J&H CHEM R&D center can offer custom synthesis according to the contract research and development services for the fine chemicals, pharmaceutical, biotechnique and some of the other chemicals. J&H CHEM has some Manufacturing base in Jia
Cas:4674-50-4
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inquiryHubei CuiRan Biotechnology Co., Ltd is a leading company in the research, development, manufacture and marketing of High Quality Phytochemicals and Extracts(especially Active Ingredients from Traditional Chinese Medicine,Traditional Chinese Medicine)
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Cas:4674-50-4
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inquiryDayangChem exported this product to many countries and regions at best price. If you are looking for the material's manufacturer or supplier in China, DayangChem is your best choice. Pls contact with us freely for getting detailed product spe
Cas:4674-50-4
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With our good experience, we offer detailed technical support and advice to assist customers. We communicate closely with customers to establish their quality requirements. Consistent Quality Our plant has strict quality control in each manufacturin
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inquiryWITH US,YOUR MONEY IN SAFE,YOUR BUSINESS IN SAFE 1)Quick Response Within 12 hours; 2)Quality Guarantee: All products are strictly tested by our QC, confirmed by QA and approved by third party lab in China, USA, Canada, Germany, UK, Italy, France et
Cas:4674-50-4
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inquiryOur Advantage: high quality with competitive price High quality standard: BP/USP/EP Enterprise standard All purity customized Fast and safe delivery We have reliable forwarder who can help us deliver our goods more fast and safe. We
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inquiry1.In No Less 10 years exporting experience. you can 100% received goods 2.Lower Price with higher quality 3,Free sample 4,We are sincerely responsible for the "product quality" and "After Service" Upbio is Specializ
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inquiryNOOTKATONE CAS:4674-50-4 Qingdao Belugas Import and Export Co., Ltd. is a scientific and technological company integrating research and development, production and trade of chemical intermediates, specializing in high quality organic intermediates,
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NOOTKATONE CAS: 4674-50-4 Specification Item Standard Source Pure natural plant extract Sterilization method No irradiation Production Environmen
PRODUCT DETAILS
Cas:4674-50-4
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inquiryThe above product is Ality Chemical's strong item with best price, good quality and fast supply. Ality Chemical has been focusing on the research and production of this field for over 14 years. At the same time, we are always committed to providi
High purity 4674-50-4 low price Nootkatone Direct Manufacturer Round pomelone is a sesquiterpene ketone isolated from grapefruit peel oil and Alaskan phellodendron oil. It is a colorless or light yellow oily liquid with a melting point of 35~36 ℃
Cas:4674-50-4
