High quality, ISO9001 system. Application:Oseltamivir N-5
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inquiry/ LIDE PHARMA- Factory supply / Best price Advantage : 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
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inquiryUnique advantages Guaranteed purity High quality & competitive price Quality control Fast feedback Prompt shipment Appearance:White powder Storage:cool dry place Package:1kg/foil bag;25kg/drum Application:pharmaceutical intermediate Transpo
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inquiry(1S,5R,6S)-Ethyl 5-(pentan-3-yl-oxy)-7-oxa-bicyclo[4.1.0]hept-3-ene-3-carboxylate CAS No.:204254-96-6 Name: (1S,5R,6S)-Ethyl 5-(pentan-3-yl-oxy)-7-oxa-bicyclo[4.1.0]hept-3-ene-3-carboxylate Synonyms: [1S-(1a,5b,6
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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 ap
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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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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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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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inquiry1. Product advantages ♦ High purity, all above 98.5%, no impurities after dissolution ♦ We will test each batch to ensure quality ♦ OEM and private brand services designed for free ♦ Various cap colors available ♦ W
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inquiryProduct name: Oseltamivir epoxide CAS: 204254-96-6 Molecular formula: C14H22O4 Molecular weight: 254.32 Appearance:White/off?white powder Storage:Store in cool and dry place, away from sun light. Package: 25kgs/drum Application:Syntheses Materi
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inquiry(1S,5R,6S)-Ethyl 5-(pentan-3-yl-oxy)-7-oxa-bicyclo[4.1.0]hept-3-ene-3-carboxylate CAS:204254-96-6 Qingdao Belugas Import and Export Co., Ltd. is a scientific and technological company integrating research and development, production and trade of che
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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)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 etc. 3) OEM/ODM Available; 4) Reasonable & Compet
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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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inquiryAppearance:white or light yellow crystalline powder Storage:Store in a cool,dry place and keep away from direct strong light Package:As customer request Application:Used for research and industrial manufacture. Transportation:By
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inquiryAn intermediate of Oseltamivir. Factory direct sales, accept customization. Kind Pharma has its own laboratory, we can do analytical testing for API (Active Pharmaceutical Ingredient), pharmaceutical intermediate, pesticide intermediate, additive a
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inquiryethyl (3R,4R,5R)-3-(1-ethyl-propoxy)-4-hydroxy-5-methanesulfonyloxycyclohex-1-ene-1-carboxylate
(1S,5R,6S)-5-(pentan-3-yloxy)-7-oxabicyclo[4.1.0]hept-3-ene-3-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
