Product Name: Tabersonine Chemical Name: Aspidospermidine-3-carboxylic Acid, 2, 3, 6, 7-tetradehydro-, Methyl Seter Part Used: Seed Active Ingredients: Tabersonine CAS No. : 4429-63-4 [EINECS NO.]: 224-615-0 Molecular Formula: C21H24N2O2
Cas:4429-63-4
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Cas:4429-63-4
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inquiry1. Factory price and high quality must be guaranteed, base on 8 years of production and R&D experience2. Free samples will be provided,ensure specifications and quality are right for customer3. Customers will receive the most professional technical s
Cas:4429-63-4
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inquiryShanghai Seasonsgreen Chemical is a high-tech research and development, production, sale and custom synthesis set in one high-tech chemical products enterprises. Our sales and marketing division is located in Shanghai, serving international pharmaceu
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Our Advantage Rich Experience Our products are sold all over Europe,North&South America, Sino-East, Asia and pacific area as well as Africa,we establish long term. Quality service Company cooperates with research institutes. We strictly con
Cas:4429-63-4
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inquiryOur company was built in 2009 with an ISO certificate.In the past 5 years, we have grown up as a famous fine chemicals supplier in China and we had established stable business relationships with Samsung,LG,Merck,Thermo Fisher Scientific and so on.O
Cas:4429-63-4
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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:4429-63-4
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inquiry1.No Less 8 years exporting experience. Clients 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 Specialized
Cas:4429-63-4
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Cas:4429-63-4
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inquiryTABERSONINE CAS: 4429-63-4 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
Cas:4429-63-4
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inquiryHello, dear friend! I'm Hansen and Allen from China. Welcome to my lookchem mall! The following is a brief introduction of our company's products and services. If you are interested in our products, please contact us by emai
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Cas:4429-63-4
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inquiryHenan Wentao Chemical Product Co.,Ltd is Located in Zhengzhou High-tech Development Zone with import and export license, We passed ISO 9001:2008 as well, Henan Wentao has developed more than 1000 compounds, which are widely used in the fields of prod
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inquiryChengdu Biopurify Phytochemicals 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 Medic
Factory direct sales, accept customization. (-)-Tabersonine is one of the terpenoid indole alkaloids (TIAs) from Catharanthus roseus. (-)-Tabersonine shows hypotensive activity, anti-tumor activity, hypoglycemic, diuretic activity. Kind Pharma has
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Our Advantages Production: Advanced chemical equipment with years of experience.Staffs for producing various extract products. Quality Control:A complete set of Testing Professional and Analysis Equipment ensures the Quality Requirements and Speci
Cas:4429-63-4
