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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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inquiryDayangChem exported this product to many countries and regions at best price in China. If you are looking for the product’s supplier in China, DayangChem is your best choice. As a leading manufacturer and supplier of chemicals in China, Day
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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 advantage:Our 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 Scient
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inquiryOur advantages: 1. All inquiries will be replied within 12 hours. 2. Dedication to quality, supply & service. 3. Strictly on selecting raw materials. 4. Reasonable & competitive price, fast lead time. 5. Sample is available for your eva
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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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inquiryProduct Name Entecavir Intermediate CAS NO. 110567-22-1 Purity 99% Storage condi
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inquiry1. Best prices with satisfied quality; 2. It's clients' right to choose the package's Courier (EMS, DHL, FedEx, UPS); 3.It's clients' right to choose the packing way for his produccts from many recent effective packing ways;
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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 powder Storage:Store in sealed containers at cool & dr
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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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inquiry(1S,2R,3S,5R)-3-(Phenymethyloxy)-2-(phenylmethoxy)methyl-6-oxabicyclo[3.1.0]hexane CAS:110567-22-1 Qingdao Belugas Import and Export Co., Ltd. is a scientific and technological company integrating research and development, production and trade of ch
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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 Services 1. New Molecules R&D 2. Own test center HPLC NMR GC LC-MS 3. API and Intermediates from China reputed manufacturers 4. Documents support COA MOA MSDS DMF open part Our advantages 1. Government awarded company. Top 100 enter
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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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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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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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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,
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inquiryWe Huarong Pharm can provide Customized Synthesis & Process R&D & APIs and intermediates Production & Quality Research & Registration Application, especially our GMP validation service which complies with SFDA, FDA, WHO and EU EMPA. O
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inquiryAppearance:95%+ Package:R&D,Pilot run Transportation:per client require Port:Express ,Air, Sea
