DayangChem 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
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inquiryProduct description: Product name 5'-Deoxy-5-fluoro-N-[(pentyloxy)carbonyl]cytidine 2',3'-diacetate CAS number 162204-20-8 Assay ≥99% Appearance White powder Capacity 200mt/y
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inquiryProduct name: 5‘-deoxy-5-fluoro-N-[(pentyloxy)carbonyl]cytidine 2‘,3‘-diacetate CAS NO.:162204-20-8 HANGZHOU THINK CHEMICAL CO., LTD. (THINKCHEM) is an integrative corporation of trade, research and contract manufacture.
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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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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
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inquiryName:5`-deoxy-5-fluore-N-[(pentoyloxy)carbonyl]cytidine 2`,3`-diacetate CAS NO:162204-20-8 Grade:Medical scientific research and export Molecular formula:C19H26FN3O8 Molecular weight:443.4 Product Quality 12 years of chemical raw materials
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inquiryTianfu Chemical, built in 2009, is a professional supplier for API materials in China. With 10 years development, we have bulit our own factory and lab to produce a certain of products. And we have established stable business relationships with ma
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inquiryAbout Product Details Item Specification Test Results Appearance White crystalline powder Conform
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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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inquiryAdvantage : LIDE PHARMACEUTICALS LTD. is a mid-small manufacturing-type enterprise, engaged in pharmaceutical intermediates of R&D, custom-made and production, and also involving trading chemicals for export. We have established the R&
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inquiryProduct name: 5‘-deoxy-5-fluoro-N-[(pentyloxy)carbonyl]cytidine 2‘,3‘-diacetate Alias: 5-Deoxy-5-fluoro-N-[(pentyloxy)carbonyl]cytidine 2,3-diacetate; Deoxy-5-fluoro-N-[(pentyloxy)carbonyl]cytidine 2',3'-diacetate, 5'
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inquiry1. Guaranteed purity; 2. Large quantity in stock; 3. Largest manufacturer; 4. Best service after shipment with email; 5. High quality & competitive price; Appearance:White Crystalline Powder Storage:Store in sealed conta
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inquiryHanways Chempharm Co., Limited, the former is Hubei Hanways Pharchem CO.,Limited, set up in 2009 in Wuhan, China. We specialize in sourcing and supplying APIs, pharmaceutical intermediates, and fine chemicals for worldwide markets. The founder has d
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inquiryProduct Name: 5`-deoxy-5-fluore-N-[(pentoyloxy)carbonyl]cytidine 2`,3`-diacetate CAS: 162204-20-8 MF: C19H26FN3O8 MW: 443.42 EINECS: 700-593-2 Mol File: 162204-20-8.mol 5`-deoxy-5-fluore-N-[(pentoyloxy)carbonyl]cytidine 2`,3`-diac
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inquiry5`-deoxy-5-fluore-N-[(pentoyloxy)carbonyl]cytidine 2`,3`-diacetate CAS:162204-20-8 Qingdao Belugas Import and Export Co., Ltd. is a scientific and technological company integrating research and development, production and trade of chemical intermedi