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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:4429-63-4
Min.Order:10 Gram
FOB Price: $100.0
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inquiryProduct Details Grade: pharmaceutical grade Purity:99%+ ProductionCapacity: 1000 Kilogram/Month Scope of use: For scientific research only(The product must be used legally) Our Advantage 1. Best quality with competitive price. 2. Quick shipping,
Cas:4429-63-4
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inquiryOur Advantages A. International Top level TechnologyOur company owned biomedicine experts are famous at home and abroad with rich experience in research and development in the field of efficient chiral functional molecules research and development an
GMP standard, high purity, competitive price, in stock 1. Quick Response: within 6 hours after receiving your email. 2. Quality Guarantee: All products are strictly tested by our QC, confirmed by QA, and approved by a third-party lab in China, USA,
HK Luyunjia Chemical Industry Co.,Ltd is a high-tech company specializing in R&D and manufacturing of photoinitiators monomers and oligomers, UV absorbers and pharmaceutical intermediates, and pharmaceutical intermediates of generic drug. and
Cas:4429-63-4
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Cas:4429-63-4
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inquiry1.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
Cas:4429-63-4
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inquiry19-Iodo-tabersonine
tabersonine
Conditions | Yield |
---|---|
With sodium hydroxide; hydrogen; nickel In methanol at 0℃; for 0.0833333h; | 90% |
methyl (2S,3aR,3a1S,10bR)-3a-ethyl-2-hydroxy-2,3,3a,3a1,4,6,11,12-octahydro-1H-indolizino-[8,1-cd]carbazole-5-carboxylate
tabersonine
Conditions | Yield |
---|---|
With triphenylphosphine In tetrachloromethane; acetonitrile at 70℃; for 0.5h; | 73% |
With triphenylphosphine In tetrachloromethane; acetonitrile at 70℃; for 0.5h; | 71% |
With triphenylphosphine In tetrachloromethane; acetonitrile at 70℃; for 0.5h; Inert atmosphere; | 64% |
methyl cyanoformate
(-)-1,2,14,15-tetradehydroaspidospermidine
tabersonine
Conditions | Yield |
---|---|
Stage #1: (-)-1,2,14,15-tetradehydroaspidospermidine With n-butyllithium; diisopropylamine In tetrahydrofuran; hexane at -78 - 0℃; for 1h; Inert atmosphere; Stage #2: methyl cyanoformate In tetrahydrofuran; hexane at -78℃; for 1h; Inert atmosphere; | 73% |
With lithium diisopropyl amide In tetrahydrofuran at -78℃; | 73% |
Conditions | Yield |
---|---|
In acetonitrile at 30℃; Irradiation; Title compound not separated from byproducts; | A n/a B 10% |
(S)-3a-Ethyl-2-hydroxy-2,3,3a,4,6,11,12,12b-octahydro-1H-6,12a-diaza-indeno[7,1-cd]fluorene-5-carboxylic acid methyl ester
tabersonine
Conditions | Yield |
---|---|
With tetrachloromethane; triphenylphosphine In acetonitrile |
tabersonine N4-oxide
tabersonine
Conditions | Yield |
---|---|
With iron(II) sulfate for 0.25h; Heating; | 0.5 mg |
16-epi-19-S-vindolinine
tabersonine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 70 percent / 10percent Na2CO3, I2 / tetrahydrofuran; H2O / 1 h / Ambient temperature 2: 90 percent / H2, NaOH / Raney Nickel / methanol / 0.08 h / 0 °C View Scheme |
5-chloro-2-ethyl-(4S)-hydroxypentanal lactol
tabersonine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 1.) boric acid, 2.) triethylamine / 1.) methanol, reflux, 24 h, 2.) methanol, reflux, 12 h 2: 71 percent / triphenylphosphine / acetonitrile; CCl4 / 0.5 h / 70 °C View Scheme |