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inquiryJinlan Pharm-Drugs Technology Co.,Limited (with its export company Hangzhou Royall Import & Export Co.,Ltd.)is located in Hangzhou, Zhejiang Province. Neighboring Ningbo port, Shanghai port, Hangzhou Xiaoshan Int’l Airport and Shanghai Pudong Int’l A
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inquiryHebei Lead Bio-Chemicals Co., Ltd. established in 2006, devolved in resurching, manufacturing and supplying of pharmaceuticals,food ingredients, cosmetics,health care products, Chinese herb, plant extracts and some fine chemicals,is one of leading gr
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inquiryHigh quality,stable supply chain.Appearance:white/off-white or light yellow Storage:Store in cool and dry place, keep away from strong light and heat. Package:aluminum bottle,glass bottle,PTFE bottle,cardboard drum Application:This product can be use
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inquiryStock products, own laboratory Package:Grams, Kilograms Application:For R&D Transportation:According to customer request Port:Shanghai
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inquiryISO Factory/Good qualityAppearance:off white Storage:dry and cool place Package:10G/BAG; 1KG/BAG ;25KG/DRUM Application:Active pharaceutical ingredients Transportation:BY SEA,AIR,EXPRESS Port:SHANGHAI;BEIJING
Lower price, sample is available,SDS test documents are available,large stock in warehouseAppearance:White powder Storage:Sealed and preserved Package:200/Kilograms Application:Fine chemical intermediates, used as the main raw material for the synthe
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inquiryhigh purity lowest priceAppearance:solid or liquid Storage:in sealed air resistant place Package:drum and bag Application:for pharma use Transportation:by sea or air Port:Beijing or Guangzhou
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inquiryR & D enterprises have their own stock in stockAppearance:To be subject to the object Package:Customized Application:pharmaceutical intermediates Transportation:Air Port:Shanghai;Guangzhou
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inquiryOur clients, like BASF,CHEMO,Brenntag,ASR,Evonik,Merck and etc.Appearance:COA Storage:in stock Application:MSDS/TDS
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inquirybenzyl bromide
(2R,3S)-2-benzyloxymethyl-6-oxabicyclo<3.1.0>hexan-3-ol
(2R,3S)-benzyloxy-2-benzyloxymethyl-6-oxabicyclo<3.1.0>hexane
Conditions | Yield |
---|---|
Stage #1: (2R,3S)-2-benzyloxymethyl-6-oxabicyclo<3.1.0>hexan-3-ol With sodium hydride In tetrahydrofuran at 20℃; for 1h; Stage #2: benzyl bromide With tetra-(n-butyl)ammonium iodide In tetrahydrofuran at 20℃; for 12h; | 86% |
With tetra-(n-butyl)ammonium iodide; sodium hydride 1.) THF, 2 h; 1.) THF, 2.5 h; Yield given. Multistep reaction; | |
With tetra-(n-butyl)ammonium iodide; sodium hydride In N,N-dimethyl-formamide Yield given; | |
With tetra-(n-butyl)ammonium iodide; sodium hydride In N,N-dimethyl-formamide; mineral oil at -50℃; for 18h; | |
With sodium hydride In tetrahydrofuran; water at 20℃; Large scale; | 4.4 kg |