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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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inquiry5'-Deoxy-5-fluoro-N-[(pentyloxy)carbonyl]cytidine 2',3'-diacetate CAS:162204-20-8 Specification Item Standard Test Results Identification A.H-NMR:Comply with the structur
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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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inquiryName:Capecetabine intermediate Other name: 5'-Deoxy-5-fluoro-N-[(pentyloxy)carbonyl]cytidine 2',3'-diacetate CAS:162204-20-8 Standard:In-house Stock:Fresh Package:25kg drum Application:Capecitabine intermediate
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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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inquirypentyl chloroformate
(2R,3R,4R,5R)-2-(4-amino-5-fluoro-2-oxopyrimidin-1(2H)-yl)-5-methyl-tetrahydrofuran-3,4-diyl diacetate
N1-(2',3'-di-O-acetyl-5'-deoxy-β-D-ribofuranosyl)-5-fluoro-N4-(pentyloxycarbonyl)cytosine
Conditions | Yield |
---|---|
With potassium phosphate In dichloromethane; isopropyl alcohol at 0 - 25℃; for 4h; Reagent/catalyst; Inert atmosphere; | 94.2% |
With pyridine In dichloromethane at 0℃; for 1h; | 93% |
With dmap; potassium carbonate In dichloromethane at 5℃; for 0.75h; Temperature; Solvent; Reagent/catalyst; | 90.6% |
(5-fluoro-2-oxo-1,2-dihydropyrimidin-4-yl)carbamic acid amyl ester
N1-(2',3'-di-O-acetyl-5'-deoxy-β-D-ribofuranosyl)-5-fluoro-N4-(pentyloxycarbonyl)cytosine
Conditions | Yield |
---|---|
Stage #1: (5-fluoro-2-oxo-1,2-dihydropyrimidin-4-yl)carbamic acid amyl ester With N,O-Bis(trimethylsilyl)trifluoroacetamide In acetonitrile at 50℃; for 0.5h; Inert atmosphere; Stage #2: C24H24O7 In acetonitrile at 20℃; for 0.75h; Inert atmosphere; Molecular sieve; Stage #3: With N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate In acetonitrile at 0 - 20℃; for 2h; | 93% |
pentan-1-ol
1,1'-carbonyldiimidazole
(2R,3R,4R,5R)-2-(4-amino-5-fluoro-2-oxopyrimidin-1(2H)-yl)-5-methyl-tetrahydrofuran-3,4-diyl diacetate
N1-(2',3'-di-O-acetyl-5'-deoxy-β-D-ribofuranosyl)-5-fluoro-N4-(pentyloxycarbonyl)cytosine
Conditions | Yield |
---|---|
In dichloromethane at 20℃; for 4h; | 91.6% |
N1-(2',3'-di-O-acetyl-5'-deoxy-β-D-ribofuranosyl)-5-fluoro-N4-(pentyloxycarbonyl)cytosine
Conditions | Yield |
---|---|
With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride In tetrahydrofuran at 20℃; for 4h; Inert atmosphere; | 74% |
5-deoxy-1,2,3-tri-O-acetyl-D-ribofuranose
N4-(n-pentyloxycarbonyl)-5-fluorocytosine
N1-(2',3'-di-O-acetyl-5'-deoxy-β-D-ribofuranosyl)-5-fluoro-N4-(pentyloxycarbonyl)cytosine
Conditions | Yield |
---|---|
Stage #1: 5-deoxy-1,2,3-tri-O-acetyl-D-ribofuranose; N4-(n-pentyloxycarbonyl)-5-fluorocytosine In acetonitrile Inert atmosphere; Stage #2: With chloro-trimethyl-silane; 1,1,1,3,3,3-hexamethyl-disilazane In acetonitrile at 20℃; for 0.5h; Stage #3: With trimethylsilyl trifluoromethanesulfonate In acetonitrile at -78 - 20℃; | 28% |
1,2,3-tri-O-acetyl-5-deoxy-β-D-ribofuranose
N1-(2',3'-di-O-acetyl-5'-deoxy-β-D-ribofuranosyl)-5-fluoro-N4-(pentyloxycarbonyl)cytosine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: HMDS / toluene / 3 h / 100 °C 1.2: 76 percent / SnCl4 / CH2Cl2 / 2 h / 20 °C 2.1: 1311 g / pyridine / CH2Cl2 / -20 - 20 °C View Scheme | |