methyl 1,2,3,4,5,6-hexahydroazepino<4,5-b>indole-5-carboxylate
tabersonine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 1.) boric acid, 2.) triethylamine / 1.) methanol, reflux, 24 h, 2.) methanol, reflux, 12 h 2: 71 percent / triphenylphosphine / acetonitrile; CCl4 / 0.5 h / 70 °C View Scheme |
1-(benzenesulfonyl)-2-methyl-1H-indole-3-carbaldehyde
tabersonine
Conditions | Yield |
---|---|
Multi-step reaction with 11 steps 1.1: titanium(IV) tetraethanolate / tetrahydrofuran / 24 h / 20 °C / Inert atmosphere 2.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere 2.2: 2 h / -78 °C / Inert atmosphere 3.1: lithium hexamethyldisilazane / N,N-dimethyl-formamide / 0.67 h / -15 °C / Inert atmosphere 3.2: 2 h / -15 °C / Inert atmosphere 4.1: diisobutylaluminium hydride / dichloromethane / 1 h / 0 °C / Inert atmosphere 5.1: Dess-Martin periodane; sodium hydrogencarbonate / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere 6.1: n-butyllithium / tetrahydrofuran; hexane / 0.67 h / -78 - 0 °C / Inert atmosphere 6.2: 2 h / -78 - 20 °C / Inert atmosphere 7.1: Hoveyda-Grubbs catalyst second generation / dichloromethane / 48 h / 20 °C / Inert atmosphere 8.1: hydrogenchloride / methanol; water / 0 °C / Inert atmosphere 9.1: sodium carbonate / ethanol / 24 h / 85 °C / Inert atmosphere 10.1: potassium tert-butylate / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere 11.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 1 h / -78 - 0 °C / Inert atmosphere 11.2: 1 h / -78 °C / Inert atmosphere View Scheme |
tabersonine
Conditions | Yield |
---|---|
Multi-step reaction with 10 steps 1.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere 1.2: 2 h / -78 °C / Inert atmosphere 2.1: lithium hexamethyldisilazane / N,N-dimethyl-formamide / 0.67 h / -15 °C / Inert atmosphere 2.2: 2 h / -15 °C / Inert atmosphere 3.1: diisobutylaluminium hydride / dichloromethane / 1 h / 0 °C / Inert atmosphere 4.1: Dess-Martin periodane; sodium hydrogencarbonate / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere 5.1: n-butyllithium / tetrahydrofuran; hexane / 0.67 h / -78 - 0 °C / Inert atmosphere 5.2: 2 h / -78 - 20 °C / Inert atmosphere 6.1: Hoveyda-Grubbs catalyst second generation / dichloromethane / 48 h / 20 °C / Inert atmosphere 7.1: hydrogenchloride / methanol; water / 0 °C / Inert atmosphere 8.1: sodium carbonate / ethanol / 24 h / 85 °C / Inert atmosphere 9.1: potassium tert-butylate / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere 10.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 1 h / -78 - 0 °C / Inert atmosphere 10.2: 1 h / -78 °C / Inert atmosphere View Scheme |
C26H32N2O5S2
tabersonine
Conditions | Yield |
---|---|
Multi-step reaction with 9 steps 1.1: lithium hexamethyldisilazane / N,N-dimethyl-formamide / 0.67 h / -15 °C / Inert atmosphere 1.2: 2 h / -15 °C / Inert atmosphere 2.1: diisobutylaluminium hydride / dichloromethane / 1 h / 0 °C / Inert atmosphere 3.1: Dess-Martin periodane; sodium hydrogencarbonate / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere 4.1: n-butyllithium / tetrahydrofuran; hexane / 0.67 h / -78 - 0 °C / Inert atmosphere 4.2: 2 h / -78 - 20 °C / Inert atmosphere 5.1: Hoveyda-Grubbs catalyst second generation / dichloromethane / 48 h / 20 °C / Inert atmosphere 6.1: hydrogenchloride / methanol; water / 0 °C / Inert atmosphere 7.1: sodium carbonate / ethanol / 24 h / 85 °C / Inert atmosphere 8.1: potassium tert-butylate / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere 9.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 1 h / -78 - 0 °C / Inert atmosphere 9.2: 1 h / -78 °C / Inert atmosphere View Scheme |
