PL404759A1 - Optically pure (+)-trans-4-methyl-5-(3,3-dimethylbutyl)-tetrahydrofuran-2-one and a method for producing optically pure (+)-trans-4-methyl-5-(3,3-dimethyl )-tetrahydrofuran-2-one - Google Patents
Optically pure (+)-trans-4-methyl-5-(3,3-dimethylbutyl)-tetrahydrofuran-2-one and a method for producing optically pure (+)-trans-4-methyl-5-(3,3-dimethyl )-tetrahydrofuran-2-oneInfo
- Publication number
- PL404759A1 PL404759A1 PL404759A PL40475913A PL404759A1 PL 404759 A1 PL404759 A1 PL 404759A1 PL 404759 A PL404759 A PL 404759A PL 40475913 A PL40475913 A PL 40475913A PL 404759 A1 PL404759 A1 PL 404759A1
- Authority
- PL
- Poland
- Prior art keywords
- trans
- tetrahydrofuran
- methyl
- optically pure
- dimethylbutyl
- Prior art date
Links
- KQGUAMFSJSZMNT-BDAKNGLRSA-N (4R,5S)-5-(3,3-dimethylbutyl)-4-methyloxolan-2-one Chemical compound C[C@@H]1CC(O[C@H]1CCC(C)(C)C)=O KQGUAMFSJSZMNT-BDAKNGLRSA-N 0.000 title abstract 2
- 238000004519 manufacturing process Methods 0.000 title 1
- 240000004808 Saccharomyces cerevisiae Species 0.000 abstract 2
- 102000004190 Enzymes Human genes 0.000 abstract 1
- 108090000790 Enzymes Proteins 0.000 abstract 1
- 240000007472 Leucaena leucocephala Species 0.000 abstract 1
- 235000010643 Leucaena leucocephala Nutrition 0.000 abstract 1
- 235000014680 Saccharomyces cerevisiae Nutrition 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 239000002537 cosmetic Substances 0.000 abstract 1
- 239000003205 fragrance Substances 0.000 abstract 1
- 150000001261 hydroxy acids Chemical class 0.000 abstract 1
- 150000002596 lactones Chemical class 0.000 abstract 1
- 238000007273 lactonization reaction Methods 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 230000000813 microbial effect Effects 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 230000002085 persistent effect Effects 0.000 abstract 1
- 229920006395 saturated elastomer Polymers 0.000 abstract 1
- 230000002269 spontaneous effect Effects 0.000 abstract 1
Landscapes
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Cosmetics (AREA)
- Fats And Perfumes (AREA)
Abstract
Wynalazek dotyczy optycznie czystego (+)-trans-4-metylo-5-(3,3-dimetylobutylo)- tetrahydrofuran-2-onu o wzorze 2 i sposobu jego wytwarzania w wyniku mikrobiologicznej redukcji kwasu 3,7,7-dimetylo-4-oksooktanowego, o wzorze 1, a następnie samorzutnej laktonizacji powstałego hydroksykwasu do nasyconego optycznie czystego laktonu z zastosowaniem systemu enzymatycznego drożdży z gatunku Saccharomyces cerevisiae. Związek ten posiada trwały zapach kwiatowy z nutą akacjową dzięki czemu może mieć zastosowanie w przemyśle kosmetycznym do tworzenia kompozycji zapachowych.The invention relates to optically pure (+) - trans-4-methyl-5- (3,3-dimethylbutyl) tetrahydrofuran-2-one of formula 2 and a process for its preparation by microbial reduction of 3,7,7-dimethyl-4 -oxo-octane, of formula I, followed by the spontaneous lactonization of the resulting hydroxyacid to optically saturated lactone using a yeast enzyme system of the Saccharomyces cerevisiae species. This compound has a persistent floral aroma with acacia note so it can be used in the cosmetics industry to create fragrance compositions.