Multi-step reaction with 2 steps 1: tin(IV) chloride / dichloromethane / 5 - 10 °C 2: pyridine / dichloromethane / -5 - 5 °C View Scheme |
pentyl (5-fluoro-2-((trimethylsilyl)oxy)pyrimidin-4-yl)carbamate
1,2,3-tri-O-acetyl-5-deoxy-β-D-ribofuranose
N1-(2',3'-di-O-acetyl-5'-deoxy-β-D-ribofuranosyl)-5-fluoro-N4-(pentyloxycarbonyl)cytosine
Conditions | Yield |
---|---|
With 2,6-di-tert-butyl-4-methylpyridinium trifluoromethanesulfonate In acetonitrile at 140℃; |
pentyl chloroformate
N1-(2',3'-di-O-acetyl-5'-deoxy-β-D-ribofuranosyl)-5-fluoro-N4-(pentyloxycarbonyl)cytosine
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: pyridine 2: acetonitrile / 0.5 h / 75 °C 3: 2,6-di-tert-butyl-4-methylpyridinium trifluoromethanesulfonate / acetonitrile / 140 °C View Scheme | |
Multi-step reaction with 4 steps 1: pyridine / dichloromethane / 1.5 h / 0 °C 2: alcalase enzyme cross linked aggregate / ethanol / 100 h / 20 °C / Enzymatic reaction 3: carbon tetrabromide / dichloromethane / 3 h / 20 °C / Inert atmosphere 4: 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride / tetrahydrofuran / Reflux View Scheme | |
Multi-step reaction with 5 steps 1: pyridine / dichloromethane / 1.5 h / 0 °C 2: alcalase enzyme cross linked aggregate / ethanol / 100 h / 20 °C / Enzymatic reaction 3: carbon tetrabromide / dichloromethane / 3 h / 20 °C / Inert atmosphere 4: lithium iodide / acetone / 6 h / Reflux 5: 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride / tetrahydrofuran / 4 h / 20 °C / Inert atmosphere View Scheme |
pentyl chloroformate
5-fluoro-2-trimethylsilanyloxy-pyrimidin-4-ylamine
1,2,3-tri-O-acetyl-5-deoxy-β-D-ribofuranose
N1-(2',3'-di-O-acetyl-5'-deoxy-β-D-ribofuranosyl)-5-fluoro-N4-(pentyloxycarbonyl)cytosine
Conditions | Yield |
---|---|
With 2,6-di-tert-butyl-4-methylpyridinium trifluoromethanesulfonate In acetonitrile at 130℃; |
2',3',5'-tri-O-acetyl-5-fluorocytidine
N1-(2',3'-di-O-acetyl-5'-deoxy-β-D-ribofuranosyl)-5-fluoro-N4-(pentyloxycarbonyl)cytosine
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: pyridine / dichloromethane / 1.5 h / 0 °C 2: alcalase enzyme cross linked aggregate / ethanol / 100 h / 20 °C / Enzymatic reaction 3: carbon tetrabromide / dichloromethane / 3 h / 20 °C / Inert atmosphere 4: 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride / tetrahydrofuran / Reflux View Scheme | |
Multi-step reaction with 5 steps 1: pyridine / dichloromethane / 1.5 h / 0 °C 2: alcalase enzyme cross linked aggregate / ethanol / 100 h / 20 °C / Enzymatic reaction 3: carbon tetrabromide / dichloromethane / 3 h / 20 °C / Inert atmosphere 4: 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride / tetrahydrofuran / Reflux 5: dichloromethane View Scheme | |
Multi-step reaction with 5 steps 1: pyridine / dichloromethane / 1.5 h / 0 °C 2: alcalase enzyme cross linked aggregate / ethanol / 100 h / 20 °C / Enzymatic reaction 3: carbon tetrabromide / dichloromethane / 3 h / 20 °C / Inert atmosphere 4: lithium iodide / acetone / 6 h / Reflux 5: 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride / tetrahydrofuran / 4 h / 20 °C / Inert atmosphere View Scheme |
N1-(2',3',5'-tri-O-acetyl-β-D-ribofuranosyl)-5-fluoro-N4-(n-pentyloxycarbonyl)cytosine
N1-(2',3'-di-O-acetyl-5'-deoxy-β-D-ribofuranosyl)-5-fluoro-N4-(pentyloxycarbonyl)cytosine