C29H36N2O5S2
tabersonine
Conditions | Yield |
---|---|
Multi-step reaction with 8 steps 1.1: diisobutylaluminium hydride / dichloromethane / 1 h / 0 °C / Inert atmosphere 2.1: Dess-Martin periodane; sodium hydrogencarbonate / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere 3.1: n-butyllithium / tetrahydrofuran; hexane / 0.67 h / -78 - 0 °C / Inert atmosphere 3.2: 2 h / -78 - 20 °C / Inert atmosphere 4.1: Hoveyda-Grubbs catalyst second generation / dichloromethane / 48 h / 20 °C / Inert atmosphere 5.1: hydrogenchloride / methanol; water / 0 °C / Inert atmosphere 6.1: sodium carbonate / ethanol / 24 h / 85 °C / Inert atmosphere 7.1: potassium tert-butylate / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere 8.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 1 h / -78 - 0 °C / Inert atmosphere 8.2: 1 h / -78 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 5 steps 1.1: diisobutylaluminium hydride / dichloromethane / -78 °C 1.2: 0 - 20 °C 2.1: Methylenetriphenylphosphorane / -78 - 20 °C 2.2: 20 °C 3.1: hydrogenchloride / water 3.2: Reflux 4.1: potassium tert-butylate / tetrahydrofuran / 0 °C 5.1: lithium diisopropyl amide / tetrahydrofuran / -78 °C View Scheme |
C28H36N2O4S2
tabersonine
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1.1: Dess-Martin periodane; sodium hydrogencarbonate / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere 2.1: n-butyllithium / tetrahydrofuran; hexane / 0.67 h / -78 - 0 °C / Inert atmosphere 2.2: 2 h / -78 - 20 °C / Inert atmosphere 3.1: Hoveyda-Grubbs catalyst second generation / dichloromethane / 48 h / 20 °C / Inert atmosphere 4.1: hydrogenchloride / methanol; water / 0 °C / Inert atmosphere 5.1: sodium carbonate / ethanol / 24 h / 85 °C / Inert atmosphere 6.1: potassium tert-butylate / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere 7.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 1 h / -78 - 0 °C / Inert atmosphere 7.2: 1 h / -78 °C / Inert atmosphere View Scheme |
C28H34N2O4S2
tabersonine
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1.1: n-butyllithium / tetrahydrofuran; hexane / 0.67 h / -78 - 0 °C / Inert atmosphere 1.2: 2 h / -78 - 20 °C / Inert atmosphere 2.1: Hoveyda-Grubbs catalyst second generation / dichloromethane / 48 h / 20 °C / Inert atmosphere 3.1: hydrogenchloride / methanol; water / 0 °C / Inert atmosphere 4.1: sodium carbonate / ethanol / 24 h / 85 °C / Inert atmosphere 5.1: potassium tert-butylate / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere 6.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 1 h / -78 - 0 °C / Inert atmosphere 6.2: 1 h / -78 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 4 steps 1.1: Methylenetriphenylphosphorane / -78 - 20 °C 1.2: 20 °C 2.1: hydrogenchloride / water 2.2: Reflux 3.1: potassium tert-butylate / tetrahydrofuran / 0 °C 4.1: lithium diisopropyl amide / tetrahydrofuran / -78 °C View Scheme |
C29H36N2O3S2
tabersonine
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: Hoveyda-Grubbs catalyst second generation / dichloromethane / 48 h / 20 °C / Inert atmosphere 2.1: hydrogenchloride / methanol; water / 0 °C / Inert atmosphere 3.1: sodium carbonate / ethanol / 24 h / 85 °C / Inert atmosphere 4.1: potassium tert-butylate / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere 5.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 1 h / -78 - 0 °C / Inert atmosphere 5.2: 1 h / -78 °C / Inert atmosphere View Scheme |
C27H32N2O3S2
tabersonine