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inquiryZibo Hangyu Biotechnology Development Co., Ltd is a leading manufacturer and supplier of chemicals in China. We develop produce and distribute high quality pharmaceuticals, intermediates, special chemicals and OLED intermediates and other fine chemi
Cas:4674-50-4
Min.Order:10 Gram
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inquiryWe are one of a few suppliers that can offer custom synthesis service of this product We are specialized in custom synthesis, chemical/pharmaceutical/ pesticides outsourcing and contract research. We are committed to prov
Cas:4674-50-4
Min.Order:100 Gram
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Cas:4674-50-4
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inquiryfactory?direct?saleAppearance:White Powder Storage:Store In Dry, Cool And Ventilated Place Package:25kg/drum, also according to the clients requirement Application:It is widely used as a thickener, emulsifier and stabilizer Transportation:By Sea Or B
Shandong Mopai Biotechnology Co., LTD is a leading manufacturer and supplier of chemicals in China. We develop produce and distribute high quality pharmaceuticals, intermediates, special chemicals and OLED intermediates and other fine chemicals. W
1.Applied in food field.it can improve the immune system and prolong life. 2.Appliedin cosmetic field.it can improve the skin care. 3.Applied in pharmaceutical field.it can treat various dieases. 4.Our product quality assurance will make our customer
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Cas:4674-50-4
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inquiryNootkatone is mainly used to prepare various citrus flavors. Appearance:colorless crystal Storage:cool dry place Package:1.Weight <1kg ---- Fluorinated bottle 2. 25kg ---- Drum we accept packaging customization. Application:Nootkatone is mainly us
Cas:4674-50-4
Min.Order:1 Kilogram
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Type:Trading Company
inquiryWe are a Union of chemistry in China, consists of chemists,engineers, laboratories,factories in China. We organize surplus capacity of R&D and production as well as custom synthesis for chemical products and chemical business project. We are supp
1.A strong technical force and advanced processing equipments. The quality of the products has been strictly inspected and all kinds of index have reached or exceeded domestic and international standards.2. Now we have established long-term stable re
Why is SINOWAY:1) Specialized in pharmaceutical and healthcare industrial since 19872) ISO 9001:2015 & SGS audited supplier . 3) Accept various payment terms : T.T 30-60 days.4) We have warehouse in USA with quickly shipment . Application:Herbal extr
Cas:4674-50-4
Min.Order:0
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Type:Trading Company
inquiryAcmec is a leading manufacturer and supplier of biochemical reagents and life science products. We have over 40,000 items in stock (real-time inventory) and offer discounted prices to registered members of the online store ( www.acmec.com.cn ) Appea
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Type:Lab/Research institutions