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: alcalase enzyme cross linked aggregate / ethanol / 100 h / 20 °C / Enzymatic reaction 2: carbon tetrabromide / dichloromethane / 3 h / 20 °C / Inert atmosphere 3: 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride / tetrahydrofuran / Reflux View Scheme | |
Multi-step reaction with 4 steps 1: alcalase enzyme cross linked aggregate / ethanol / 100 h / 20 °C / Enzymatic reaction 2: carbon tetrabromide / dichloromethane / 3 h / 20 °C / Inert atmosphere 3: 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride / tetrahydrofuran / Reflux 4: dichloromethane View Scheme | |
Multi-step reaction with 4 steps 1: alcalase enzyme cross linked aggregate / ethanol / 100 h / 20 °C / Enzymatic reaction 2: carbon tetrabromide / dichloromethane / 3 h / 20 °C / Inert atmosphere 3: lithium iodide / acetone / 6 h / Reflux 4: 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride / tetrahydrofuran / 4 h / 20 °C / Inert atmosphere View Scheme |
N1-(2',3'-di-O-acetyl-5'-deoxy-β-D-ribofuranosyl)-5-fluoro-N4-(pentyloxycarbonyl)cytosine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: carbon tetrabromide / dichloromethane / 3 h / 20 °C / Inert atmosphere 2: 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride / tetrahydrofuran / Reflux View Scheme | |
Multi-step reaction with 3 steps 1: carbon tetrabromide / dichloromethane / 3 h / 20 °C / Inert atmosphere 2: 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride / tetrahydrofuran / Reflux 3: dichloromethane View Scheme | |
Multi-step reaction with 3 steps 1: carbon tetrabromide / dichloromethane / 3 h / 20 °C / Inert atmosphere 2: lithium iodide / acetone / 6 h / Reflux 3: 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride / tetrahydrofuran / 4 h / 20 °C / Inert atmosphere View Scheme |
A
(2R,3R,4R,5R)-2-(4-amino-5-fluoro-2-oxopyrimidin-1(2H)-yl)-5-methyl-tetrahydrofuran-3,4-diyl diacetate
B
N1-(2',3'-di-O-acetyl-5'-deoxy-β-D-ribofuranosyl)-5-fluoro-N4-(pentyloxycarbonyl)cytosine
Conditions | Yield |
---|---|
With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride In tetrahydrofuran Reflux; Overall yield = 45 %; |
N1-(2',3'-di-O-acetyl-5'-deoxy-β-D-ribofuranosyl)-5-fluoro-N4-(pentyloxycarbonyl)cytosine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: lithium iodide / acetone / 6 h / Reflux 2: 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride / tetrahydrofuran / 4 h / 20 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 2 steps 1: 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride / tetrahydrofuran / Reflux 2: dichloromethane View Scheme |
methyl 2,3-O-isopropylidene-5-O-p-tolylsulfonyl-β-D-ribofuranoside
N1-(2',3'-di-O-acetyl-5'-deoxy-β-D-ribofuranosyl)-5-fluoro-N4-(pentyloxycarbonyl)cytosine
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: sodium tetrahydroborate / dimethyl sulfoxide 2: sulfuric acid / water / 80 - 90 °C / Large scale 3: triethylamine; dmap / 4 h / -5 - 5 °C / Large scale 4: tin(IV) chloride / dichloromethane / 5 - 10 °C 5: pyridine / dichloromethane / -5 - 5 °C View Scheme |
methyl 5-deoxy-2,3-O-isopropylidene-β-D-ribofuranoside
N1-(2',3'-di-O-acetyl-5'-deoxy-β-D-ribofuranosyl)-5-fluoro-N4-(pentyloxycarbonyl)cytosine
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: sulfuric acid / water / 80 - 90 °C / Large scale 2: triethylamine; dmap / 4 h / -5 - 5 °C / Large scale 3: tin(IV) chloride / dichloromethane / 5 - 10 °C 4: pyridine / dichloromethane / -5 - 5 °C View Scheme |