With sodium hydrogencarbonate In ethanol; water at 60℃; for 2h; | |
With potassium hydrogencarbonate In ethanol at 60℃; for 1h; | 2 g |
With sodium hydrogencarbonate In ethanol at 60 - 65℃; for 1.5h; Inert atmosphere; Industrial scale; Large scale; | 1.55 kg |
ethyl (3aR,7R,7aR)-2,2-dimethyl-7-methanesulfonyloxy-3a,6,7,7a-tetrahydrobenzo[1,3]dioxole-5-carboxylate
(1S,5R,6S)-5-(pentan-3-yloxy)-7-oxabicyclo[4.1.0]hept-3-ene-3-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
With trimethylsilyl trifluoromethanesulfonate; dimethylsulfide borane complex; potassium hydrogencarbonate 1.) dichloromethane, -20 - -10 deg C, 0.2 h, 2.) ethanol, water, 55-65 deg C, 1 h; Yield given. Multistep reaction; | |
Stage #1: ethyl (3aR,7R,7aR)-2,2-dimethyl-7-methanesulfonyloxy-3a,6,7,7a-tetrahydrobenzo[1,3]dioxole-5-carboxylate With trimethylsilyl trifluoromethanesulfonate; dimethylsulfide borane complex In dichloromethane at -30 - -20℃; for 1h; Stage #2: With sodium hydrogencarbonate In dichloromethane; water at 20℃; for 12h; Stage #3: With potassium hydrogencarbonate In ethanol; water at 55 - 65℃; for 2h; |
ethyl (3aR,7R,7aR)-2,2-dimethyl-7-methanesulfonyloxy-3a,6,7,7a-tetrahydrobenzo[1,3]dioxole-5-carboxylate
(1S,5R,6S)-5-(pentan-3-yloxy)-7-oxabicyclo[4.1.0]hept-3-ene-3-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 95 percent / perchloric acid 2: 1.) BH3-SMe2, trimethylsilyl trifluoromethanesulfonate, 2.) potassium hydroden carbonate / 1.) dichloromethane, -20 - -10 deg C, 0.2 h, 2.) ethanol, water, 55-65 deg C, 1 h View Scheme | |
Multi-step reaction with 2 steps 1.1: perchloric acid / 18 h 2.1: dimethylsulfide borane complex; trimethylsilyl trifluoromethanesulfonate / dichloromethane / 1 h / -30 - -20 °C 2.2: 12 h / 20 °C 2.3: 2 h / 55 - 65 °C View Scheme |
ethyl (3aR,5S,7R,7aR)-5-hydroxy-7-methanesulfonyloxy-2,2-dimethylhexahydrobenzo[1,3]dioxole-5-carboxylate
(1S,5R,6S)-5-(pentan-3-yloxy)-7-oxabicyclo[4.1.0]hept-3-ene-3-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: pyridine; sulfuryl dichloride / dichloromethane / -30 - -20 °C 2.1: perchloric acid / 18 h 3.1: dimethylsulfide borane complex; trimethylsilyl trifluoromethanesulfonate / dichloromethane / 1 h / -30 - -20 °C 3.2: 12 h / 20 °C 3.3: 2 h / 55 - 65 °C View Scheme |
D-(-)-quinic acid
(1S,5R,6S)-5-(pentan-3-yloxy)-7-oxabicyclo[4.1.0]hept-3-ene-3-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: toluene-4-sulfonic acid / acetone / 2 h / Reflux; Large scale 2.1: ethanol / 2 h / 20 °C 2.2: 1 h / 0 - 10 °C 3.1: pyridine; sulfuryl dichloride / dichloromethane / -30 - -20 °C 4.1: perchloric acid / 18 h 5.1: dimethylsulfide borane complex; trimethylsilyl trifluoromethanesulfonate / dichloromethane / 1 h / -30 - -20 °C 5.2: 12 h / 20 °C 5.3: 2 h / 55 - 65 °C View Scheme |
2,2-dimethoxy-propane
(1S,5R,6S)-5-(pentan-3-yloxy)-7-oxabicyclo[4.1.0]hept-3-ene-3-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: toluene-4-sulfonic acid / acetone / 2 h / Reflux; Large scale 2.1: ethanol / 2 h / 20 °C 2.2: 1 h / 0 - 10 °C 3.1: pyridine; sulfuryl dichloride / dichloromethane / -30 - -20 °C 4.1: perchloric acid / 18 h 5.1: dimethylsulfide borane complex; trimethylsilyl trifluoromethanesulfonate / dichloromethane / 1 h / -30 - -20 °C 5.2: 12 h / 20 °C 5.3: 2 h / 55 - 65 °C View Scheme |
(1S,3R,4S,5R)-3,4-O-isopropylidene-1,5-quinic lactone