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: hydrogenchloride / methanol; water / 0 °C / Inert atmosphere 2.1: sodium carbonate / ethanol / 24 h / 85 °C / Inert atmosphere 3.1: potassium tert-butylate / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere 4.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 1 h / -78 - 0 °C / Inert atmosphere 4.2: 1 h / -78 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 3 steps 1.1: hydrogenchloride / water 1.2: Reflux 2.1: potassium tert-butylate / tetrahydrofuran / 0 °C 3.1: lithium diisopropyl amide / tetrahydrofuran / -78 °C View Scheme |
C23H24N2O2S
tabersonine
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: sodium carbonate / ethanol / 24 h / 85 °C / Inert atmosphere 2.1: potassium tert-butylate / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere 3.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 1 h / -78 - 0 °C / Inert atmosphere 3.2: 1 h / -78 °C / Inert atmosphere View Scheme |
C25H28N2O3S
tabersonine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: potassium tert-butylate / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere 2.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 1 h / -78 - 0 °C / Inert atmosphere 2.2: 1 h / -78 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 2 steps 1: potassium tert-butylate / tetrahydrofuran / 0 °C 2: lithium diisopropyl amide / tetrahydrofuran / -78 °C View Scheme |
tabersonine
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1.1: sodium hydride; 1H-imidazole / tetrahydrofuran 2.1: lithium hexamethyldisilazane / tetrahydrofuran / -78 °C 3.1: N,N-dimethyl-formamide / -78 - 20 °C 4.1: Methylenetriphenylphosphorane / -78 - 20 °C 4.2: 20 °C 5.1: hydrogenchloride / water 5.2: Reflux 6.1: potassium tert-butylate / tetrahydrofuran / 0 °C 7.1: lithium diisopropyl amide / tetrahydrofuran / -78 °C View Scheme | |
Multi-step reaction with 8 steps 1.1: sodium hydride; 1H-imidazole / tetrahydrofuran 2.1: lithium hexamethyldisilazane / tetrahydrofuran / -78 °C 3.1: lithium hexamethyldisilazane / N,N-dimethyl-formamide / -78 - 20 °C 4.1: diisobutylaluminium hydride / dichloromethane / -78 °C 4.2: 0 - 20 °C 5.1: Methylenetriphenylphosphorane / -78 - 20 °C 5.2: 20 °C 6.1: hydrogenchloride / water 6.2: Reflux 7.1: potassium tert-butylate / tetrahydrofuran / 0 °C 8.1: lithium diisopropyl amide / tetrahydrofuran / -78 °C View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 8 steps 1.1: titanium(IV) tetraethanolate / tetrahydrofuran / 24 h / 70 °C 2.1: sodium hydride; 1H-imidazole / tetrahydrofuran 3.1: lithium hexamethyldisilazane / tetrahydrofuran / -78 °C 4.1: N,N-dimethyl-formamide / -78 - 20 °C 5.1: Methylenetriphenylphosphorane / -78 - 20 °C 5.2: 20 °C 6.1: hydrogenchloride / water 6.2: Reflux 7.1: potassium tert-butylate / tetrahydrofuran / 0 °C 8.1: lithium diisopropyl amide / tetrahydrofuran / -78 °C View Scheme | |
Multi-step reaction with 9 steps 1.1: titanium(IV) tetraethanolate / tetrahydrofuran / 24 h / 70 °C 2.1: sodium hydride; 1H-imidazole / tetrahydrofuran 3.1: lithium hexamethyldisilazane / tetrahydrofuran / -78 °C 4.1: lithium hexamethyldisilazane / N,N-dimethyl-formamide / -78 - 20 °C 5.1: diisobutylaluminium hydride / dichloromethane / -78 °C 5.2: 0 - 20 °C 6.1: Methylenetriphenylphosphorane / -78 - 20 °C 6.2: 20 °C 7.1: hydrogenchloride / water 7.2: Reflux 8.1: potassium tert-butylate / tetrahydrofuran / 0 °C 9.1: lithium diisopropyl amide / tetrahydrofuran / -78 °C View Scheme |
tabersonine