inquiryhigh quality Storage:Sealed, dry, microtherm , avoid light and smell. Package:According to the demand of customer Application:Organic synthesis Transportation:by air or by sea
ADVANTAGE:1. More than 3,000 Chinese medicine reference substances / standard products available from stock, issued on the same day, multiple cities can be delivered the next day2. The products are provided with COA, HPLC, NMR, quality assurance, pac
(4R,4aS,6R)-4,4a,5,6,7,8-Hexahydro-4,4a-dimethyl-6-(1-chloro-1-methylethyl)-2(3H)-naphthalenone
(+)-nootkatone
Conditions | Yield |
---|---|
With sodium acetate In water; acetic acid at 100℃; for 2h; | 93% |
With sodium acetate; acetic acid at 100℃; for 2h; Inert atmosphere; | 93% |
With sodium acetate; acetic acid at 100℃; for 2h; | 93% |
With aluminum oxide In hexane at 60℃; for 24h; Yield given; |
Conditions | Yield |
---|---|
Stage #1: valencene With manganese(IV) oxide In dichloromethane at -25℃; for 0.5h; Stage #2: With tert.-butylhydroperoxide In dichloromethane; water at -10℃; for 9h; Reflux; Stage #3: semicarbazide hydrochloride Further stages; | 83% |
(+)-nootkatone
Conditions | Yield |
---|---|
With Czapek-pepton medium; Pallavicinia subcilita at 30℃; for 168h; pH=7.0; | 82% |
With pyridine; tert.-butylhydroperoxide; N-hydroxy-3,4,5,6-tetrachlorophthalimide; lithium perchlorate In acetone Reagent/catalyst; Solvent; Electrochemical reaction; chemoselective reaction; | 77% |
With tert.-butylhydroperoxide; sodium chlorite In water; acetonitrile at 50℃; for 18h; Product distribution / selectivity; | 72% |
A
phthalimide
B
(+)-nootkatone
C
4α,4aα-dimethyl-6β-(1-methylethenyl)-2,3,4,4a,5,6,7,8-octahydronaphthalene-2-ol
Conditions | Yield |
---|---|
With oxygen; N-hydroxyphthalimide; cobalt nitrate; cobalt(II) acetate; cobalt(III) acetylacetonate In acetonitrile at 40℃; under 9750.98 Torr; for 3h; Product distribution / selectivity; | A n/a B 67.9% C 5.6% |
With oxygen; N-hydroxyphthalimide; cobalt(II) acetate; cobalt(III) acetylacetonate In acetonitrile at 40℃; under 9750.98 Torr; for 4h; Product distribution / selectivity; | A n/a B 53.7% C 1.4% |
(4R,4aS,6R)-2-hydroperoxy-4,4a-dimethyl-6-(prop-1-en-2-yl)-2,3,4,4a,5,6,7,8-octahydronaphthalene
A
(+)-nootkatone
B
4α,4aα-dimethyl-6β-(1-methylethenyl)-2,3,4,4a,5,6,7,8-octahydronaphthalene-2-ol
Conditions | Yield |
---|---|
With lyophilisate of Pleurotus sapidus In aq. buffer at 20℃; for 48h; pH=7.4; Enzymatic reaction; | A 16% B 7% |
β-gurjunene
B
(+)-nootkatone
Conditions | Yield |
---|---|
With culture medium of Mucor species; Czapek-pepton medium at 30℃; for 168h; | A 0.7% B 0.6% |
(4R,6R,10S)-4,10-dimethyl-6-(1‘-hydroxyisopropyl)-1-en-3,4,5,6,7,8-hexahydronaphthalen-2-one
(+)-nootkatone
Conditions | Yield |
---|---|
With pyridine; trichlorophosphate |
(4R,4aS,6R)-4,4a,5,6,7,8-Hexahydro-4,4a-dimethyl-6-(1-chloro-1-methylethyl)-2(3H)-naphthalenone
A
(4R,4aS)-(+)-4,4a-dimethyl-6-isopropylidene-4,4a,5,6,7,8-hexahydro-(3H)-naphthalen-2-one
B
(+)-nootkatone
Conditions | Yield |
---|---|
With aluminum oxide In hexane at 60℃; for 24h; |
A
(2R,4aR,8R,8aS)-2-Isopropenyl-8,8a-dimethyl-1,3,4,7,8,8a-hexahydro-2H-naphthalen-4a-ol
B
4α,4aα-dimethyl-6β-(1-methylethenyl)-2,3,4,4a,5,6,7,8-octahydronaphthalene-2β-ol
C
4α,4aα-dimethyl-6β-(1-methylethenyl)-2,3,4,4a,5,6,7,8-octahydronaphthalene-2α-ol
D
(+)-nootkatone
E