Benzyloxymethyl chloride
(2R,3S)-benzyloxy-2-benzyloxymethyl-6-oxabicyclo<3.1.0>hexane
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: NaH / tetrahydrofuran / 1 h / 0 °C 1.2: tetrahydrofuran / 2 h / -40 °C 2.1: (-)-diisopinocamphenylborane / tetrahydrofuran / 17 h / -60 - 0 °C 2.2: 8.20 g / aq. NaOH; H2O2 / diethyl ether; tetrahydrofuran / 12 h / 0 °C 3.1: 82 percent / Mo(CO)6; t-BuOOH / benzene; decane / 3 h / 80 °C 4.1: NaH / tetrahydrofuran / 1 h / 20 °C 4.2: 86 percent / tetrabutylammonium iodide / tetrahydrofuran / 12 h / 20 °C View Scheme | |
Multi-step reaction with 4 steps 1: tetrahydrofuran / -78 - -65 °C 2: 1.) diisopinylcampheylborane (prepared from (+)-α-pinene), 2.) aq. NaOH, H2O2 / 1.) THF, -65 to -78 deg C 3: VO(acac)2, t-BuOOH / CH2Cl2 4: NaH, Bu4NI / dimethylformamide View Scheme | |
Multi-step reaction with 4 steps 1: 1.) Na / 1.) THF, -5 deg C, 1.5 h; 2.) THF, -45 deg C, 1 h 2: 15.8 g / (-)-diisopinan-3-ylborane / tetrahydrofuran / 1.) -60 deg C, 1 h; 2.) 5 deg C, 18 h 3: 12.0 g / t-butyl hydroperoxide, vanadium(V)acetylacetonate / 1,2-dichloro-ethane / 2.75 h / 30 °C 4: 1.) NaH; 2.) tetrabutylammonium iodide / 1.) THF, 2 h; 1.) THF, 2.5 h View Scheme |
5-(benzyloxymethyl)cyclopentadiene
(2R,3S)-benzyloxy-2-benzyloxymethyl-6-oxabicyclo<3.1.0>hexane
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: (-)-diisopinocamphenylborane / tetrahydrofuran / 17 h / -60 - 0 °C 1.2: 8.20 g / aq. NaOH; H2O2 / diethyl ether; tetrahydrofuran / 12 h / 0 °C 2.1: 82 percent / Mo(CO)6; t-BuOOH / benzene; decane / 3 h / 80 °C 3.1: NaH / tetrahydrofuran / 1 h / 20 °C 3.2: 86 percent / tetrabutylammonium iodide / tetrahydrofuran / 12 h / 20 °C View Scheme | |
Multi-step reaction with 3 steps 1: 1.) diisopinylcampheylborane (prepared from (+)-α-pinene), 2.) aq. NaOH, H2O2 / 1.) THF, -65 to -78 deg C 2: VO(acac)2, t-BuOOH / CH2Cl2 3: NaH, Bu4NI / dimethylformamide View Scheme | |
Multi-step reaction with 3 steps 1: 15.8 g / (-)-diisopinan-3-ylborane / tetrahydrofuran / 1.) -60 deg C, 1 h; 2.) 5 deg C, 18 h 2: 12.0 g / t-butyl hydroperoxide, vanadium(V)acetylacetonate / 1,2-dichloro-ethane / 2.75 h / 30 °C 3: 1.) NaH; 2.) tetrabutylammonium iodide / 1.) THF, 2 h; 1.) THF, 2.5 h View Scheme |
cyclopenta-1,3-diene
(2R,3S)-benzyloxy-2-benzyloxymethyl-6-oxabicyclo<3.1.0>hexane
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: NaH / tetrahydrofuran / 1 h / 0 °C 1.2: tetrahydrofuran / 2 h / -40 °C 2.1: (-)-diisopinocamphenylborane / tetrahydrofuran / 17 h / -60 - 0 °C 2.2: 8.20 g / aq. NaOH; H2O2 / diethyl ether; tetrahydrofuran / 12 h / 0 °C 3.1: 82 percent / Mo(CO)6; t-BuOOH / benzene; decane / 3 h / 80 °C 4.1: NaH / tetrahydrofuran / 1 h / 20 °C 4.2: 86 percent / tetrabutylammonium iodide / tetrahydrofuran / 12 h / 20 °C View Scheme |
(1S,2R)-2-(benzyloxymethyl)-1-hydroxy-3-cyclopentene
(2R,3S)-benzyloxy-2-benzyloxymethyl-6-oxabicyclo<3.1.0>hexane
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: 82 percent / Mo(CO)6; t-BuOOH / benzene; decane / 3 h / 80 °C 2.1: NaH / tetrahydrofuran / 1 h / 20 °C 2.2: 86 percent / tetrabutylammonium iodide / tetrahydrofuran / 12 h / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1: VO(acac)2, t-BuOOH / CH2Cl2 2: NaH, Bu4NI / dimethylformamide View Scheme | |