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1.1: lithium hexamethyldisilazane / tetrahydrofuran / -78 °C 2.1: N,N-dimethyl-formamide / -78 - 20 °C 3.1: Methylenetriphenylphosphorane / -78 - 20 °C 3.2: 20 °C 4.1: hydrogenchloride / water 4.2: Reflux 5.1: potassium tert-butylate / tetrahydrofuran / 0 °C 6.1: lithium diisopropyl amide / tetrahydrofuran / -78 °C View Scheme | |
Multi-step reaction with 7 steps 1.1: lithium hexamethyldisilazane / tetrahydrofuran / -78 °C 2.1: lithium hexamethyldisilazane / N,N-dimethyl-formamide / -78 - 20 °C 3.1: diisobutylaluminium hydride / dichloromethane / -78 °C 3.2: 0 - 20 °C 4.1: Methylenetriphenylphosphorane / -78 - 20 °C 4.2: 20 °C 5.1: hydrogenchloride / water 5.2: Reflux 6.1: potassium tert-butylate / tetrahydrofuran / 0 °C 7.1: lithium diisopropyl amide / tetrahydrofuran / -78 °C View Scheme |
tabersonine
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1.1: lithium hexamethyldisilazane / N,N-dimethyl-formamide / -78 - 20 °C 2.1: diisobutylaluminium hydride / dichloromethane / -78 °C 2.2: 0 - 20 °C 3.1: Methylenetriphenylphosphorane / -78 - 20 °C 3.2: 20 °C 4.1: hydrogenchloride / water 4.2: Reflux 5.1: potassium tert-butylate / tetrahydrofuran / 0 °C 6.1: lithium diisopropyl amide / tetrahydrofuran / -78 °C View Scheme |
tabersonine
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: N,N-dimethyl-formamide / -78 - 20 °C 2.1: Methylenetriphenylphosphorane / -78 - 20 °C 2.2: 20 °C 3.1: hydrogenchloride / water 3.2: Reflux 4.1: potassium tert-butylate / tetrahydrofuran / 0 °C 5.1: lithium diisopropyl amide / tetrahydrofuran / -78 °C View Scheme |
tabersonine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: tetrabutyl ammonium fluoride / tetrahydrofuran / 8 h / 0 - 20 °C / Inert atmosphere 2: triphenylphosphine / acetonitrile; tetrachloromethane / 0.5 h / 70 °C / Inert atmosphere View Scheme |
tabersonine
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: T. iboga precondylocarpine acetate synthase 1; FAD / aq. buffer / 2 h / 37 °C / pH 9.5 / Enzymatic reaction 2: NADPH / aq. buffer / 1 h / 37 °C / pH 9.5 / Enzymatic reaction 3: NADPH / aq. buffer / pH 9.5 / Enzymatic reaction View Scheme |
tabersonine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: NADPH / aq. buffer / 1 h / 37 °C / pH 9.5 / Enzymatic reaction 2: NADPH / aq. buffer / pH 9.5 / Enzymatic reaction View Scheme |
tabersonine
Conditions | Yield |
---|---|
With NADPH In aq. buffer pH=9.5; Reagent/catalyst; Enzymatic reaction; |
tabersonine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: pyridine / 20 °C 1.2: 4 h / 20 °C 2.1: flavin adenine dinucleotide; precondylocarpine acetate synthase; dehydroprecondyiocarpine acetate synthase; tabersonine synthase / methanol / pH 8.5 / Enzymatic reaction View Scheme | |
Multi-step reaction with 3 steps 1.1: pyridine / 20 °C 1.2: 4 h / 20 °C 2.1: platinum; oxygen / ethyl acetate / 20 °C 3.1: NADPH; dehydroprecondyiocarpine acetate synthase; tabersonine synthase / methanol / 1 h / 37 °C / pH 7.5 / Enzymatic reaction View Scheme | |
Multi-step reaction with 3 steps 1.1: pyridine / 20 °C 1.2: 4 h / 20 °C 2.1: flavin adenine dinucleotide; precondylocarpine acetate synthase; dehydroprecondyiocarpine acetate synthase / methanol / pH 8.5 / Enzymatic reaction 3.1: NADPH; dehydroprecondyiocarpine acetate synthase; tabersonine synthase / methanol / 1 h / 37 °C / pH 7.5 / Enzymatic reaction View Scheme |
tabersonine
Conditions | Yield |
---|---|
With dehydroprecondyiocarpine acetate synthase; precondylocarpine acetate synthase; tabersonine synthase; flavin adenine dinucleotide In methanol pH=8.5; Enzymatic reaction; | |
