Welcome to Simagchem, your partner in China as a premier supply of bulk specialty chemicals for industry and life science. We introduce experienced quality product and exceptional JIT service with instant market intelligence in China to benefit our
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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
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inquiryCangzhou Enke Pharma Tech Co.,ltd. is located in Cangzhou City, Hebei province ,where is a famous petroleum chemical industry city in China. Enke Pharma a high-tech enterprise ,and we are dedicated to developing and manufacturing new api, intermedi
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inquiryAs a leading manufacturer and supplier of chemicals in China, DayangChem not only supply popular chemicals, but also DayangChem's R&D center offer custom synthesis services. DayangChem can provide different quantities of custom synthesis ch
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inquiryOur main production base is located in Xuzhou industry park. We are certified both to the ISO 9001 and ISO 14001 Standards, have a safety management system in place.Our R&D team masters core technology for process-design of target building block
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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
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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
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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
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inquiryOur company has been in existence for 10 years since its establishment. We have our own unique team. The company integrates independent research and development, production and sales. We have established famous brands at home and abroad. At prese
Cas:274693-55-9
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inquiry1-Acetyladamantane Intermediate CAS:274693-55-9 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
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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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inquiry1. Timely and efficient service to ensure communication with customers 2. Produce products of different specifications and sizes according to your requirements. 3. Quality procedures and standards recognized by SGS. Advanced plant equipment ensures s
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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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inquiryBest quality & Attractive price & Professional service; Trial & Pilot & Commercial Hisunny Chemical is a leading manufacturer and supplier of chemicals in China. We develop produce and distribute high quality intermediates, specia
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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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inquiryTriumph has the complete production of G- KG - MT service chain,we can make the new technology into productivity quickly in the research and development of new products. Main Service 1.Own made fine chemical products 2.Out sourcing and qua
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inquiryOur 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
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inquiryWe are concentrating on APIs and pharmaceutical intermediates. With in depth knowledge and understanding in this industry, we are indulged in supplying a wide assortments of pharmaceutical intermediates from Wuhan, Hubei, China. It is made ob
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inquiryCompany Introduction 1. Established in 2005, with two independent business divisions: Fine chemicals division; Pharmaceutical division. 2. Main product: Optical brightener Textile auxiliary Dye stuff Pigments
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inquiryHangzhou KeyingChem Co., Ltd. exported this product to many countries and regions at best price. If you are looking for the material’s manufacturer or supplier in China, KeyingChem is your best choice. Pls contact with us freely for getting det