Multi-step reaction with 2 steps 1: 12.0 g / t-butyl hydroperoxide, vanadium(V)acetylacetonate / 1,2-dichloro-ethane / 2.75 h / 30 °C 2: 1.) NaH; 2.) tetrabutylammonium iodide / 1.) THF, 2 h; 1.) THF, 2.5 h View Scheme | |
Multi-step reaction with 2 steps 1.1: tert.-butylhydroperoxide; bis(acetylacetonate)oxovanadium / dichloromethane / 16 h / 20 °C / Large scale 1.2: 1 h / 20 °C / Large scale 2.1: sodium hydride / water; tetrahydrofuran / 20 °C / Large scale View Scheme |
sodium cyclopentadienylide
(2R,3S)-benzyloxy-2-benzyloxymethyl-6-oxabicyclo<3.1.0>hexane
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: tetrahydrofuran / -78 - -65 °C 2: 1.) diisopinylcampheylborane (prepared from (+)-α-pinene), 2.) aq. NaOH, H2O2 / 1.) THF, -65 to -78 deg C 3: VO(acac)2, t-BuOOH / CH2Cl2 4: NaH, Bu4NI / dimethylformamide View Scheme |
cyclopenta-1,3-diene
(2R,3S)-benzyloxy-2-benzyloxymethyl-6-oxabicyclo<3.1.0>hexane
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 1.) Na / 1.) THF, -5 deg C, 1.5 h; 2.) THF, -45 deg C, 1 h 2: 15.8 g / (-)-diisopinan-3-ylborane / tetrahydrofuran / 1.) -60 deg C, 1 h; 2.) 5 deg C, 18 h 3: 12.0 g / t-butyl hydroperoxide, vanadium(V)acetylacetonate / 1,2-dichloro-ethane / 2.75 h / 30 °C 4: 1.) NaH; 2.) tetrabutylammonium iodide / 1.) THF, 2 h; 1.) THF, 2.5 h View Scheme |
(2R,3S)-benzyloxy-2-benzyloxymethyl-6-oxabicyclo<3.1.0>hexane
(1S,2R,3S,5R)-2-Hydroxymethyl-6-oxa-bicyclo[3.1.0]hexan-3-ol
Conditions | Yield |
---|---|
With hydrogen; palladium on activated charcoal | 100% |
(2R,3S)-benzyloxy-2-benzyloxymethyl-6-oxabicyclo<3.1.0>hexane
(1S,2S,3S,5S)-5-azido-3-(benzyloxy)-2-(benzyloxymethyl)cyclopentanol
Conditions | Yield |
---|---|
With sodium azide; ammonium chloride In ethanol at 85℃; for 22h; | 99% |
With sodium azide; ammonium chloride In ethanol at 85℃; for 22h; |
C17H19N5O3
(2R,3S)-benzyloxy-2-benzyloxymethyl-6-oxabicyclo<3.1.0>hexane
Conditions | Yield |
---|---|
Stage #1: C17H19N5O3 With lithium hydride In N,N-dimethyl-formamide at 60℃; for 0.25h; Stage #2: (2R,3S)-benzyloxy-2-benzyloxymethyl-6-oxabicyclo<3.1.0>hexane In N,N-dimethyl-formamide at 125℃; for 2.5h; | 83% |
(2R,3S)-benzyloxy-2-benzyloxymethyl-6-oxabicyclo<3.1.0>hexane
potassium cyanide
(1S,2R,3R,4R)-1-Benzyloxy-2-benzyloxymethyl-4-cyano-3-hydroxycyclopentane
Conditions | Yield |
---|---|
With lithium perchlorate In acetonitrile at 70℃; for 96h; | 77.5% |
With lithium perchlorate In acetonitrile at 70℃; for 24h; | 75% |
(2R,3S)-benzyloxy-2-benzyloxymethyl-6-oxabicyclo<3.1.0>hexane
2,4-dihydroxy-5-methylpyrimidine
1-(3',5'-di-O-benzyl-2'-deoxy-6'-hydroxy-6'-carba-β-D-ribofuranosyl)thymine
Conditions | Yield |
---|---|
With sodium hydride In N,N-dimethyl-formamide at 140℃; | 70% |
(2R,3S)-benzyloxy-2-benzyloxymethyl-6-oxabicyclo<3.1.0>hexane
thymin
1-(3',5'-di-O-benzyl-2'-deoxy-6'-hydroxy-6'-carba-β-D-ribofuranosyl)thymine
Conditions | Yield |
---|---|
With sodium hydride In N,N-dimethyl-formamide at 140℃; | 70% |
With lithium hydride In N,N-dimethyl-formamide at 140℃; | 64% |