Multi-step reaction with 2 steps 1: platinum; oxygen / ethyl acetate / 20 °C 2: NADPH; dehydroprecondyiocarpine acetate synthase; tabersonine synthase / methanol / 1 h / 37 °C / pH 7.5 / Enzymatic reaction View Scheme |
tabersonine
dihydro-2β,16β tabersonine
Conditions | Yield |
---|---|
With sodium cyanoborohydride; acetic acid In methanol; water at 20℃; for 20h; Inert atmosphere; | 100% |
With hydrogenchloride; zinc In methanol for 3h; Heating; | 76% |
With sodium cyanoborohydride In propionic acid for 0.166667h; Ambient temperature; |
tabersonine
Conditions | Yield |
---|---|
With N-iodo-succinimide; trifluoroacetic acid at 20℃; for 3h; | 98% |
With N-iodo-succinimide |
Conditions | Yield |
---|---|
Stage #1: tabersonine With ammonium hydroxide In Petroleum ether at 20℃; for 0.5h; Stage #2: With palladium on activated charcoal; hydrogen In methanol at 20℃; under 760.051 Torr; for 7h; Solvent; Temperature; | 95.4% |
With platinum(IV) oxide; hydrogen In ethyl acetate for 16h; Inert atmosphere; | 81% |
With platinum(IV) oxide; hydrogen In ethyl acetate | 81% |
With hydrogen; palladium | |
With palladium 10% on activated carbon; hydrogen In tetrahydrofuran at 35 - 45℃; under 3000.3 - 3750.38 Torr; |
tabersonine
decarbomethoxytabersonine
Conditions | Yield |
---|---|
With hydrogenchloride at 110℃; | 94% |
tabersonine
(-)-17-hydroxytabersonine
Conditions | Yield |
---|---|
With triphenylphosphine In tetrachloromethane; acetonitrile at 70℃; for 0.5h; | 93% |
With benzeneseleninic anhydride In benzene at 60℃; for 0.5h; | 93% |
Conditions | Yield |
---|---|
With sodium methylate In methanol at 50℃; for 24h; | A 3% B 92% |
Conditions | Yield |
---|---|
Stage #1: tabersonine With dmap; sodium hydride In tetrahydrofuran; N,N-dimethyl-formamide at 0℃; for 1h; Stage #2: 2,2,2-Trichloroethyl chloroformate In tetrahydrofuran; N,N-dimethyl-formamide at 20℃; for 3h; | 92% |
tabersonine
methyl 15-bromo-2,3,6,7-tetrahydro-(5α,12β,19α)-aspidospermidine-3-carboxylate
Conditions | Yield |
---|---|
With N-Bromosuccinimide; acetic acid at 20℃; for 4h; | 91% |
With N-Bromosuccinimide In tetrahydrofuran |
tabersonine
14,15-didehydro-16-hydroxy-<3H>indole
Conditions | Yield |
---|---|
With oxygen; rose bengal; triethyl phosphite In methanol for 0.333333h; Irradiation; | 88% |
With acetic buffer; ozone at 25℃; | 78% |
Multi-step reaction with 2 steps 1: 38 percent / m-chloroperbenzoic acid / benzene / 24 h / Ambient temperature 2: 73 percent / Raney Ni / acetone View Scheme |
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid at 20℃; for 24h; | 85% |
tabersonine
Conditions | Yield |
---|---|
With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) In dichloromethane for 5h; Reflux; Inert atmosphere; | 81% |
tabersonine
A
methyl (2S,3aR,3a1S,10bR)-3a-ethyl-2-hydroxy-2,3,3a,3a1,4,6,11,12-octahydro-1H-indolizino-[8,1-cd]carbazole-5-carboxylate
B
7-hydroxy-2,3-didehydro-aspidospermidine-3-carboxylic acid methyl ester
Conditions | Yield |
---|---|
Hydroboration, Oxidation; | A 20% B 80% |
Conditions | Yield |
---|---|
With potassiuim nitrosodisulfonate; acetic acid In N,N-dimethyl-formamide for 96h; Ambient temperature; | A 8% B 78% |
Conditions | Yield |
---|---|
With N-chloro-succinimide; trifluoroacetic acid at 20℃; for 4h; | A 68% B 7% |
tabersonine
A
(3aR,10bR,12bS)-3a-Ethyl-3a,4,5,11,12,12b-hexahydro-1H,6H-6,12a-diaza-indeno[7,1-cd]fluoren-5a-ol
B
(-)-1,2,14,15-tetradehydroaspidospermidine
Conditions | Yield |
---|---|
