CN105683146B - 通过环丙基乙烯基前体与质子酸的反应制备高烯丙型化合物 - Google Patents
通过环丙基乙烯基前体与质子酸的反应制备高烯丙型化合物 Download PDFInfo
- Publication number
- CN105683146B CN105683146B CN201480058481.XA CN201480058481A CN105683146B CN 105683146 B CN105683146 B CN 105683146B CN 201480058481 A CN201480058481 A CN 201480058481A CN 105683146 B CN105683146 B CN 105683146B
- Authority
- CN
- China
- Prior art keywords
- isomer
- acid
- mnu
- homoallylic
- mmol
- 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.)
- Active
Links
- PNFGPFJHDRNTGF-UHFFFAOYSA-N CC1(C(C2)C(C)(CCCC3)C3CC1)OC2=O Chemical compound CC1(C(C2)C(C)(CCCC3)C3CC1)OC2=O PNFGPFJHDRNTGF-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/07—Preparation of halogenated hydrocarbons by addition of hydrogen halides
- C07C17/08—Preparation of halogenated hydrocarbons by addition of hydrogen halides to unsaturated hydrocarbons
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C253/00—Preparation of carboxylic acid nitriles
- C07C253/30—Preparation of carboxylic acid nitriles by reactions not involving the formation of cyano groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/09—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by hydrolysis
- C07C29/095—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by hydrolysis of esters of organic acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/09—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by hydrolysis
- C07C29/12—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by hydrolysis of esters of mineral acids
- C07C29/124—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by hydrolysis of esters of mineral acids of halides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/132—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group
- C07C29/136—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH
- C07C29/147—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of carboxylic acids or derivatives thereof
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P17/00—Preparation of heterocyclic carbon compounds with only O, N, S, Se or Te as ring hetero atoms
- C12P17/02—Oxygen as only ring hetero atoms
- C12P17/04—Oxygen as only ring hetero atoms containing a five-membered hetero ring, e.g. griseofulvin, vitamin C
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B2200/00—Indexing scheme relating to specific properties of organic compounds
- C07B2200/09—Geometrical isomers
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Wood Science & Technology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Zoology (AREA)
- Health & Medical Sciences (AREA)
- Microbiology (AREA)
- General Chemical & Material Sciences (AREA)
- Biotechnology (AREA)
- Biochemistry (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1318894.1 | 2013-10-25 | ||
| GBGB1318894.1A GB201318894D0 (en) | 2013-10-25 | 2013-10-25 | Improvements in or relating to organic compounds |
| PCT/EP2014/072891 WO2015059293A1 (en) | 2013-10-25 | 2014-10-24 | Preparation of homoallylic compounds by reaction of cyclopropylvinyl precursors with bronstedt acids |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN105683146A CN105683146A (zh) | 2016-06-15 |
| CN105683146B true CN105683146B (zh) | 2018-02-06 |
Family
ID=49767171
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201480058481.XA Active CN105683146B (zh) | 2013-10-25 | 2014-10-24 | 通过环丙基乙烯基前体与质子酸的反应制备高烯丙型化合物 |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US9884803B2 (enExample) |