(4R,4aS,6R)-6-Isopropenyl-4,4a-dimethyl-1,2,3,4,4a,5,6,7-octahydro-naphthalen-1-ol
Conditions | Yield |
---|---|
Mechanism; Product distribution; multistep reaction: photooxygenation + reduction; reaction with triplet and singlet oxygen; |
2-Methyl-4-isopropenyl-6-n-butylthiomethylen-cyclohexanon
trans-3-penten-2-one
(+)-nootkatone
Conditions | Yield |
---|---|
(i) KOtBu, tBuOH, (ii) aq. KOH; Multistep reaction; |
Conditions | Yield |
---|---|
With copper(l) iodide In acetonitrile at 50℃; for 18h; Substitution; oxydation; | A 260 mg B 31 mg C n/a |
A
4α,4aα-dimethyl-6β-(1-methylethenyl)-2,3,4,4a,5,6,7,8-octahydronaphthalene-2α-ol
B
(+)-nootkatone
Conditions | Yield |
---|---|
With chicory; enzymes from roots of Cichorium intybus L; NADPH In ethanol for 1h; pH=7.5; Product distribution; Further Variations:; Reagents; |
B
4α,4aα-dimethyl-6β-(1-methylethenyl)-2,3,4,4a,5,6,7,8-octahydronaphthalene-2β-ol
C
(+)-nootkatone
Conditions | Yield |
---|---|
With 1,4-dihydronicotinamide adenine dinucleotide; cytochrome P450BM-3 Product distribution; Enzyme kinetics; Further Variations:; Reagents; |
A
4α,4aα-dimethyl-6β-(1-methylethenyl)-2,3,4,4a,5,6,7,8-octahydronaphthalene-2α-ol
B
(+)-nootkatone
C
9α-hydroxy-2-oxo-4α,5α,7β-eremophila-1(10),11-diene
Conditions | Yield |
---|---|
With 1,4-dihydronicotinamide adenine dinucleotide; cytochrome P450cam In ethanol Product distribution; Enzyme kinetics; Further Variations:; Reagents; |
A
4α,4aα-dimethyl-6β-(1-methylethenyl)-2,3,4,4a,5,6,7,8-octahydronaphthalene-2β-ol
B
4α,4aα-dimethyl-6β-(1-methylethenyl)-2,3,4,4a,5,6,7,8-octahydronaphthalene-2α-ol
C
(+)-nootkatone
Conditions | Yield |
---|---|
With Botryosphaeria dothidea (Ume BD8398II); Czapek-pepton medium at 30℃; for 168h; pH=7.0; | A 31 % Chromat. B 18 % Chromat. C 43 % Chromat. |
4α,4aα-dimethyl-6β-(1-methylethenyl)-2,3,4,4a,5,6,7,8-octahydronaphthalene-2β-ol
(+)-nootkatone
Conditions | Yield |
---|---|
With Chlorella pyrenoidosa for 24h; |
4α,4aα-dimethyl-6β-(1-methylethenyl)-2,3,4,4a,5,6,7,8-octahydronaphthalene-2α-ol
(+)-nootkatone
Conditions | Yield |
---|---|
With Chlorella fusca for 24h; | |
Multi-step reaction with 2 steps 1: 42 percent / p-nitrobenzoic acid; triphenylphosphine; diethyl azodicarboxylate 2: Chlorella pyrenoidosa / 24 h View Scheme |
(1R,5S)-(+)-nopinone
(+)-nootkatone
Conditions | Yield |
---|---|
Multi-step reaction with 8 steps 1: 88 percent / triethylamine / dimethylformamide / 24 h / 95 °C 2: 96 percent / TiCl4 / CH2Cl2 / 1.5 h / -78 °C 3: 90 percent / p-toluenesulfonic acid / benzene / 2 h / Heating 4: 81 percent / TiCl4 / CH2Cl2 5: 71 percent / NaNH2 / benzene 6: 1.) O3; 2.) Zn/CH3COOH / 1.) -78 deg C, 30 min; 2.) room temperature overnight. 7: 73 percent / HCl / acetic acid / 21 h / Ambient temperature 8: Al2O3 / hexane / 24 h / 60 °C View Scheme | |
Multi-step reaction with 8 steps 1: 88 percent / triethylamine / dimethylformamide / 24 h / 95 °C 2: 96 percent / TiCl4 / CH2Cl2 / 1.5 h / -78 °C 3: 90 percent / p-toluenesulfonic acid / benzene / 2 h / Heating 4: 89 percent / TiCl4 / CH2Cl2 / 2 h / -78 °C 5: 72 percent / NaNH2 / benzene / 1.) reflux, 5 h; 2.) 45 deg C, 17.5 h. 6: 1.) mercuric acetate; 2.) LiCl, PdCl2, CuCl2. / 1.) room temperature, CH3OH, 15 min; 2.) 55 deg C, CH3OH, 1 hour. 7: 73 percent / HCl / acetic acid / 21 h / Ambient temperature 8: Al2O3 / hexane / 24 h / 60 °C View Scheme | |