With hydrogenchloride at 105℃; for 0.166667h; | A 65% B 28% |
With hydrogenchloride at 105℃; for 0.166667h; | A 49% B 41% |
methanol
tabersonine
dichloro-10,12 dihydro-2,16 hydroxy-16 methoxy-2 tabersonine
Conditions | Yield |
---|---|
With hydrogenchloride; 3-chloro-benzenecarboperoxoic acid for 24h; Ambient temperature; | 60% |
With hydrogenchloride; MCPB |
Conditions | Yield |
---|---|
With hydrogenchloride; 3-chloro-benzenecarboperoxoic acid In methanol for 24h; Ambient temperature; | A 30% B 60% |
In methanol for 24h; Product distribution; Ambient temperature; diferent amount of hydrochloric acid and m-chloroperbenzoic acid, other derivative of tabersonine; | A 30% B 60% |
With 3,3-dimethyldioxirane; trifluoroacetic anhydride In dichloromethane; acetone at 0℃; for 10h; | A 29% B 27% |
ethanol
tabersonine
(3aR,5R,5aS,10bR,12bS)-7,9-Dichloro-5a-ethoxy-3a-ethyl-5-hydroxy-3a,4,5,5a,6,11,12,12b-octahydro-1H-6,12a-diaza-indeno[7,1-cd]fluorene-5-carboxylic acid methyl ester
Conditions | Yield |
---|---|
With hydrogenchloride; 3-chloro-benzenecarboperoxoic acid for 24h; Ambient temperature; | 60% |
tabersonine
B
16-epi-14,15-dehydro-10-chloro vincamine
Conditions | Yield |
---|---|
With hydrogenchloride; 3-chloro-benzenecarboperoxoic acid In methanol for 24h; Ambient temperature; | A 25% B 55% |
tabersonine
trifluoroacetic anhydride
(3S,3aS,10bR)-3a-Ethyl-3-hydroxy-2,6-bis-(2,2,2-trifluoro-acetyl)-3a,4,6,11,12,12b-hexahydro-3H-6,12a-diaza-indeno[7,1-cd]fluorene-5-carboxylic acid methyl ester
Conditions | Yield |
---|---|
With pyridine for 12h; Ambient temperature; | 47% |
tabersonine
B
methyl (2S,3aR,3a1S,10bR)-3a-ethyl-2-hydroxy-2,3,3a,3a1,4,6,11,12-octahydro-1H-indolizino-[8,1-cd]carbazole-5-carboxylate
Conditions | Yield |
---|---|
Stage #1: tabersonine With sodium tetrahydroborate; boron trifluoride diethyl etherate In tetrahydrofuran at 0℃; for 2.5h; Stage #2: With sodium hydroxide; dihydrogen peroxide In tetrahydrofuran at 60℃; for 0.75h; Further stages.; | A 6.6% B 41.9% |
tabersonine
A
14β-Bromo 15α-fluoro vincadifformine
B
14β-Fluoro 15α-bromo vincadifformine
Conditions | Yield |
---|---|
With hydrogen fluoride; bromine; antimony pentafluoride at -35℃; for 0.75h; Mechanism; | A 27% B 41.4% |
tabersonine
16-hydroxy-tabersonine-N-oxide
Conditions | Yield |
---|---|
With 3-chloro-benzenecarboperoxoic acid In benzene | 40% |
With 3,3-dimethyldioxirane In dichloromethane; acetone at 4 - 5℃; for 24h; | 31% |
tabersonine
(3aR,5R,10bR,12aR,12bS)-3a-Ethyl-5-hydroxy-12a-oxy-3a,4,5,11,12,12b-hexahydro-1H-6,12a-diaza-indeno[7,1-cd]fluorene-5-carboxylic acid methyl ester
Conditions | Yield |
---|---|
With 3-chloro-benzenecarboperoxoic acid In benzene for 24h; Ambient temperature; | 38% |
tabersonine
A
15α-Fluoro 14β-hydroxy vincadifformine
B
14α-Fluoro 15β-hydroxy vincadifformine
C
14β-Fluoro 15α-hydroxy vincadifformine
Conditions | Yield |
---|---|
With hydrogen fluoride; dihydrogen peroxide; antimony pentafluoride at -35℃; for 1h; Mechanism; | A 21% B 22% C 35% |
tabersonine
A
C21H22N2O5
B
Δ14-vincamine
C
14-epi-Δ17-vincamine
Conditions | Yield |
---|---|
With 3-chloro-benzenecarboperoxoic acid In benzene at 20℃; for 24h; | A 5% B 29% C 31% |
tabersonine
A
(3aR,5R,10bR,12bS)-5-Aminooxy-3a-ethyl-3a,4,5,11,12,12b-hexahydro-1H-6,12a-diaza-indeno[7,1-cd]fluorene-5-carboxylic acid methyl ester
B
C21H27N3O7S
Conditions | Yield |
---|---|
With potassiuim nitrosodisulfonate; acetic acid In N,N-dimethyl-formamide for 2h; Ambient temperature; | A 27% B 6% |
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