| EP (1) | EP3060542B1 (enExample) |
| JP (1) | JP6733992B2 (enExample) |
| CN (1) | CN105683146B (enExample) |
| BR (1) | BR112016008895B1 (enExample) |
| ES (1) | ES2669213T3 (enExample) |
| GB (1) | GB201318894D0 (enExample) |
| IL (1) | IL244928B (enExample) |
| MX (1) | MX379420B (enExample) |
| SG (1) | SG11201602722YA (enExample) |
| WO (1) | WO2015059293A1 (enExample) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB201507170D0 (en) | 2015-04-24 | 2015-06-10 | Givaudan Sa | Process |
| GB201507207D0 (en) | 2015-04-24 | 2015-06-10 | Givaudan Sa | Enzymes and applications thereof |
| GB201516396D0 (en) | 2015-09-16 | 2015-10-28 | Givaudan Sa | Improvements in or relating to organic compounds |
| GB201618090D0 (en) * | 2016-10-26 | 2016-12-07 | Givaudan Sa | Product |
| EP3476822A1 (en) | 2017-10-31 | 2019-05-01 | Givaudan SA | Process of making organic compounds |
| CN107828709B (zh) * | 2017-11-09 | 2021-06-25 | 天津大学 | 异源合成龙涎香醇的重组大肠杆菌及其构建方法 |
| CN110963877B (zh) * | 2019-12-18 | 2022-10-04 | 河北旭阳能源有限公司 | 1-氯-1-氯乙酰基环丙烷的制备方法 |
| GB202010072D0 (en) * | 2020-07-01 | 2020-08-12 | Givaudan Sa | Enzyme-mediated process |
| GB202020331D0 (en) | 2020-12-22 | 2021-02-03 | Givaudan Sa | Process of making organic compounds |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102449158A (zh) * | 2009-06-05 | 2012-05-09 | 巴斯夫欧洲公司 | 龙涎呋喃的生物催化产生 |
| US20130273619A1 (en) * | 2012-04-16 | 2013-10-17 | Basf Se | Process for the Preparation of (3E, 7E)-Homofarnesol |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5854405A (en) | 1997-11-13 | 1998-12-29 | Aerojet-General Corporation | Continuous process for diazomethane from an n-methyl-n-nitrosoamine and from methylurea through n-methyl-n-nitrosourea |
-
2013
- 2013-10-25 GB GBGB1318894.1A patent/GB201318894D0/en not_active Ceased
-
2014
- 2014-10-24 CN CN201480058481.XA patent/CN105683146B/zh active Active
- 2014-10-24 SG SG11201602722YA patent/SG11201602722YA/en unknown
- 2014-10-24 MX MX2016005052A patent/MX379420B/es unknown
- 2014-10-24 US US15/031,132 patent/US9884803B2/en active Active
- 2014-10-24 EP EP14796445.6A patent/EP3060542B1/en active Active
- 2014-10-24 BR BR112016008895-6A patent/BR112016008895B1/pt active IP Right Grant
- 2014-10-24 WO PCT/EP2014/072891 patent/WO2015059293A1/en not_active Ceased
- 2014-10-24 JP JP2016549637A patent/JP6733992B2/ja active Active
- 2014-10-24 ES ES14796445.6T patent/ES2669213T3/es active Active
-
2016
- 2016-04-05 IL IL244928A patent/IL244928B/en active IP Right Grant
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102449158A (zh) * | 2009-06-05 | 2012-05-09 | 巴斯夫欧洲公司 | 龙涎呋喃的生物催化产生 |
| US20130273619A1 (en) * | 2012-04-16 | 2013-10-17 | Basf Se | Process for the Preparation of (3E, 7E)-Homofarnesol |
Non-Patent Citations (1)
| Title |
|---|
| Ring-Opening Reactions of Methylenecyclopropanes Promoted by Metal Halides;Bo Xu,et al.;《Organic Letters》;20030405;第5卷(第9期);1415-1418 * |
Also Published As
| Publication number | Publication date |
|---|---|
| BR112016008895A8 (pt) | 2020-03-24 |
| US9884803B2 (en) | 2018-02-06 |
| CN105683146A (zh) | 2016-06-15 |
| IL244928A0 (en) | 2016-05-31 |
| WO2015059293A1 (en) | 2015-04-30 |
| MX379420B (es) | 2025-03-10 |
| JP2016540036A (ja) | 2016-12-22 |
| IL244928B (en) | 2019-09-26 |
| JP6733992B2 (ja) | 2020-08-05 |
| US20160251298A1 (en) | 2016-09-01 |