(2R,3R,4S,5R)-5-methyltetrahydrofuran-2,3,4-triol
N1-(2',3'-di-O-acetyl-5'-deoxy-β-D-ribofuranosyl)-5-fluoro-N4-(pentyloxycarbonyl)cytosine
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: triethylamine; dmap / 4 h / -5 - 5 °C / Large scale 2: tin(IV) chloride / dichloromethane / 5 - 10 °C 3: pyridine / dichloromethane / -5 - 5 °C View Scheme |
β-D-ribofuranose
N1-(2',3'-di-O-acetyl-5'-deoxy-β-D-ribofuranosyl)-5-fluoro-N4-(pentyloxycarbonyl)cytosine
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1: sulfuric acid / 0 - 20 °C 2: triethylamine / dichloromethane / 0 - 20 °C 3: sodium tetrahydroborate; lithium chloride / diethylene glycol dimethyl ether / 20 h / 80 - 90 °C 4: sulfuric acid / water / 80 - 90 °C / Large scale 5: triethylamine; dmap / 4 h / -5 - 5 °C / Large scale 6: tin(IV) chloride / dichloromethane / 5 - 10 °C 7: pyridine / dichloromethane / -5 - 5 °C View Scheme |
((3aR,4R,6R,6aR)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methanol
N1-(2',3'-di-O-acetyl-5'-deoxy-β-D-ribofuranosyl)-5-fluoro-N4-(pentyloxycarbonyl)cytosine
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1: triethylamine / dichloromethane / 0 - 20 °C 2: sodium tetrahydroborate; lithium chloride / diethylene glycol dimethyl ether / 20 h / 80 - 90 °C 3: sulfuric acid / water / 80 - 90 °C / Large scale 4: triethylamine; dmap / 4 h / -5 - 5 °C / Large scale 5: tin(IV) chloride / dichloromethane / 5 - 10 °C 6: pyridine / dichloromethane / -5 - 5 °C View Scheme |
1-O-methyl-2,3-O-isopropylidene-5-O-(methanesulfonyl)-β-D-ribofuranoside
N1-(2',3'-di-O-acetyl-5'-deoxy-β-D-ribofuranosyl)-5-fluoro-N4-(pentyloxycarbonyl)cytosine
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: sodium tetrahydroborate; lithium chloride / diethylene glycol dimethyl ether / 20 h / 80 - 90 °C 2: sulfuric acid / water / 80 - 90 °C / Large scale 3: triethylamine; dmap / 4 h / -5 - 5 °C / Large scale 4: tin(IV) chloride / dichloromethane / 5 - 10 °C 5: pyridine / dichloromethane / -5 - 5 °C View Scheme |
5-deoxy-1,2,3-tri-O-acetyl-D-ribofuranose
N1-(2',3'-di-O-acetyl-5'-deoxy-β-D-ribofuranosyl)-5-fluoro-N4-(pentyloxycarbonyl)cytosine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: 1,1,1,3,3,3-hexamethyl-disilazane / toluene / 4 h / Autoclave; Reflux; Industrial scale 1.2: 12 h / 2 - 20 °C / Industrial scale 2.1: pyridine / dichloromethane / -15 - -5 °C / Industrial scale View Scheme |
(3aS,4S,6aR)-4-(iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole
N1-(2',3'-di-O-acetyl-5'-deoxy-β-D-ribofuranosyl)-5-fluoro-N4-(pentyloxycarbonyl)cytosine
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: 1-ethylpiperidine hypophosphite; di-isopropyl azodicarboxylate; triethylamine / 1,4-dioxane / Reflux; Inert atmosphere 2.1: sulfuric acid / water / 2 h / Reflux 2.2: 20 h / 20 °C 3.1: tin(IV) chloride; sodium hydrogencarbonate / water; dichloromethane / 0.5 h / 0 - 20 °C 4.1: pyridine / dichloromethane / 1 h / 0 °C View Scheme |
1-O-methyl-2,3-O-isopropylidene-5-deoxy-D-ribofuranose
N1-(2',3'-di-O-acetyl-5'-deoxy-β-D-ribofuranosyl)-5-fluoro-N4-(pentyloxycarbonyl)cytosine
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: sulfuric acid / water / 2 h / Reflux 1.2: 20 h / 20 °C 2.1: tin(IV) chloride; sodium hydrogencarbonate / water; dichloromethane / 0.5 h / 0 - 20 °C 3.1: pyridine / dichloromethane / 1 h / 0 °C View Scheme |