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inquiryA substitute for perfluorooctanoic acid, mainly used as a surfactant, dispersant, additive, etc Appearance:White solid or Colorless liquid Purity:99.3 % We will ship the goods in a timely manner as required We can provide relevant documents acc
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inquiry1. Product advantages: exquisite appearance and unique functions. 2. Product Advantages: Our products are the best,fast speed ,in large stock 3. High-quality products and thoughtful service are your greatest satisfaction. 4. The product
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inquiryJ&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
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inquiryMassive Chemical is certified with ISO9001 and ISO14001 manufacturer for this product. We will offer all documents as requirement for the materials which includes, Certificate of Analysis, Material Safety Data Sheet, and Method of Analysis and
Cas:274693-55-9
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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
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inquirySuperior quality, moderate price & quick delivery. Appearance:white powder Storage:Stored in cool, dry and ventilation place; Away from fire and heat Package:as per your request Application:Used as Pharmaceutical Intermediates Transportation:as
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inquiryWhy is SINOWAY: 1) Specialized in pharmaceutical and healthcare industrial for 34 years. 2) 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 . 5) We c
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inquiryProduct name: 2-((3aR,4S,6R,6aS)-6-Amino-2,2-dimethyltetrahydro-3aH-Cyclopenta[d][1,3]dioxol-4-yloxy)ethanol L-Tataric Acid CAS No.:274693-55-9 Molecule Formula:C10H19NO4 Molecule Weight:217.26 Purity: 99.0% Package: 25kg/drum Descripti
Cas:274693-55-9
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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:274693-55-9
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inquiry1-Acetyladamantane Intermediate Basic information Product Name: 1-Acetyladamantane Intermediate Synonyms: 2-(6-Amino-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yloxy)-ethanol;2-((3aR,4S,6R,6aS)-6-amino-2,2-dimethyltetrahydro-3aH-cyclopent
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inquirybenzyl 6-(2-hydroxyethoxy)-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-ylcarbamate
[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
Conditions | Yield |
---|---|
With hydrogen; palladium on activated charcoal In ethanol | 99% |
With 5%-palladium/activated carbon In methanol at 20℃; for 1h; | 75.7% |
palladium on charcoal In ethanol |
[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
Conditions | Yield |
---|---|
With palladium on activated charcoal; hydrogen In ethanol at 50 - 60℃; under 750.075 Torr; for 12h; Autoclave; Inert atmosphere; | 98% |
With palladium on activated charcoal; hydrogen; acetic acid In methanol at 20℃; under 3750.38 - 6000.6 Torr; for 10h; | 92.8% |
[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
Conditions | Yield |
---|---|
With hydrogenchloride; pyridoxal 5'-phosphate; isopropylamine; triethylamine In water at 25℃; for 16h; pH=8; Solvent; Reagent/catalyst; Temperature; Large scale; Enzymatic reaction; | 97% |
[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
Conditions | Yield |
---|---|
In ethylene glycol at 120℃; for 8h; Solvent; Temperature; | 92% |
[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
Conditions | Yield |
---|---|
With palladium on activated charcoal; hydrogen; acetic acid In methanol at 20℃; for 14h; | 91.5% |
(3aS,4R,6S,6aR)-N-benzyl-6-(2-(benzyloxy)ethoxy)-2,2-dimethyl-tetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-amine
[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
Conditions | Yield |
---|---|
With palladium 10% on activated carbon; hydrogen In methanol at 40℃; under 7500.75 Torr; for 168h; | 63% |
N-(((4S,5R)-2,2-dimethyl-5-vinyl-1 ,3-dioxolan-4-yl)methylene)-1-phenylmethanamine oxide