Stage #1: thymin With triethylaluminum In tetrahydrofuran; hexane at 20℃; for 1h; Stage #2: (2R,3S)-benzyloxy-2-benzyloxymethyl-6-oxabicyclo<3.1.0>hexane In tetrahydrofuran; hexane at 20℃; for 48h; ultrasound; | 46% |
In N-methyl-acetamide; methanol; dichloromethane; acetic acid; toluene; mineral oil |
(2R,3S)-benzyloxy-2-benzyloxymethyl-6-oxabicyclo<3.1.0>hexane
[1S-(1α,2β,3α,5β)]-5-(6-amino-9H-purin-9-yl)-3-(phenylmethoxy)-2-[(phenylmethoxy)methyl]cyclopentanol
Conditions | Yield |
---|---|
With lithium hydride In N,N-dimethyl-formamide at 120℃; | 70% |
(2R,3S)-benzyloxy-2-benzyloxymethyl-6-oxabicyclo<3.1.0>hexane
uracil
[1S-(1α,2β,3α,4β)]-1-[2-Hydroxy-4-(phenyl-methoxy)-3-[(phenylmethoxy)methyl]cyclopentyl]-2,4(1H,3H)-pyrimidinedione
Conditions | Yield |
---|---|
With sodium hydride In N,N-dimethyl-formamide at 130℃; | 65% |
With sodium hydride In N,N-dimethyl-formamide at 140℃; | 63% |
With acetic acid In N-methyl-acetamide; methanol; dichloromethane; mineral oil |
(2R,3S)-benzyloxy-2-benzyloxymethyl-6-oxabicyclo<3.1.0>hexane
2-Amino-6-benzyloxypurine
[1S-(1α,2β,3α,5β)]-5-(2-amino-6-benzyloxy-9H-purin-9-yl)-3-benzyloxy-2-(benzyloxy)methyl-cyclopentanol
Conditions | Yield |
---|---|
With lithium hydride In N,N-dimethyl-formamide at 125℃; for 2h; | 60% |
Stage #1: 2-Amino-6-benzyloxypurine With lithium hydride In N,N-dimethyl-formamide at 20 - 60℃; for 0.416667h; Stage #2: (2R,3S)-benzyloxy-2-benzyloxymethyl-6-oxabicyclo<3.1.0>hexane In N,N-dimethyl-formamide at 60 - 125℃; for 2.25h; | 51.18% |
With acetic acid In N-methyl-acetamide; methanol; ethanol; dichloromethane; chloroform | |
With tetrabutylammomium bromide; potassium hydroxide In toluene at 80℃; for 6h; Temperature; Reagent/catalyst; | 6 g |
(2R,3S)-benzyloxy-2-benzyloxymethyl-6-oxabicyclo<3.1.0>hexane
Conditions | Yield |
---|---|
Stage #1: 2-[(triphenylmethyl)amino]-6-benzyloxy-9H-purine With lithium hydride In N,N-dimethyl-formamide at 58 - 62℃; for 0.5h; Stage #2: (2R,3S)-benzyloxy-2-benzyloxymethyl-6-oxabicyclo<3.1.0>hexane In N,N-dimethyl-formamide at 60 - 120℃; for 0.5h; | 58.5% |
(2R,3S)-benzyloxy-2-benzyloxymethyl-6-oxabicyclo<3.1.0>hexane
(1S,2S,3S,5S)-5-[2-Amino-6-(2-methoxy-ethoxy)-purin-9-yl]-3-benzyloxy-2-benzyloxymethyl-cyclopentanol
Conditions | Yield |
---|---|
lithium hydride In N,N-dimethyl-formamide at 145℃; |
(2R,3S)-benzyloxy-2-benzyloxymethyl-6-oxabicyclo<3.1.0>hexane
A
(1S,2S,3S,5S)-5-azido-3-(benzyloxy)-2-(benzyloxymethyl)cyclopentanol
Conditions | Yield |
---|---|
With sodium azide; ammonium chloride In ethanol; water for 22h; Heating; | A 3.3 g B 0.2 g |
(2R,3S)-benzyloxy-2-benzyloxymethyl-6-oxabicyclo<3.1.0>hexane
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1.1: Et3Al / hexane; tetrahydrofuran / 1 h / 20 °C 1.2: 46 percent / hexane; tetrahydrofuran / 48 h / 20 °C / ultrasound 2.1: DMAP / acetonitrile / 16 h / 20 °C 3.1: 398 mg / AIBN; n-Bu3SnH / toluene / 3.5 h / 75 °C 4.1: 90 percent / BCl3 / CH2Cl2 / 5 h / -78 °C 5.1: i-Pr2NEt / acetonitrile; dimethylformamide / 2 h / -40 - 0 °C 6.1: 107 mg / t-BuOOH / acetonitrile; dimethylformamide / 2 h / -40 - 20 °C 7.1: 76 percent / Et3N; H2O / acetonitrile / 18 h / 20 °C View Scheme |
(2R,3S)-benzyloxy-2-benzyloxymethyl-6-oxabicyclo<3.1.0>hexane
1-((1R,3S,4R)-3-hydroxy-4-(hydroxymethyl)cyclopentyl)-5-methylpyrimidine-2,4(1H,3H)-dione