D-Ribose
N1-(2',3'-di-O-acetyl-5'-deoxy-β-D-ribofuranosyl)-5-fluoro-N4-(pentyloxycarbonyl)cytosine
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1.1: hydrogenchloride / water / 3 h / Reflux 2.1: triethylamine / dichloromethane / 4 h / 0 - 5 °C 3.1: sodium iodide / acetonitrile / 12 h / Reflux 4.1: 1-ethylpiperidine hypophosphite; di-isopropyl azodicarboxylate; triethylamine / 1,4-dioxane / Reflux; Inert atmosphere 5.1: sulfuric acid / water / 2 h / Reflux 5.2: 20 h / 20 °C 6.1: tin(IV) chloride; sodium hydrogencarbonate / water; dichloromethane / 0.5 h / 0 - 20 °C 7.1: pyridine / dichloromethane / 1 h / 0 °C View Scheme |
methyl 2,3-O-isopropylidene-D-ribofuranoside
N1-(2',3'-di-O-acetyl-5'-deoxy-β-D-ribofuranosyl)-5-fluoro-N4-(pentyloxycarbonyl)cytosine
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1.1: triethylamine / dichloromethane / 4 h / 0 - 5 °C 2.1: sodium iodide / acetonitrile / 12 h / Reflux 3.1: 1-ethylpiperidine hypophosphite; di-isopropyl azodicarboxylate; triethylamine / 1,4-dioxane / Reflux; Inert atmosphere 4.1: sulfuric acid / water / 2 h / Reflux 4.2: 20 h / 20 °C 5.1: tin(IV) chloride; sodium hydrogencarbonate / water; dichloromethane / 0.5 h / 0 - 20 °C 6.1: pyridine / dichloromethane / 1 h / 0 °C View Scheme |
((3aR,4R,6aR)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methyl 4-methylbenzenesulfonate
N1-(2',3'-di-O-acetyl-5'-deoxy-β-D-ribofuranosyl)-5-fluoro-N4-(pentyloxycarbonyl)cytosine
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: sodium iodide / acetonitrile / 12 h / Reflux 2.1: 1-ethylpiperidine hypophosphite; di-isopropyl azodicarboxylate; triethylamine / 1,4-dioxane / Reflux; Inert atmosphere 3.1: sulfuric acid / water / 2 h / Reflux 3.2: 20 h / 20 °C 4.1: tin(IV) chloride; sodium hydrogencarbonate / water; dichloromethane / 0.5 h / 0 - 20 °C 5.1: pyridine / dichloromethane / 1 h / 0 °C View Scheme |
5-deoxy-1,2,3-tri-O-acetyl-D-ribofuranose
(5-fluoro-2-oxo-1,2-dihydropyrimidin-4-yl)carbamic acid amyl ester
N1-(2',3'-di-O-acetyl-5'-deoxy-β-D-ribofuranosyl)-5-fluoro-N4-(pentyloxycarbonyl)cytosine
Conditions | Yield |
---|---|
With boron trifluoride diethyl etherate at 5 - 40℃; for 3h; | 330.8 g |
N1-(2',3'-di-O-acetyl-5'-deoxy-β-D-ribofuranosyl)-5-fluoro-N4-(pentyloxycarbonyl)cytosine
capecitabine
Conditions | Yield |
---|---|
Stage #1: N1-(2',3'-di-O-acetyl-5'-deoxy-β-D-ribofuranosyl)-5-fluoro-N4-(pentyloxycarbonyl)cytosine With water; sodium hydroxide In methanol at -15℃; Stage #2: With hydrogenchloride In methanol; water at -15℃; pH=5; | 98% |
With potassium hydroxide In methanol at 0 - 15℃; for 1h; Reagent/catalyst; | 96.1% |
With sodium hydroxide In methanol; water at -10 - 5℃; for 1h; Autoclave; | 87.5% |
N1-(2',3'-di-O-acetyl-5'-deoxy-β-D-ribofuranosyl)-5-fluoro-N4-(pentyloxycarbonyl)cytosine
5'-deoxy-5-fluoro-N4-(n-pentyloxycarbonyl)cytidine-2',3'-carbonate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: sodium hydroxide / acetone / 2 h / -15 - 10 °C 2: dichloromethane / 20 °C / Inert atmosphere View Scheme |
dimethyl sulfate
N1-(2',3'-di-O-acetyl-5'-deoxy-β-D-ribofuranosyl)-5-fluoro-N4-(pentyloxycarbonyl)cytosine
Conditions | Yield |
---|---|
With triethylamine In 1,2-dichloro-ethane at 50℃; | A 0.2 g B 0.59 g |
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