[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1.1: N,N-dimethyl-formamide; toluene / 5 h / 110 °C 2.1: palladium 10% on activated carbon; hydrogen / methanol / 14 h / 20 °C 3.1: N-ethyl-N,N-diisopropylamine / 4-methyl-2-pentanone / 2 h / 20 °C 4.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / -30 °C 4.2: 3 h / 20 °C 5.1: lithium borohydride / tetrahydrofuran / 5 h / 0 °C 6.1: 5%-palladium/activated carbon / methanol / 1 h / 20 °C View Scheme | |
Multi-step reaction with 4 steps 1.1: toluene / 5 h / Reflux 2.1: zinc; acetic acid / diethyl ether / 72.48 h / 0 - 25 °C 3.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere 3.2: 4 h / 0 - 20 °C / Inert atmosphere 4.1: palladium 10% on activated carbon; hydrogen / methanol / 168 h / 40 °C / 7500.75 Torr View Scheme | |
Multi-step reaction with 6 steps 1.1: N,N-dimethyl-formamide / 2 h / Reflux 2.1: ammonium formate; palladium 10% on activated carbon / methanol / 1.5 h / Reflux 3.1: potassium carbonate / water / 5.5 h / 20 °C 4.1: sodium hydride / N,N-dimethyl-formamide / 1 h / -20 °C 4.2: 6.33 h / -20 - 20 °C 5.1: sodium tetrahydroborate; ethanol / 4 h / 60 °C 6.1: ammonium formate; palladium 10% on activated carbon / ethanol / 1 h / 40 °C View Scheme |
[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: lithium borohydride / tetrahydrofuran / 5 h / 0 °C 2: 5%-palladium/activated carbon / methanol / 1 h / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1.1: lithium borohydride / tetrahydrofuran / 0 - 20 °C 1.2: 20 °C 1.3: pH 6 - 7 2.1: ammonium formate / palladium 10% on activated carbon / ethanol / 30 - 70 °C View Scheme |
[3aS-(3aα,4α,6α,6aα)]-(tetrahydro-6-hydroxy-2,2-dimethyl-4H-cyclopenta-1,3-dioxol-4-yl)carbamic acid phenylmethyl ester
[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / -30 °C 1.2: 3 h / 20 °C 2.1: lithium borohydride / tetrahydrofuran / 5 h / 0 °C 3.1: 5%-palladium/activated carbon / methanol / 1 h / 20 °C View Scheme | |
Multi-step reaction with 3 steps 1.1: potassium tert-butylate / tetrahydrofuran / 0 °C 2.1: lithium borohydride / tetrahydrofuran / 0 - 20 °C 2.2: 20 °C 2.3: pH 6 - 7 3.1: ammonium formate / palladium 10% on activated carbon / ethanol / 30 - 70 °C View Scheme | |
Multi-step reaction with 2 steps 1: potassium tert-butylate 2: hydrogen / palladium on activated charcoal / ethanol View Scheme | |
Multi-step reaction with 3 steps 1.1: sodium hydride / N,N-dimethyl-formamide / 1 h / -20 °C 1.2: 6.33 h / -20 - 20 °C 2.1: sodium tetrahydroborate; ethanol / 4 h / 60 °C 3.1: ammonium formate; palladium 10% on activated carbon / ethanol / 1 h / 40 °C View Scheme |
methyl 2,3-O-isopropylidene-D-ribofuranoside
[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
Conditions | Yield |
---|---|
Multi-step reaction with 10 steps 1.1: pyridine / 24 h / 20 °C 2.1: sodium iodide / butanone / 24 h / 120 °C 3.1: zinc / ethanol / 1 h / 70 °C 4.1: sodium carbonate / ethanol / 1 h / 50 °C 5.1: N,N-dimethyl-formamide; toluene / 5 h / 110 °C 6.1: palladium 10% on activated carbon; hydrogen / methanol / 14 h / 20 °C 7.1: N-ethyl-N,N-diisopropylamine / 4-methyl-2-pentanone / 2 h / 20 °C 8.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / -30 °C 8.2: 3 h / 20 °C 9.1: lithium borohydride / tetrahydrofuran / 5 h / 0 °C 10.1: 5%-palladium/activated carbon / methanol / 1 h / 20 °C View Scheme | |
Multi-step reaction with 8 steps 1.1: pyridine / 4 h / -10 - -5 °C 2.1: lithium bromide / butanone / 22 h / 80 °C 3.1: hydrogenchloride; zinc/copper couple / water; methanol / 18 h / 25 °C 4.1: sodium carbonate / methanol / 0.5 h / 25 °C 5.1: toluene / 5 h / Reflux 6.1: zinc; acetic acid / diethyl ether / 72.48 h / 0 - 25 °C 7.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere 7.2: 4 h / 0 - 20 °C / Inert atmosphere 8.1: palladium 10% on activated carbon; hydrogen / methanol / 168 h / 40 °C / 7500.75 Torr View Scheme |
D-Ribose
[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
Conditions | Yield |
---|---|