Multi-step reaction with 7 steps 1: 55 percent / N-methylaniline, EtMgBr / benzene; diethyl ether / 1 h / 0 °C 2: 90 percent / p-toluenesulfonic acid / benzene / 2 h / Heating 3: 81 percent / TiCl4 / CH2Cl2 4: 71 percent / NaNH2 / benzene 5: 1.) O3; 2.) Zn/CH3COOH / 1.) -78 deg C, 30 min; 2.) room temperature overnight. 6: 73 percent / HCl / acetic acid / 21 h / Ambient temperature 7: Al2O3 / hexane / 24 h / 60 °C View Scheme |
(1R,3S,5R)-3-<(1R)-1-Methyl-3-oxobutyl>-3,6,6-trimethylbicyclo<3.1.1>heptan-2-one
(+)-nootkatone
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 73 percent / HCl / acetic acid / 21 h / Ambient temperature 2: Al2O3 / hexane / 24 h / 60 °C View Scheme | |
Multi-step reaction with 2 steps 1: acetic acid; hydrogenchloride / 21 h / 20 °C / Inert atmosphere 2: acetic acid; sodium acetate / 2 h / 100 °C View Scheme |
(1R,3R,5R)-6,6-Dimethyl-3-(1-hydroxyethyl)bicyclo<3.1.1>heptan-2-one
(+)-nootkatone
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1: 90 percent / p-toluenesulfonic acid / benzene / 2 h / Heating 2: 81 percent / TiCl4 / CH2Cl2 3: 71 percent / NaNH2 / benzene 4: 1.) O3; 2.) Zn/CH3COOH / 1.) -78 deg C, 30 min; 2.) room temperature overnight. 5: 73 percent / HCl / acetic acid / 21 h / Ambient temperature 6: Al2O3 / hexane / 24 h / 60 °C View Scheme | |
Multi-step reaction with 6 steps 1: 90 percent / p-toluenesulfonic acid / benzene / 2 h / Heating 2: 89 percent / TiCl4 / CH2Cl2 / 2 h / -78 °C 3: 72 percent / NaNH2 / benzene / 1.) reflux, 5 h; 2.) 45 deg C, 17.5 h. 4: 1.) mercuric acetate; 2.) LiCl, PdCl2, CuCl2. / 1.) room temperature, CH3OH, 15 min; 2.) 55 deg C, CH3OH, 1 hour. 5: 73 percent / HCl / acetic acid / 21 h / Ambient temperature 6: Al2O3 / hexane / 24 h / 60 °C View Scheme |
(1R,5R)-6,6-Dimethyl-2-<(trimethylsilyl)oxy>bicyclo<3.1.1>hept-2-ene
(+)-nootkatone
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1: 96 percent / TiCl4 / CH2Cl2 / 1.5 h / -78 °C 2: 90 percent / p-toluenesulfonic acid / benzene / 2 h / Heating 3: 81 percent / TiCl4 / CH2Cl2 4: 71 percent / NaNH2 / benzene 5: 1.) O3; 2.) Zn/CH3COOH / 1.) -78 deg C, 30 min; 2.) room temperature overnight. 6: 73 percent / HCl / acetic acid / 21 h / Ambient temperature 7: Al2O3 / hexane / 24 h / 60 °C View Scheme | |
Multi-step reaction with 7 steps 1: 96 percent / TiCl4 / CH2Cl2 / 1.5 h / -78 °C 2: 90 percent / p-toluenesulfonic acid / benzene / 2 h / Heating 3: 89 percent / TiCl4 / CH2Cl2 / 2 h / -78 °C 4: 72 percent / NaNH2 / benzene / 1.) reflux, 5 h; 2.) 45 deg C, 17.5 h. 5: 1.) mercuric acetate; 2.) LiCl, PdCl2, CuCl2. / 1.) room temperature, CH3OH, 15 min; 2.) 55 deg C, CH3OH, 1 hour. 6: 73 percent / HCl / acetic acid / 21 h / Ambient temperature 7: Al2O3 / hexane / 24 h / 60 °C View Scheme |
(1R,3S,5S)-6,6-Dimethyl-3-<1-methyl-3-butenyl>bicyclo<3.1.1>heptan-2-one
(+)-nootkatone
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 72 percent / NaNH2 / benzene / 1.) reflux, 5 h; 2.) 45 deg C, 17.5 h. 2: 1.) mercuric acetate; 2.) LiCl, PdCl2, CuCl2. / 1.) room temperature, CH3OH, 15 min; 2.) 55 deg C, CH3OH, 1 hour. 3: 73 percent / HCl / acetic acid / 21 h / Ambient temperature 4: Al2O3 / hexane / 24 h / 60 °C View Scheme |