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL404759A PL219969B1 (en) | 2013-07-18 | 2013-07-18 | Optically pure (+)-trans-4-methyl-5-(3,3-dimethylbutyl)-tetrahydrofuran-2-one and a method for producing optically pure (+)-trans-4-methyl-5-(3,3-dimethyl )-tetrahydrofuran-2-one |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL404759A PL219969B1 (en) | 2013-07-18 | 2013-07-18 | Optically pure (+)-trans-4-methyl-5-(3,3-dimethylbutyl)-tetrahydrofuran-2-one and a method for producing optically pure (+)-trans-4-methyl-5-(3,3-dimethyl )-tetrahydrofuran-2-one |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| PL404759A1 true PL404759A1 (en) | 2014-06-23 |
| PL219969B1 PL219969B1 (en) | 2015-08-31 |
Family
ID=50943809
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PL404759A PL219969B1 (en) | 2013-07-18 | 2013-07-18 | Optically pure (+)-trans-4-methyl-5-(3,3-dimethylbutyl)-tetrahydrofuran-2-one and a method for producing optically pure (+)-trans-4-methyl-5-(3,3-dimethyl )-tetrahydrofuran-2-one |
Country Status (1)
| Country | Link |
|---|---|
| PL (1) | PL219969B1 (en) |
-
2013
- 2013-07-18 PL PL404759A patent/PL219969B1/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| PL219969B1 (en) | 2015-08-31 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| SA517381769B1 (en) | Generation of peroxyformic acid from polyhydric alcohol formate | |
| MX2015014665A (en) | Fragrance materials. | |
| EA202092987A2 (en) | LIPID CONTAINING DOCOSAPENTAENIC ACID | |
| MY159614A (en) | Microorganism producing o-phosphoserine and method of producing l-cysteine or derivatives thereof from o-phosphoserine using the same | |
| MX2017004896A (en) | Use of hexadeca-8,15-dienal as aroma chemical. | |
| BR112016010082A2 (en) | fungal endophytes to improve crop yield and pest protection | |
| MX375962B (en) | USE OF CIS- OR TRANS- (2-ISOBUTYL-4-METHYLTETRAHYDROPYRAN-4-YL)ACETATE ISOMERICALLY PURE OR HIGHLY ENRICHED WITH ISOMERS. | |
| MX366561B (en) | Minoxidil-containing hair growth composition. | |
| MX352985B (en) | Topical sanitizing formulations and uses thereof. | |
| MY185246A (en) | Optimized method for producing methacrolein | |
| EA033293B1 (en) | Recombinant microorganism expressing avermectin analogue and use thereof | |
| PH12016501729B1 (en) | Glycosyl hesperetin and process for producing the same and uses thereof | |
| IN2013CH01894A (en) | ||
| MX373335B (en) | PRODUCTION OF PYRIPYROPENES FROM DRY BIOMASS. | |
| MX2018004299A (en) | Method for the purification of cyclohexadec-8-en-1-one. | |
| MX336392B (en) | Fungicide hydroximoyl-heterocycles derivatives. | |
| AU2015243186A8 (en) | Semisynthetic routes to organic compounds | |
| JOP20240234A1 (en) | Synthesis of boronate ester derivatives and their uses | |
| UA109460C2 (en) | N-hetarylmethyl pyrazolylcarboxamides | |
| WO2014158554A8 (en) | Process for making hmf from sugars with reduced byproduct formation, and improved stability hmf compositions | |
| UA113693C2 (en) | TITANIUM CONTENT, METHOD OF OBTAINING TITANIUM COMPOUND AND USING TITANIUM COMPOUND IN PLANT CULTIVATION | |
| MX363828B (en) | 3-METHYL-BENZOFURAN-5-OL AND ITS USE IN PERFUME COMPOSITIONS. | |
| EA201690570A1 (en) | ENERGY PROCESS | |
| WO2015002746A3 (en) | Biobased epoxidized fatty acid ester plasticizers | |
| CO2018001431A2 (en) | 2,4,7-Trimethyloct-6-en-1-ol as a fragrance ingredient |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| LICE | Declarations of willingness to grant licence |
Effective date: 20150302 |