールからドデカヒドロ-3a,6,6,9a-テトラメチルナフト[2,1-b]フランを生産する工程を図８に示す。図８に示すように、ドデカヒドロ-3a,6,6,9a-テトラメチルナフト[2,1-b]フラン中間体としては、デカヒドロ-2-ヒドロキシ-2,5,5,8a-テトラメチルナフタレンエタノール及びスクラレオリド（デカヒドロ-3a,6,6,9a-テトラメチルナフト[2,1-b]フラン-2（1H）-オン；（Sclareolide））が知られている。 Dodecahydro-3a, 6,6,9a-tetramethylnaphtho [2,1-b] furan (sometimes referred to as hydroambroxan (TM)) is a highly persistent fragrance, mainly salvia sclarea Manufactured by chemical conversion from Sclareol extracted from. A process for producing dodecahydro-3a, 6,6,9a-tetramethylnaphtho [2,1-b] furan from sclareol is shown in FIG. As shown in FIG. 8, dodecahydro-3a, 6,6,9a-tetramethylnaphtho [2,1-b] furan intermediate includes decahydro-2-hydroxy-2,5,5,8a-tetramethylnaphthalene. Ethanol and sclareolide (decahydro-3a, 6,6,9a-tetramethylnaphtho [2,1-b] furan-2 (1H) -one; (Sclareolide)) are known.
ここで、前記ドデカヒドロ-3a,6,6,9a-テトラメチルナフト[2,1-b]フラン原料は、ドデカヒドロ-3a,6,6,9a-テトラメチルナフト[2,1-b]フラン合成過程における中間体を意味している。当該中間体としては、デカヒドロ-2-ヒドロキシ-2,5,5,8a-テトラメチルナフタレンエタノール及びスクラレオリド（デカヒドロ-3a,6,6,9a-テトラメチルナフト[2,1-b]フラン-2（1H）-オン）を挙げることができる。 Here, the dodecahydro-3a, 6,6,9a-tetramethylnaphtho [2,1-b] furan raw material is synthesized from dodecahydro-3a, 6,6,9a-tetramethylnaphtho [2,1-b] furan Means an intermediate in the process. Such intermediates include decahydro-2-hydroxy-2,5,5,8a-tetramethylnaphthaleneethanol and sclareolide (decahydro-3a, 6,6,9a-tetramethylnaphtho [2,1-b] furan-2 (1H) -on).
ここで、ドデカヒドロ-3a,6,6,9a-テトラメチルナフト[2,1-b]フラン中間体とは、デカヒドロ-2-ヒドロキシ-2,5,5,8a-テトラメチルナフタレンエタノール及びスクラレオリド（デカヒドロ-3a,6,6,9a-テトラメチルナフト[2,1-b]フラン-2（1H）-オン）を意味する。
Here, dodecahydro-3a, 6,6,9a-tetramethylnaphtho [2,1-b] furan intermediate means decahydro-2-hydroxy-2,5,5,8a-tetramethylnaphthaleneethanol and sclareolide ( Decahydro-3a, 6,6,9a-tetramethylnaphtho [2,1-b] furan-2 (1H) -one).
Claims (3)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2006206095A JP4854418B2 (en) | 2006-07-28 | 2006-07-28 | Method for producing dodecahydro-3a, 6,6,9a-tetramethylnaphtho [2,1-b] furan raw material |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2006206095A JP4854418B2 (en) | 2006-07-28 | 2006-07-28 | Method for producing dodecahydro-3a, 6,6,9a-tetramethylnaphtho [2,1-b] furan raw material |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2008029252A JP2008029252A (en) | 2008-02-14 |
| JP2008029252A5 true JP2008029252A5 (en) | 2009-02-12 |
| JP4854418B2 JP4854418B2 (en) | 2012-01-18 |
Family
ID=39119313
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2006206095A Active JP4854418B2 (en) | 2006-07-28 | 2006-07-28 | Method for producing dodecahydro-3a, 6,6,9a-tetramethylnaphtho [2,1-b] furan raw material |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP4854418B2 (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| MY196447A (en) * | 2016-02-19 | 2023-04-12 | Basf Se | Enzymatic Cyclization Of Homofarnesylic Acid |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0204009B1 (en) * | 1983-07-13 | 1992-02-05 | BASF K & F Corporation | Process for producing diol and furan and microorganism capable of same |
| JPH0779682B2 (en) * | 1989-08-28 | 1995-08-30 | インターナショナル フレーバーズ アンド フレーグランシィズ インコーポレーテッド | Biologically pure culture of microorganism, lactone production method, diol production method, compound production method and cyclic ether production method |
| US5156961A (en) * | 1990-10-23 | 1992-10-20 | Shin-Etsu Bio, Inc. | Process for producing antibiotics |
| JP3434892B2 (en) * | 1994-06-28 | 2003-08-11 | 三井化学株式会社 | Method for producing taxane-type diterpene |
| JPH07177894A (en) * | 1993-12-22 | 1995-07-18 | Mitsubishi Gas Chem Co Inc | Separation and purification of poly-3-hydroxybutyric acid |
| DE60143287D1 (en) * | 2000-01-19 | 2010-12-02 | Martek Biosciences Corp | SOLVENT-FREE EXTRACTION PROCESS |
| JP4744115B2 (en) * | 2004-09-13 | 2011-08-10 | トヨタ自動車株式会社 | Method for producing lactic acid |
-
2006
- 2006-07-28 JP JP2006206095A patent/JP4854418B2/en active Active
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| Makarov et al. | Furan oxidation reactions in the total synthesis of natural products | |
| JP2009523771A5 (en) | ||
| JP2008535789A5 (en) | ||
| JP2010502545A5 (en) | ||
| TWI318622B (en) | Process for the manufacture of dichloropropanol by chlorination of glycerol | |
| BRPI0920744A2 (en) | method for the production of high purity sio2 from silicate solutions. | |
| TW200619215A (en) | Asymmetric synthesis of dihydrobenzofuran derivatives | |
| EA200870491A1 (en) | NEW USE OF ESCITAL PREMA | |
| WO2008083950A3 (en) | Spirocyclic tetronic acid derivatives | |
| JP2009501689A5 (en) | ||
| JP2011504882A5 (en) | ||
| JP2009518555A5 (en) | ||
| JP2014528463A5 (en) | ||
| WO2010004575A3 (en) | Preparation of escitalopram, its salts and intermediates | |
| JP2007252365A5 (en) | ||
| JP2008029252A5 (en) | ||
| FR2893018B1 (en) | METHOD OF FORMING MEDIA HAVING PATTERNS, SUCH AS LITHOGRAPHIC MASKS | |
| JP2007530049A5 (en) | ||
| WO2008096373A3 (en) | Process for synthesizing highly pure nateglinide polymorphs | |
| FR2916303B1 (en) | PROCESS FOR PRODUCING AIR CAVITIES USING NANOTUBES | |
| JP2009501196A5 (en) | ||
| NO20076139L (en) | Process for preparing bleach activators | |
| NO20076262L (en) | Process for preparing bleach activators | |
| Youn et al. | Synthesis and biological evaluation of isoxazoline and isoxazole derivatives as 5-HT2A and 5-HT2C receptor ligands | |
| JP2007269906A5 (en) |