(1S,5R,6S)-5-(pentan-3-yloxy)-7-oxabicyclo[4.1.0]hept-3-ene-3-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: ethanol / 2 h / 20 °C 1.2: 1 h / 0 - 10 °C 2.1: pyridine; sulfuryl dichloride / dichloromethane / -30 - -20 °C 3.1: perchloric acid / 18 h 4.1: dimethylsulfide borane complex; trimethylsilyl trifluoromethanesulfonate / dichloromethane / 1 h / -30 - -20 °C 4.2: 12 h / 20 °C 4.3: 2 h / 55 - 65 °C View Scheme |
1-amino-2-propene
(1S,5R,6S)-5-(pentan-3-yloxy)-7-oxabicyclo[4.1.0]hept-3-ene-3-carboxylic acid ethyl ester
ethyl (3R,4S,5R)-5-N-allyllamino-3-(1-ethylpropoxy)-4-hydroxy-1-cyclohexene-1-carboxylate
Conditions | Yield |
---|---|
With magnesium bromide In acetonitrile at 55℃; for 16h; | 97% |
tert-butylamine
(1S,5R,6S)-5-(pentan-3-yloxy)-7-oxabicyclo[4.1.0]hept-3-ene-3-carboxylic acid ethyl ester
A
C14H20O3
C
(3R,4S,5R)-[5-(tert-butylamino)-4-hydroxy-3-(pent-3-yloxy)]cyclohex-1-ene-1-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
Stage #1: tert-butylamine With magnesium chloride In toluene at 10℃; for 1h; Stage #2: (1S,5R,6S)-5-(pentan-3-yloxy)-7-oxabicyclo[4.1.0]hept-3-ene-3-carboxylic acid ethyl ester In toluene at 60℃; for 48h; Temperature; Time; | A 1.65% B 0.83% C 95.8% |
acetonitrile
(1S,5R,6S)-5-(pentan-3-yloxy)-7-oxabicyclo[4.1.0]hept-3-ene-3-carboxylic acid ethyl ester
(3R,4S,5R)-ethyl 5-acetylamino-4-hydroxy-3-(pentan-3-yloxy)cyclohex-1-enecarboxylate
Conditions | Yield |
---|---|
Stage #1: acetonitrile; (1S,5R,6S)-5-(pentan-3-yloxy)-7-oxabicyclo[4.1.0]hept-3-ene-3-carboxylic acid ethyl ester With boron trifluoride diethyl etherate at 0℃; for 1.16667h; Stage #2: With water In acetonitrile at 0 - 20℃; for 4h; Stage #3: With potassium carbonate In acetonitrile at 20℃; for 36h; diastereoselective reaction; | 95% |
tert-butylamine
(1S,5R,6S)-5-(pentan-3-yloxy)-7-oxabicyclo[4.1.0]hept-3-ene-3-carboxylic acid ethyl ester
(3R,4S,5R)-[5-(tert-butylamino)-4-hydroxy-3-(pent-3-yloxy)]cyclohex-1-ene-1-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
Stage #1: tert-butylamine; (1S,5R,6S)-5-(pentan-3-yloxy)-7-oxabicyclo[4.1.0]hept-3-ene-3-carboxylic acid ethyl ester With magnesium chloride In toluene at 50℃; for 23h; Stage #2: With citric acid | 91% |
Stage #1: tert-butylamine With magnesium chloride In toluene for 6h; Stage #2: (1S,5R,6S)-5-(pentan-3-yloxy)-7-oxabicyclo[4.1.0]hept-3-ene-3-carboxylic acid ethyl ester In toluene at 25 - 50℃; for 20h; | 89.7% |
(1S,5R,6S)-5-(pentan-3-yloxy)-7-oxabicyclo[4.1.0]hept-3-ene-3-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
Stage #1: (1S,5R,6S)-5-(pentan-3-yloxy)-7-oxabicyclo[4.1.0]hept-3-ene-3-carboxylic acid ethyl ester With water; ammonium chloride In ethanol for 0.333333h; Stage #2: With sodium azide In ethanol at 68℃; for 14h; | 90% |
With sodium azide; ammonium chloride In ethanol; water at 65 - 75℃; for 8h; | 86.9% |
With sodium azide; ammonium chloride In methanol; water at 65 - 70℃; | 70% |
benzylamine
(1S,5R,6S)-5-(pentan-3-yloxy)-7-oxabicyclo[4.1.0]hept-3-ene-3-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
Stage #1: benzylamine With zinc(II) chloride In tetrahydrofuran for 1h; Stage #2: (1S,5R,6S)-5-(pentan-3-yloxy)-7-oxabicyclo[4.1.0]hept-3-ene-3-carboxylic acid ethyl ester In tetrahydrofuran at 50℃; for 24h; Reagent/catalyst; Temperature; | 89% |
(1S,5R,6S)-5-(pentan-3-yloxy)-7-oxabicyclo[4.1.0]hept-3-ene-3-carboxylic acid ethyl ester