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: Et3Al / hexane; tetrahydrofuran / 1 h / 20 °C 1.2: 46 percent / hexane; tetrahydrofuran / 48 h / 20 °C / ultrasound 2.1: DMAP / acetonitrile / 16 h / 20 °C 3.1: 398 mg / AIBN; n-Bu3SnH / toluene / 3.5 h / 75 °C 4.1: 90 percent / BCl3 / CH2Cl2 / 5 h / -78 °C View Scheme |
(2R,3S)-benzyloxy-2-benzyloxymethyl-6-oxabicyclo<3.1.0>hexane
1-(3',5'-di-O-benzyl-2'-deoxy-6'-carba-β-D-ribofuranosyl)thymine
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: Et3Al / hexane; tetrahydrofuran / 1 h / 20 °C 1.2: 46 percent / hexane; tetrahydrofuran / 48 h / 20 °C / ultrasound 2.1: DMAP / acetonitrile / 16 h / 20 °C 3.1: 398 mg / AIBN; n-Bu3SnH / toluene / 3.5 h / 75 °C View Scheme |
(2R,3S)-benzyloxy-2-benzyloxymethyl-6-oxabicyclo<3.1.0>hexane
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: Et3Al / hexane; tetrahydrofuran / 1 h / 20 °C 1.2: 46 percent / hexane; tetrahydrofuran / 48 h / 20 °C / ultrasound 2.1: DMAP / acetonitrile / 16 h / 20 °C 3.1: 398 mg / AIBN; n-Bu3SnH / toluene / 3.5 h / 75 °C 4.1: 90 percent / BCl3 / CH2Cl2 / 5 h / -78 °C 5.1: i-Pr2NEt / acetonitrile; dimethylformamide / 2 h / -40 - 0 °C View Scheme |
(2R,3S)-benzyloxy-2-benzyloxymethyl-6-oxabicyclo<3.1.0>hexane
3-methyl-cyclosaligenyl-5'-O-[1-(2'-deoxy-6'-carba-β-D-ribofuranosyl)thymidinyl]-phosphate
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1.1: Et3Al / hexane; tetrahydrofuran / 1 h / 20 °C 1.2: 46 percent / hexane; tetrahydrofuran / 48 h / 20 °C / ultrasound 2.1: DMAP / acetonitrile / 16 h / 20 °C 3.1: 398 mg / AIBN; n-Bu3SnH / toluene / 3.5 h / 75 °C 4.1: 90 percent / BCl3 / CH2Cl2 / 5 h / -78 °C 5.1: i-Pr2NEt / acetonitrile; dimethylformamide / 2 h / -40 - 0 °C 6.1: 107 mg / t-BuOOH / acetonitrile; dimethylformamide / 2 h / -40 - 20 °C View Scheme |
(2R,3S)-benzyloxy-2-benzyloxymethyl-6-oxabicyclo<3.1.0>hexane
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: Et3Al / hexane; tetrahydrofuran / 1 h / 20 °C 1.2: 46 percent / hexane; tetrahydrofuran / 48 h / 20 °C / ultrasound 2.1: DMAP / acetonitrile / 16 h / 20 °C View Scheme |
(2R,3S)-benzyloxy-2-benzyloxymethyl-6-oxabicyclo<3.1.0>hexane
(S)-Methanocarba-Thymidine
Conditions | Yield |
---|---|
Multi-step reaction with 11 steps 1: 77.5 percent / LiClO4 / acetonitrile / 96 h / 70 °C 2: 98 percent / 1,1'-thiocarbonyldiimidazole, DMAP / dimethylformamide / 1.) r.t., 3 h, 2.) 70 deg C, 30 min 3: 96.5 percent / CHCl3; diethyl ether / 72 h / 0 °C 4: benzophenone / benzene; acetonitrile / 2 h / Irradiation 5: 25percent aq. NaOH / methanol / 24 h / Heating 6: Et3N, DPPA / toluene / 1.) r.t., 2 h, 2.) 80 deg C, 2 h 7: toluene / 1.) 80 deg C, 2 h, 2.) r.t., overnight 8: 99 percent / Bu4NF / acetonitrile; tetrahydrofuran / 4 h / 70 °C 9: 85.5 percent / CH2Cl2 / 24 h / Ambient temperature 10: 2 M HCl / ethanol / 30 h / Heating 11: 87.72 percent / HCOOH / Pd / methanol / 2 h / 40 °C View Scheme |
(2R,3S)-benzyloxy-2-benzyloxymethyl-6-oxabicyclo<3.1.0>hexane
(1S,3S,4R,5S)-3-Benzyloxy-4-benzyloxymethyl-1-aminobicyclo<3.1.0>hexane
Conditions | Yield |
---|---|