| GB201318894D0 (en) | 2013-12-11 |
| EP3060542A1 (en) | 2016-08-31 |
| MX2016005052A (es) | 2016-08-17 |
| SG11201602722YA (en) | 2016-05-30 |
| BR112016008895B1 (pt) | 2021-11-03 |
| EP3060542B1 (en) | 2018-02-21 |
| ES2669213T3 (es) | 2018-05-24 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN105683146B (zh) | 通过环丙基乙烯基前体与质子酸的反应制备高烯丙型化合物 | |
| Pietruszka | Synthesis and properties of oligocyclopropyl-containing natural products and model compounds | |
| US9193651B2 (en) | Process for the chemoselective reduction of terminally saturated carboxylic esters | |
| Durand et al. | Construction of (Z, Z) skipped 1, 4-dienes. Application to the synthesis of polyunsaturated fatty acids and derivatives | |
| Wakatsuki et al. | Ruthenium Catalyzed Dimerization of Trimethysilylacetylene to 1, 4-Bis (trimethylsilyl) butatriene and Its Isomerization to (Z)-1, 4-Bis (trimethylsilyl)-1-buten-3-yne. | |
| Lagoutte et al. | Total synthesis, proof of absolute configuration, and biosynthetic origin of stylopsal, the first isolated sex pheromone of Strepsiptera | |
| Krapcho | Synthesis of carbocyclic spiro compounds via cycloaddition routes | |
| Troast et al. | Studies toward the Synthesis of (−)‐Zampanolide: Preparation of the Macrocyclic Core | |
| FR3023291A1 (fr) | Nouveau procede de fabrication du (e,z)-7,9 dodecandienyl-1-acetate | |
| Schmidt et al. | Bidirectional Synthesis of 6-Acetoxy-5-hexadecanolide, the Mosquito Oviposition Pheromone of Culex quinquefasciatus, from a C 2-Symmetric Building Block Using Olefin Metathesis Reactions | |
| CN101781203B (zh) | (顺9,反11)-十四碳二烯-1-乙酸酯的制备方法 | |
| US5003110A (en) | Process for the preparation of saturated aldehydes by hydrogenation of α,β-unsaturated aldehydes | |
| Smedley et al. | Alkylations of alkynols with organoaluminum reagents promoted by bis (. eta. 5-cyclopentadienyl) titanium dichloride | |
| Astashko et al. | Synthesis of (±)-bicolorin, the aggregation pheromone of beech bark beetle Taphrorychus bicolor | |
| RU2397174C2 (ru) | Способ получения 2,3,4,5-тетраалкилмагнезациклопента-2,4-диенов | |
| Vasil" ev et al. | Stereospecific 1, 4-cis-hydrogenation of conjugated dienes, dienynes, and dienediynes catalyzed by chromium carbonyl complexes in stereocontrolled syntheses of physiologically active olefins | |
| CN111018666A (zh) | 改进的制备橙花醇香叶醇的方法和用于该方法的催化体系 | |
| Marotta et al. | The Bicyclo [3.2. 0] heptan-endo-2-ol and Bicyclo [3.2. 0] hept-3-en-6-one Approaches in the Synthesis of Grandisol: The Evolution of an Idea and Efforts to Improve Versatility and Practicality | |
| Marvel et al. | Pyrolytic Cleavage of 2, 6-Diphenyl-1, 7-diacetoxyheptane and 2, 6-Diphenylheptadiene1 | |
| CN110156566B (zh) | 合成(-)-反式马鞭草烯醇及其对映体(+)-反式马鞭草烯醇的绿色、简易制备方法 | |
| CA2527262C (en) | Method for preparation of alpha, beta-unsaturated cyclic ketones by dehydrogenation of secondary allylic cyclic alcohols | |
| Pattenden | General and Synthetic Methods: Volume 5 | |
| EP4588911A1 (en) | Process for preparing alpha-farnesenes and 4-substituted 3-methyl-1,3-butadiene compound having related structure, and synthetic intermediate compound thereof | |
| DE10233339A1 (de) | Verfahren zur Herstellung von Phenylpropylalkoholen | |
| Chang | Conversion of Biomass-derived 5-(Chloromethyl) furfural into Fuels and Chemicals |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| GR01 | Patent grant | ||
| GR01 | Patent grant |