Multi-step reaction with 11 steps 1.1: perchloric acid / acetone / 24 h / Molecular sieve 2.1: pyridine / 24 h / 20 °C 3.1: sodium iodide / butanone / 24 h / 120 °C 4.1: zinc / ethanol / 1 h / 70 °C 5.1: sodium carbonate / ethanol / 1 h / 50 °C 6.1: N,N-dimethyl-formamide; toluene / 5 h / 110 °C 7.1: palladium 10% on activated carbon; hydrogen / methanol / 14 h / 20 °C 8.1: N-ethyl-N,N-diisopropylamine / 4-methyl-2-pentanone / 2 h / 20 °C 9.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / -30 °C 9.2: 3 h / 20 °C 10.1: lithium borohydride / tetrahydrofuran / 5 h / 0 °C 11.1: 5%-palladium/activated carbon / methanol / 1 h / 20 °C View Scheme |
((3aR,4R,6aR)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methyl 4-methylbenzenesulfonate
[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
Conditions | Yield |
---|---|
Multi-step reaction with 9 steps 1.1: sodium iodide / butanone / 24 h / 120 °C 2.1: zinc / ethanol / 1 h / 70 °C 3.1: sodium carbonate / ethanol / 1 h / 50 °C 4.1: N,N-dimethyl-formamide; toluene / 5 h / 110 °C 5.1: palladium 10% on activated carbon; hydrogen / methanol / 14 h / 20 °C 6.1: N-ethyl-N,N-diisopropylamine / 4-methyl-2-pentanone / 2 h / 20 °C 7.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / -30 °C 7.2: 3 h / 20 °C 8.1: lithium borohydride / tetrahydrofuran / 5 h / 0 °C 9.1: 5%-palladium/activated carbon / methanol / 1 h / 20 °C View Scheme | |
Multi-step reaction with 7 steps 1.1: lithium bromide / butanone / 22 h / 80 °C 2.1: hydrogenchloride; zinc/copper couple / water; methanol / 18 h / 25 °C 3.1: sodium carbonate / methanol / 0.5 h / 25 °C 4.1: toluene / 5 h / Reflux 5.1: zinc; acetic acid / diethyl ether / 72.48 h / 0 - 25 °C 6.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere 6.2: 4 h / 0 - 20 °C / Inert atmosphere 7.1: palladium 10% on activated carbon; hydrogen / methanol / 168 h / 40 °C / 7500.75 Torr View Scheme |
(4R,5R)-2,2-dimethyl-5-vinyl-[1,3]dioxolane-4-carbaldehyde
[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1.1: sodium carbonate / ethanol / 1 h / 50 °C 2.1: N,N-dimethyl-formamide; toluene / 5 h / 110 °C 3.1: palladium 10% on activated carbon; hydrogen / methanol / 14 h / 20 °C 4.1: N-ethyl-N,N-diisopropylamine / 4-methyl-2-pentanone / 2 h / 20 °C 5.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / -30 °C 5.2: 3 h / 20 °C 6.1: lithium borohydride / tetrahydrofuran / 5 h / 0 °C 7.1: 5%-palladium/activated carbon / methanol / 1 h / 20 °C View Scheme | |
Multi-step reaction with 5 steps 1.1: sodium carbonate / methanol / 0.5 h / 25 °C 2.1: toluene / 5 h / Reflux 3.1: zinc; acetic acid / diethyl ether / 72.48 h / 0 - 25 °C 4.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere 4.2: 4 h / 0 - 20 °C / Inert atmosphere 5.1: palladium 10% on activated carbon; hydrogen / methanol / 168 h / 40 °C / 7500.75 Torr View Scheme |
(3aR,4S,6R,6aS)-6-amino-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-ol
[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: N-ethyl-N,N-diisopropylamine / 4-methyl-2-pentanone / 2 h / 20 °C 2.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / -30 °C 2.2: 3 h / 20 °C 3.1: lithium borohydride / tetrahydrofuran / 5 h / 0 °C 4.1: 5%-palladium/activated carbon / methanol / 1 h / 20 °C View Scheme | |
Multi-step reaction with 4 steps 1.1: potassium carbonate / ethanol; water / 3 h / 60 - 65 °C 1.2: 0.25 h 2.1: sodium t-butanolate / N,N-dimethyl-formamide; tetrahydrofuran / 2 h / -10 - 5 °C 3.1: diisobutylaluminium hydride / toluene / 2.5 h / -25 - -20 °C 3.2: 0.25 h 4.1: hydrogen / 20% palladium hydroxide-activated charcoal / methanol / 10 h / 20 - 25 °C / 2327.23 Torr / Autoclave; Inert atmosphere View Scheme | |
Multi-step reaction with 4 steps 1.1: sodium carbonate / water; 4-methyl-2-pentanone / 20 °C 2.1: potassium tert-butylate / tetrahydrofuran / 0 °C 3.1: lithium borohydride / tetrahydrofuran / 0 - 20 °C 3.2: 20 °C 3.3: pH 6 - 7 4.1: ammonium formate / palladium 10% on activated carbon / ethanol / 30 - 70 °C View Scheme |
tetrahydro-2,2-dimethyl-6-phenylmethyl-(3aS,4S,7R,7aS)-4,7-methano-4H-1,3-dioxolo[4,5-d][1,2]oxazine
[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: palladium 10% on activated carbon; hydrogen / methanol / 14 h / 20 °C 2.1: N-ethyl-N,N-diisopropylamine / 4-methyl-2-pentanone / 2 h / 20 °C 3.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / -30 °C 3.2: 3 h / 20 °C 4.1: lithium borohydride / tetrahydrofuran / 5 h / 0 °C 5.1: 5%-palladium/activated carbon / methanol / 1 h / 20 °C View Scheme | |