(1R,3S,5S)-6,6-Dimethyl-3-<1-methyl-3-methyl-3-butenyl>bicyclo<3.1.1.>heptan-2-one
(+)-nootkatone
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 71 percent / NaNH2 / benzene 2: 1.) O3; 2.) Zn/CH3COOH / 1.) -78 deg C, 30 min; 2.) room temperature overnight. 3: 73 percent / HCl / acetic acid / 21 h / Ambient temperature 4: Al2O3 / hexane / 24 h / 60 °C View Scheme |
(1R,3S,5R)-3-<1-Methyl-3-butenyl>-3,6,6-trimethylbicyclo<3.1.1>heptan-2-one
(+)-nootkatone
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 1.) mercuric acetate; 2.) LiCl, PdCl2, CuCl2. / 1.) room temperature, CH3OH, 15 min; 2.) 55 deg C, CH3OH, 1 hour. 2: 73 percent / HCl / acetic acid / 21 h / Ambient temperature 3: Al2O3 / hexane / 24 h / 60 °C View Scheme |
(1R,3S,5R)-3-<1-Methyl-3-methyl-3-butenyl>-3,6,6-trimethylbicyclo<3.1.1>heptan-2-one
(+)-nootkatone
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 1.) O3; 2.) Zn/CH3COOH / 1.) -78 deg C, 30 min; 2.) room temperature overnight. 2: 73 percent / HCl / acetic acid / 21 h / Ambient temperature 3: Al2O3 / hexane / 24 h / 60 °C View Scheme |
(1R,5R)-6,6-Dimethyl-3-(Z)-ethylidenebicyclo<3.1.1>heptan-2-one
(+)-nootkatone
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1: p-toluenesulfonic acid monohydrate / ethanol / 3 h / Ambient temperature 2: 81 percent / TiCl4 / CH2Cl2 3: 71 percent / NaNH2 / benzene 4: 1.) O3; 2.) Zn/CH3COOH / 1.) -78 deg C, 30 min; 2.) room temperature overnight. 5: 73 percent / HCl / acetic acid / 21 h / Ambient temperature 6: Al2O3 / hexane / 24 h / 60 °C View Scheme | |
Multi-step reaction with 6 steps 1: p-toluenesulfonic acid monohydrate / ethanol / 3 h / Ambient temperature 2: 89 percent / TiCl4 / CH2Cl2 / 2 h / -78 °C 3: 72 percent / NaNH2 / benzene / 1.) reflux, 5 h; 2.) 45 deg C, 17.5 h. 4: 1.) mercuric acetate; 2.) LiCl, PdCl2, CuCl2. / 1.) room temperature, CH3OH, 15 min; 2.) 55 deg C, CH3OH, 1 hour. 5: 73 percent / HCl / acetic acid / 21 h / Ambient temperature 6: Al2O3 / hexane / 24 h / 60 °C View Scheme |
(1R,5R)-6,6-Dimethyl-3-(E)-ethylidenebicyclo<3.1.1>heptan-2-one
(+)-nootkatone
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: 81 percent / TiCl4 / CH2Cl2 2: 71 percent / NaNH2 / benzene 3: 1.) O3; 2.) Zn/CH3COOH / 1.) -78 deg C, 30 min; 2.) room temperature overnight. 4: 73 percent / HCl / acetic acid / 21 h / Ambient temperature 5: Al2O3 / hexane / 24 h / 60 °C View Scheme | |
Multi-step reaction with 5 steps 1: 89 percent / TiCl4 / CH2Cl2 / 2 h / -78 °C 2: 72 percent / NaNH2 / benzene / 1.) reflux, 5 h; 2.) 45 deg C, 17.5 h. 3: 1.) mercuric acetate; 2.) LiCl, PdCl2, CuCl2. / 1.) room temperature, CH3OH, 15 min; 2.) 55 deg C, CH3OH, 1 hour. 4: 73 percent / HCl / acetic acid / 21 h / Ambient temperature 5: Al2O3 / hexane / 24 h / 60 °C View Scheme | |
Multi-step reaction with 6 steps 1.1: magnesium / tetrahydrofuran / 0.5 h / Reflux 1.2: -78 °C 2.1: potassium hydride; 18-crown-6 ether / tetrahydrofuran / 6 h / 0 °C / Inert atmosphere 3.1: sodium amide / benzene / 5 h / Inert atmosphere; Reflux 3.2: 17.5 h / 45 °C 4.1: acetic acid; zinc / dichloromethane / 5 h / -78 - 30 °C / Inert atmosphere 5.1: acetic acid; hydrogenchloride / 21 h / 20 °C / Inert atmosphere 6.1: acetic acid; sodium acetate / 2 h / 100 °C View Scheme |