Multi-step reaction with 8 steps 1: 77.5 percent / LiClO4 / acetonitrile / 96 h / 70 °C 2: 98 percent / 1,1'-thiocarbonyldiimidazole, DMAP / dimethylformamide / 1.) r.t., 3 h, 2.) 70 deg C, 30 min 3: 96.5 percent / CHCl3; diethyl ether / 72 h / 0 °C 4: benzophenone / benzene; acetonitrile / 2 h / Irradiation 5: 25percent aq. NaOH / methanol / 24 h / Heating 6: Et3N, DPPA / toluene / 1.) r.t., 2 h, 2.) 80 deg C, 2 h 7: toluene / 1.) 80 deg C, 2 h, 2.) r.t., overnight 8: 99 percent / Bu4NF / acetonitrile; tetrahydrofuran / 4 h / 70 °C View Scheme |
(2R,3S)-benzyloxy-2-benzyloxymethyl-6-oxabicyclo<3.1.0>hexane
(3R,4S)-1-Cyano-4-benzyloxy-3-benzyloxymethylcyclopentene
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 77.5 percent / LiClO4 / acetonitrile / 96 h / 70 °C 2: 98 percent / 1,1'-thiocarbonyldiimidazole, DMAP / dimethylformamide / 1.) r.t., 3 h, 2.) 70 deg C, 30 min View Scheme |
(2R,3S)-benzyloxy-2-benzyloxymethyl-6-oxabicyclo<3.1.0>hexane
(1S,3S,4R,5S)-3-Benzyloxy-4-benzyloxymethyl-1-cyanobicyclo<3.1.0>hexane
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 77.5 percent / LiClO4 / acetonitrile / 96 h / 70 °C 2: 98 percent / 1,1'-thiocarbonyldiimidazole, DMAP / dimethylformamide / 1.) r.t., 3 h, 2.) 70 deg C, 30 min 3: 96.5 percent / CHCl3; diethyl ether / 72 h / 0 °C 4: benzophenone / benzene; acetonitrile / 2 h / Irradiation View Scheme |
(2R,3S)-benzyloxy-2-benzyloxymethyl-6-oxabicyclo<3.1.0>hexane
(1S,3S,4R,5S)-3-Benzyloxy-4-benzyloxymethylbicyclo<3.1.0>hexane-1-carboxylic acid
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: 77.5 percent / LiClO4 / acetonitrile / 96 h / 70 °C 2: 98 percent / 1,1'-thiocarbonyldiimidazole, DMAP / dimethylformamide / 1.) r.t., 3 h, 2.) 70 deg C, 30 min 3: 96.5 percent / CHCl3; diethyl ether / 72 h / 0 °C 4: benzophenone / benzene; acetonitrile / 2 h / Irradiation 5: 25percent aq. NaOH / methanol / 24 h / Heating View Scheme |
(2R,3S)-benzyloxy-2-benzyloxymethyl-6-oxabicyclo<3.1.0>hexane
(3aR,4R,5S,6aR)-4-Benzyloxymethyl-5-benzyloxy-6a-cyano-3,3a,4,5,6,6a-hexahydrocyclopentapyrazole
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 77.5 percent / LiClO4 / acetonitrile / 96 h / 70 °C 2: 98 percent / 1,1'-thiocarbonyldiimidazole, DMAP / dimethylformamide / 1.) r.t., 3 h, 2.) 70 deg C, 30 min 3: 96.5 percent / CHCl3; diethyl ether / 72 h / 0 °C View Scheme |
(2R,3S)-benzyloxy-2-benzyloxymethyl-6-oxabicyclo<3.1.0>hexane
(1S,3S,4R,5S)-3-Benzyloxy-4-benzyloxymethyl-1-(5-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)bicyclo<3.1.0>hexane
Conditions | Yield |
---|---|
Multi-step reaction with 10 steps 1: 77.5 percent / LiClO4 / acetonitrile / 96 h / 70 °C 2: 98 percent / 1,1'-thiocarbonyldiimidazole, DMAP / dimethylformamide / 1.) r.t., 3 h, 2.) 70 deg C, 30 min 3: 96.5 percent / CHCl3; diethyl ether / 72 h / 0 °C 4: benzophenone / benzene; acetonitrile / 2 h / Irradiation 5: 25percent aq. NaOH / methanol / 24 h / Heating 6: Et3N, DPPA / toluene / 1.) r.t., 2 h, 2.) 80 deg C, 2 h 7: toluene / 1.) 80 deg C, 2 h, 2.) r.t., overnight 8: 99 percent / Bu4NF / acetonitrile; tetrahydrofuran / 4 h / 70 °C 9: 85.5 percent / CH2Cl2 / 24 h / Ambient temperature 10: 2 M HCl / ethanol / 30 h / Heating View Scheme |
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