Multi-step reaction with 3 steps 1.1: zinc; acetic acid / diethyl ether / 72.48 h / 0 - 25 °C 2.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere 2.2: 4 h / 0 - 20 °C / Inert atmosphere 3.1: palladium 10% on activated carbon; hydrogen / methanol / 168 h / 40 °C / 7500.75 Torr View Scheme |
(3aS,4S,6aR)-4-(iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole
[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
Conditions | Yield |
---|---|
Multi-step reaction with 8 steps 1.1: zinc / ethanol / 1 h / 70 °C 2.1: sodium carbonate / ethanol / 1 h / 50 °C 3.1: N,N-dimethyl-formamide; toluene / 5 h / 110 °C 4.1: palladium 10% on activated carbon; hydrogen / methanol / 14 h / 20 °C 5.1: N-ethyl-N,N-diisopropylamine / 4-methyl-2-pentanone / 2 h / 20 °C 6.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / -30 °C 6.2: 3 h / 20 °C 7.1: lithium borohydride / tetrahydrofuran / 5 h / 0 °C 8.1: 5%-palladium/activated carbon / methanol / 1 h / 20 °C View Scheme |
(3aR,4S,6R,6aS)-6-(N,N-dibenzylamino)-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-ol
[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: sodium t-butanolate / N,N-dimethyl-formamide; tetrahydrofuran / 2 h / -10 - 5 °C 2.1: diisobutylaluminium hydride / toluene / 2.5 h / -25 - -20 °C 2.2: 0.25 h 3.1: hydrogen / 20% palladium hydroxide-activated charcoal / methanol / 10 h / 20 - 25 °C / 2327.23 Torr / Autoclave; Inert atmosphere View Scheme | |
Multi-step reaction with 3 steps 1.1: potassium tert-butylate / dichloromethane; tetrahydrofuran / 5.5 h / 0 - 5 °C 2.1: hydrogen / palladium-on-charcoal / ethanol / 14 h / 43 - 48 °C / 3620.13 Torr / Autoclave 3.1: lithium borohydride / dichloromethane / 24 h / 20 - 25 °C / Inert atmosphere 3.2: 0.25 h 3.3: 0.5 h View Scheme | |
Multi-step reaction with 4 steps 1.1: potassium tert-butylate / dichloromethane; tetrahydrofuran / 5.5 h / 0 - 5 °C 2.1: palladium 10% on activated carbon; hydrogen / ethanol-d6 / 14 h / 43 - 48 °C / 3620.13 Torr / Inert atmosphere 2.2: -5 - 55 °C 3.1: potassium carbonate / water; dichloromethane / 20 - 25 °C / pH 10 - 10.5 4.1: lithium borohydride / dichloromethane / 24 h / 20 - 25 °C / pH 10 - 10.5 / Inert atmosphere View Scheme |
tert-butyl [[(3aR,4S,6R,6aS)-6-(N,N-dibenzylamino)-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl]oxy]acetate
[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: diisobutylaluminium hydride / toluene / 2.5 h / -25 - -20 °C 1.2: 0.25 h 2.1: hydrogen / 20% palladium hydroxide-activated charcoal / methanol / 10 h / 20 - 25 °C / 2327.23 Torr / Autoclave; Inert atmosphere View Scheme | |
Multi-step reaction with 2 steps 1.1: hydrogen / palladium-on-charcoal / ethanol / 14 h / 43 - 48 °C / 3620.13 Torr / Autoclave 2.1: lithium borohydride / dichloromethane / 24 h / 20 - 25 °C / Inert atmosphere 2.2: 0.25 h 2.3: 0.5 h View Scheme | |
Multi-step reaction with 3 steps 1.1: palladium 10% on activated carbon; hydrogen / ethanol-d6 / 14 h / 43 - 48 °C / 3620.13 Torr / Inert atmosphere 1.2: -5 - 55 °C 2.1: potassium carbonate / water; dichloromethane / 20 - 25 °C / pH 10 - 10.5 3.1: lithium borohydride / dichloromethane / 24 h / 20 - 25 °C / pH 10 - 10.5 / Inert atmosphere View Scheme |
2-[[(3aR,4S,6R,6aS)-6-(N,N-dibenzylamino)-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl]oxy]ethanol
[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
Conditions | Yield |
---|---|
With hydrogen; 20% palladium hydroxide-activated charcoal In methanol at 20 - 25℃; under 2327.23 Torr; for 10h; Autoclave; Inert atmosphere; |
(+/-)-1β-amino-2α,3α-O-isopropylidene-2α,3α,4β-cyclopentanetriol
[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: ethanol / 20 °C / Reflux; Resolution of racemate 2: potassium carbonate / water; 4-methyl-2-pentanone 3: potassium tert-butylate 4: hydrogen / palladium on activated charcoal / ethanol View Scheme | |
Multi-step reaction with 4 steps 1: ethanol / 20 °C / Reflux; Resolution of racemate 2: potassium carbonate / water; 4-methyl-2-pentanone 3: potassium tert-butylate 4: hydrogen / palladium on activated charcoal / ethanol View Scheme |
(3aR,4S,6R,6aS)-6-amino-2,2-dimethyltetrahydro-3aH-cyclopenta-[d][1,3]dioxol-4-ol D-(-)-mandelate