2-Methyl-4-isopropenyl-6-hydroxymethylen-cyclohexanon
(+)-nootkatone
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: TsOH 2: (i) KOtBu, tBuOH, (ii) aq. KOH View Scheme |
(+)-(2R,4R)-2-methyl-4-isopropenylcyclohexanone
(+)-nootkatone
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: NaOMe, MeOH 2: TsOH 3: (i) KOtBu, tBuOH, (ii) aq. KOH View Scheme |
(+)-nootkatone
4α,4aα-dimethyl-6β-(1-methylethenyl)-2,3,4,4a,5,6,7,8-octahydronaphthalene-2-ol
Conditions | Yield |
---|---|
With sodium tetrahydroborate In methanol at 0℃; for 4.33333h; Time; | 98.3% |
(+)-nootkatone
6-isopropyl-4,4a-dimethyl-4a,5,6,7,8,8a-hexahydronaphthalen-2(1H)-one
Conditions | Yield |
---|---|
With Wilkinson's catalyst; hydrogen In benzene at 20℃; for 8h; | 96% |
With Wilkinson's catalyst; hydrogen In benzene for 14h; Ambient temperature; | 81% |
With Wilkinson's catalyst; hydrogen In benzene for 14h; Ambient temperature; | 81% |
With tris(triphenylphosphine)rhodium(l) chloride; hydrogen In benzene for 8h; | |
With Wilkinson's catalyst; hydrogen under 5250.53 Torr; for 2h; |
(+)-nootkatone
6-isopropenyl-4,4a-dimethyl-3,4,5,6,7,8-hexahydro-1aH-naphtho[1,8a-b]oxiren-2-one
Conditions | Yield |
---|---|
With dihydrogen peroxide; sodium hydroxide | 96% |
(+)-nootkatone
lithium tetramethyl alanate
Conditions | Yield |
---|---|
copper(I) bromide In tetrahydrofuran; diethyl ether 0.5 h at 0 deg C, 6 h at room temp.; | 94% |
(+)-nootkatone
acetylenemagnesium bromide
(3R,4aS,5R)-7-ethynyl-4a,5-dimethyl-3-(prop-1-en-2-yl)-1,2,3,4,4a,5-hexahydronaphthalene
Conditions | Yield |
---|---|
Stage #1: (+)-nootkatone With N,N-phenylbistrifluoromethane-sulfonimide; lithium hexamethyldisilazane at -78℃; Inert atmosphere; Stage #2: acetylenemagnesium bromide With tetrakis(triphenylphosphine) palladium(0) at 20℃; Inert atmosphere; | 94% |
(+)-nootkatone
Conditions | Yield |
---|---|
With HO4S(1-)*K(1+)*13FH In 1,2-dichloro-ethane at 0 - 20℃; for 2h; regioselective reaction; | 94% |
(+)-nootkatone
(+)-cis-4,4a-dimethyl-4,4a,5,6,7,8-hexahydro-2-(3H)-naphthalenone
Conditions | Yield |
---|---|
Stage #1: (+)-nootkatone With methanol; ozone Stage #2: With ferrous(II) sulfate heptahydrate; thiophenol at -78 - 20℃; for 0.5h; | 94% |
(+)-nootkatone
4α,4aα-dimethyl-6β-(1-methylethenyl)-2,3,4,4a,5,6,7,8-octahydronaphthalene-2α-ol
Conditions | Yield |
---|---|
With sodium tetrahydroborate; cerium(III) chloride heptahydrate In methanol at 23℃; for 0.166667h; Inert atmosphere; | 91% |
With sodium tetrahydroborate; cerium(III) chloride | 87% |
With sodium tetrahydroborate; cerium(III) chloride In ethanol at 20℃; for 1h; | 82.7% |
(+)-nootkatone
Conditions | Yield |
---|---|
With C26H24Cl2P2(2+)*CH2Cl2*2C2H4Cl2*Cl5Sb(2-); water In nitromethane at 23℃; for 16h; Inert atmosphere; | 91% |
Conditions | Yield |
---|---|
copper(I) bromide In tetrahydrofuran for 22h; Ambient temperature; | A 90% B 2% |
bis(acetylacetonate)nickel(II) In tetrahydrofuran for 4.5h; Ambient temperature; | A 17% B 77% |
Conditions | Yield |
---|---|
Stage #1: (+)-nootkatone With 2,6-dimethylpyridine; trifluoromethylsulfonic anhydride at 20℃; Inert atmosphere; Stage #2: acetylenemagnesium bromide With tetrakis(triphenylphosphine) palladium(0) at 20℃; Inert atmosphere; | 88% |
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