[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: potassium carbonate / water; 4-methyl-2-pentanone 2: potassium tert-butylate 3: hydrogen / palladium on activated charcoal / ethanol View Scheme |
(3aR,4S,6R,6aS)-6-amino-2,2-dimethyltetrahydro-3aH-cyclopenta-[d][1,3]dioxol-4-ol R-(-)-3-chloromandelate
[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: potassium carbonate / water; 4-methyl-2-pentanone 2: potassium tert-butylate 3: hydrogen / palladium on activated charcoal / ethanol View Scheme |
tert-butyl [[(3aR,4S,6R,6aS)-6-amino-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl]oxy]acetate
[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
Conditions | Yield |
---|---|
Stage #1: tert-butyl [[(3aR,4S,6R,6aS)-6-amino-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl]oxy]acetate With lithium borohydride In dichloromethane at 20 - 25℃; for 24h; Inert atmosphere; Stage #2: With acetic acid In dichloromethane for 0.25h; Stage #3: With potassium carbonate In dichloromethane for 0.5h; | |
With lithium borohydride In dichloromethane at 20 - 25℃; for 24h; pH=10 - 10.5; Inert atmosphere; | 0.7 g |
(3aS,4S,6aR)-4-(bromomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole
[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1.1: hydrogenchloride; zinc/copper couple / water; methanol / 18 h / 25 °C 2.1: sodium carbonate / methanol / 0.5 h / 25 °C 3.1: toluene / 5 h / Reflux 4.1: zinc; acetic acid / diethyl ether / 72.48 h / 0 - 25 °C 5.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere 5.2: 4 h / 0 - 20 °C / Inert atmosphere 6.1: palladium 10% on activated carbon; hydrogen / methanol / 168 h / 40 °C / 7500.75 Torr View Scheme |
(3aR,4S,6R,6aS)-6-(benzylamino)-2,2-dimethyltetrahydro-3ah-cyclopenta-[d][1,3]-dioxol-4-ol
[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere 1.2: 4 h / 0 - 20 °C / Inert atmosphere 2.1: palladium 10% on activated carbon; hydrogen / methanol / 168 h / 40 °C / 7500.75 Torr View Scheme |
D-ribose
[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
Conditions | Yield |
---|---|
Multi-step reaction with 9 steps 1.1: hydrogenchloride / acetone / 22 h / 25 °C 2.1: pyridine / 4 h / -10 - -5 °C 3.1: lithium bromide / butanone / 22 h / 80 °C 4.1: hydrogenchloride; zinc/copper couple / water; methanol / 18 h / 25 °C 5.1: sodium carbonate / methanol / 0.5 h / 25 °C 6.1: toluene / 5 h / Reflux 7.1: zinc; acetic acid / diethyl ether / 72.48 h / 0 - 25 °C 8.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere 8.2: 4 h / 0 - 20 °C / Inert atmosphere 9.1: palladium 10% on activated carbon; hydrogen / methanol / 168 h / 40 °C / 7500.75 Torr View Scheme | |
Multi-step reaction with 9 steps 1.1: Dowex WX8 / 72 h / 25 °C 2.1: pyridine / 4 h / -10 - -5 °C 3.1: lithium bromide / butanone / 22 h / 80 °C 4.1: hydrogenchloride; zinc/copper couple / water; methanol / 18 h / 25 °C 5.1: sodium carbonate / methanol / 0.5 h / 25 °C 6.1: toluene / 5 h / Reflux 7.1: zinc; acetic acid / diethyl ether / 72.48 h / 0 - 25 °C 8.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere 8.2: 4 h / 0 - 20 °C / Inert atmosphere 9.1: palladium 10% on activated carbon; hydrogen / methanol / 168 h / 40 °C / 7500.75 Torr View Scheme |
[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: sodium hydrogencarbonate / water; ethyl acetate / 1 h / 20 °C 2: palladium 10% on activated carbon; hydrogen / methanol / 168 h / 40 °C / 7500.75 Torr View Scheme |
tert-butyl [[(3aR,4S,6R,6aS)-6-amino-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl]oxy]acetate L-(+)-tartaric acid salt
[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: potassium carbonate / water; dichloromethane / 20 - 25 °C / pH 10 - 10.5 2: lithium borohydride / dichloromethane / 24 h / 20 - 25 °C / pH 10 - 10.5 / Inert atmosphere View Scheme |
[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: ammonium formate; palladium 10% on activated carbon / methanol / 1.5 h / Reflux 2.1: potassium carbonate / water / 5.5 h / 20 °C 3.1: sodium hydride / N,N-dimethyl-formamide / 1 h / -20 °C 3.2: 6.33 h / -20 - 20 °C 4.1: sodium tetrahydroborate; ethanol / 4 h / 60 °C 5.1: ammonium formate; palladium 10% on activated carbon / ethanol / 1 h / 40 °C View Scheme | |
Multi-step reaction with 3 steps 1: zinc; acetic acid / tetrahydrofuran / 24 h / 5 - 25 °C 2: Nafion-H / toluene / 5 h / Reflux 3: palladium on activated charcoal; hydrogen / ethanol / 12 h / 50 - 60 °C / 750.08 Torr / Autoclave; Inert atmosphere View Scheme |
4,6-dichloro-2-(propylsulfanyl)-5-pyrimidinamine
[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
Conditions | Yield |
---|---|
Stage #1: 4,6-dichloro-2-(propylsulfanyl)-5-pyrimidinamine; [3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol In water; N,N-dimethyl-formamide for 0.333333h; Stage #2: With triethylamine at 20℃; Reflux; | 95% |
With N-ethyl-N,N-diisopropylamine at 120 - 125℃; for 10h; Temperature; Inert atmosphere; | 93.5% |
With sodium hydrogencarbonate In water at 100℃; for 20h; Reagent/catalyst; Temperature; | 88.3% |
[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
4,6-dichloro-5-nitro-2-(propylsulfanyl)pyrimidine
2-[((3aR,4S,6R,6aS)-6-{[5-nitro-6-chloro-2-(propylthio)-4-pyrimidinyl]amino}-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)oxy]-1-ethanol
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 10 - 20℃; for 2h; | 93.5% |
In tetrahydrofuran at 0 - 10℃; for 2h; | 45% |
[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
Conditions | Yield |
---|---|
With triflic azide; potassium carbonate; copper(II) sulfate In acetonitrile at 0 - 20℃; for 3h; Inert atmosphere; | 92.6% |
[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
2,4,6-trimethylbenzene-1-sulfonyl fluoride
Conditions | Yield |
---|---|
With 1,1,3,3-Tetramethyldisiloxane; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine In dimethyl sulfoxide at 25℃; for 24h; Sealed tube; | 92% |
[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
5-amino-2,4,6-trichloropyrimidine
Conditions | Yield |
---|---|
With triethylamine at 110℃; Sealed tube; | 83% |
[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
(1S,2S,3R,5S)-3-amino-5-(2-hydroxyethoxy)cyclopentane-1,2-diol
Conditions | Yield |
---|---|
Stage #1: [3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol With hydrogenchloride In methanol; water at 20℃; for 24h; Stage #2: With sodium carbonate In isopropyl alcohol at 20℃; for 24h; | 80% |
With hydrogenchloride In methanol; water at 10℃; for 11h; | 4.0 g |
[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
Conditions | Yield |
---|---|
With triethylamine In pentan-1-ol at 115℃; for 10h; | 78.75% |
[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
Conditions | Yield |
---|---|
With dmap; dicyclohexyl-carbodiimide In tetrahydrofuran at 35℃; for 8h; | 75.05% |
[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
2,4,6-trichloro-5-nitropyrimidine
Conditions | Yield |
---|---|
With sodium carbonate In tetrahydrofuran at 20℃; for 4h; | 59% |
[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
oxalic acid
2-[[(3aR,4S,6R,6aS)-6-amino-2,2-dimethyl-tetrahydro-3aH-cyclopenta[d][1,3]-dioxol-4-yl]oxy]-1-ethanol oxalate
Conditions | Yield |
---|---|
In ethanol; water at 65℃; |
[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
O,O'-dibenzoyl-L-tartaric acid
Conditions | Yield |
---|---|
In ethanol at 10 - 50℃; for 4h; |
[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: triethylamine; sodium iodide / 1,4-dioxane / 7 h / 120 °C 2: sodium nitrite / water; acetic acid; ethyl acetate / 30 °C View Scheme | |
Multi-step reaction with 2 steps 1: potassium tert-butylate 2: isopentyl nitrite / acetonitrile View Scheme | |
Multi-step reaction with 2 steps 1: sodium hydrogencarbonate / water / 20 h / 100 °C 2: sodium nitrite / water; acetic acid / 2 h / 0 °C View Scheme |
[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
ticagrelor
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: triethylamine; sodium iodide / 1,4-dioxane / 7 h / 120 °C 2: sodium nitrite / water; acetic acid; ethyl acetate / 30 °C 3: N-ethyl-N,N-diisopropylamine / dichloromethane / 16 h 4: hydrogenchloride; water / methanol / 1 h View Scheme | |
Multi-step reaction with 4 steps 1.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 20 - 25 °C 2.1: sodium hydrogencarbonate; sodium dithionite / water; acetone / 2 h / 20 - 25 °C 3.1: sodium azide; acetic acid / toluene; water / 1 h / 5 - 10 °C 4.1: hydrogenchloride; water / toluene; methanol / 2 h / 25 - 30 °C 4.2: pH > 8 View Scheme | |
Multi-step reaction with 5 steps 1.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 20 - 25 °C 2.1: sodium hydrogencarbonate; sodium dithionite / water; acetone / 2 h / 20 - 25 °C 3.1: sodium azide; acetic acid / toluene; water / 1 h / 5 - 10 °C 4.1: potassium carbonate / acetone / 24 h / 25 - 60 °C 5.1: hydrogenchloride; water / methanol / 5.5 h / 20 - 55 °C 5.2: 25 - 30 °C / pH 10 View Scheme |
[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: triethylamine; sodium iodide / 1,4-dioxane / 7 h / 120 °C 2.1: sodium nitrite / water; acetic acid; ethyl acetate / 30 °C 3.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 16 h 4.1: triethylamine / acetonitrile / 0.5 h / 20 °C 4.2: 2 h / 20 °C View Scheme |
[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: triethylamine; sodium iodide / 1,4-dioxane / 7 h / 120 °C 2.1: sodium nitrite / water; acetic acid; ethyl acetate / 30 °C 3.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 16 h 4.1: triethylamine / acetonitrile / 0.5 h / 20 °C 4.2: 2 h / 20 °C View Scheme |
[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: triethylamine; sodium iodide / 1,4-dioxane / 7 h / 120 °C 2.1: sodium nitrite / water; acetic acid; ethyl acetate / 30 °C 3.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 16 h 4.1: triethylamine / acetonitrile / 0.5 h / 20 °C 4.2: 2 h / 20 °C View Scheme |
[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
2-((1S,2S,3S,4R)-4-(7-(((1R,2S)-2-(3,4-difluorophenyl)cyclopropyl)amino-5-propylthio-3H-[1,2,3]triazolo[4,5-d]pyrimidin-3-yl)-2,3-dihydroxycyclopentyl)oxy) thyl carbonate
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: triethylamine; sodium iodide / 1,4-dioxane / 7 h / 120 °C 2.1: sodium nitrite / water; acetic acid; ethyl acetate / 30 °C 3.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 16 h 4.1: triethylamine / acetonitrile / 0.5 h / 20 °C 4.2: 2 h / 20 °C 5.1: iodine / methanol / 4 h / 60 °C View Scheme |
[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
2-((1S,2S,3S,4R)-4-(7-(((1R,2S)-2-(3,4-difluorophenyl)cyclopropyl)amino-5-propylthio-3H-[1,2,3]triazolo[4,5-d]pyrimidin-3-yl)-2,3-dihydroxycyclopentyl)oxy)ethyl isobutyl carbonate
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: triethylamine; sodium iodide / 1,4-dioxane / 7 h / 120 °C 2.1: sodium nitrite / water; acetic acid; ethyl acetate / 30 °C 3.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 16 h 4.1: triethylamine / acetonitrile / 0.5 h / 20 °C 4.2: 2 h / 20 °C 5.1: iodine / methanol / 4 h / 60 °C View Scheme |
[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
[3aR-[3aα,4α,6α,(1R,2S),6aα]]-2-[6-[[[7-(2-(3,4-difluorophenyl)cyclopropyl)]amino-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimidin-3-yl]tetrahydro-2,2-dimethyl-4H-cyclopenteno-1,3-dioxolan-4-yl]oxy]ethanol
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: triethylamine; sodium iodide / 1,4-dioxane / 7 h / 120 °C 2: sodium nitrite / water; acetic acid; ethyl acetate / 30 °C 3: N-ethyl-N,N-diisopropylamine / dichloromethane / 16 h View Scheme | |
Multi-step reaction with 4 steps 1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 20 - 25 °C 2: sodium hydrogencarbonate; sodium dithionite / water; acetone / 2 h / 20 - 25 °C 3: sodium azide; acetic acid / toluene; water / 1 h / 5 - 10 °C 4: iodine / acetone / 2 h / 25 - 60 °C View Scheme | |
Multi-step reaction with 3 steps 1: potassium tert-butylate 2: isopentyl nitrite / acetonitrile 3: N-ethyl-N,N-diisopropylamine View Scheme |
[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
2-((1S,2S,3S,4R)-4-(7-(((1R,2S)-2-(3,4-difluorophenyl)cyclopropyl)amino-5-propylthio-3H-[1,2,3]triazolo[4,5-d]pyrimidin-3-yl)-2,3-dihydroxycyclopentyl)oxy)ethyl butyrate
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: triethylamine; sodium iodide / 1,4-dioxane / 7 h / 120 °C 2.1: sodium nitrite / water; acetic acid; ethyl acetate / 30 °C 3.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 16 h 4.1: triethylamine / acetonitrile / 0.5 h / 20 °C 4.2: 2 h / 20 °C 5.1: iodine / methanol / 4 h / 60 °C View Scheme |
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