ethyl (3R,4S,5R)-5-amino-3-(1-ethylpropoxy)-4-hydroxy-1-cyclohexene-1-carboxylate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: 97 percent / MgBr2*OEt2 / acetonitrile; various solvent(s) / 16 h / 55 °C 2.1: ethanolamine; Pd/C / ethanol / 3 h / Heating 2.2: 77 percent / H2SO4 View Scheme | |
Multi-step reaction with 2 steps 1.1: zinc(II) chloride / tetrahydrofuran / 1 h 1.2: 24 h / 50 °C 2.1: hydrogen; palladium on activated charcoal / isopropyl alcohol; acetonitrile / 6 h / 60 °C / 760.05 Torr View Scheme |
(1S,5R,6S)-5-(pentan-3-yloxy)-7-oxabicyclo[4.1.0]hept-3-ene-3-carboxylic acid ethyl ester
ethyl (3R,4R,5S)-5-N-allylamino-4-amino-3-(1-ethylpropoxy)-1-cyclohexene-1-carboxylate
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: 97 percent / MgBr2*OEt2 / acetonitrile; various solvent(s) / 16 h / 55 °C 2.1: ethanolamine; Pd/C / ethanol / 3 h / Heating 2.2: 77 percent / H2SO4 3.1: various solvent(s) 4.1: Et3N / various solvent(s) 5.1: various solvent(s) / 15 h / 111 - 112 °C / 2625.21 - 3375.27 Torr View Scheme | |
Multi-step reaction with 5 steps 1.1: MgBr2*OEt2 / acetonitrile; various solvent(s) / Heating 1.2: H2NCH2CH2OH / Pd/C / ethanol / 3 h / Heating 2.1: 6 h / 100 °C / 750.08 - 3750.38 Torr 3.1: Et3N / ethyl acetate / 0 - 20 °C 4.1: MeSO3H / ethanol / 2.67 h / Heating 5.1: ethyl acetate / 6 h / 112 °C / 750.08 - 4500.45 Torr View Scheme | |
Multi-step reaction with 5 steps 1.1: MgBr2*OEt2 / acetonitrile; various solvent(s) / Heating 1.2: HOCH2CH2OH / Pd/C / ethanol / Heating 2.1: 6 h / 100 °C / 750.08 - 3750.38 Torr 3.1: Et3N / ethyl acetate / 0 - 20 °C 4.1: MeSO3H / ethanol / 2.67 h / Heating 5.1: ethyl acetate / 6 h / 112 °C / 750.08 - 4500.45 Torr View Scheme |
(1S,5R,6S)-5-(pentan-3-yloxy)-7-oxabicyclo[4.1.0]hept-3-ene-3-carboxylic acid ethyl ester
ethyl (3R,4S,5R)-5-N-benzylideneamino-3-(1-ethylpropoxy)-4-hydroxy-1-cyclohexene-1-carboxylate
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: 97 percent / MgBr2*OEt2 / acetonitrile; various solvent(s) / 16 h / 55 °C 2.1: ethanolamine; Pd/C / ethanol / 3 h / Heating 2.2: 77 percent / H2SO4 3.1: various solvent(s) View Scheme | |
Multi-step reaction with 2 steps 1.1: MgBr2*OEt2 / acetonitrile; various solvent(s) / Heating 1.2: H2NCH2CH2OH / Pd/C / ethanol / 3 h / Heating 2.1: 100 percent / toluene / 0.5 h / 110 °C View Scheme | |
Multi-step reaction with 2 steps 1.1: MgBr2*OEt2 / acetonitrile; various solvent(s) / Heating 1.2: HOCH2CH2OH / Pd/C / ethanol / Heating 2.1: 100 percent / toluene / 0.5 h / 110 °C View Scheme |
(1S,5R,6S)-5-(pentan-3-yloxy)-7-oxabicyclo[4.1.0]hept-3-ene-3-carboxylic acid ethyl ester
ethyl (3R,4S,5R)-5-N-benzylideneamino-3-(1-ethylpropoxy)-4-methanesulfonyloxy-1-cyclohexene-1-carboxylate
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: 97 percent / MgBr2*OEt2 / acetonitrile; various solvent(s) / 16 h / 55 °C 2.1: ethanolamine; Pd/C / ethanol / 3 h / Heating 2.2: 77 percent / H2SO4 3.1: various solvent(s) 4.1: Et3N / various solvent(s) View Scheme | |
Multi-step reaction with 3 steps 1.1: MgBr2*OEt2 / acetonitrile; various solvent(s) / Heating 1.2: H2NCH2CH2OH / Pd/C / ethanol / 3 h / Heating 2.1: 100 percent / toluene / 0.5 h / 110 °C 3.1: 94 percent / Et3N / ethyl acetate / 1 h / 20 °C View Scheme | |
Multi-step reaction with 3 steps 1.1: MgBr2*OEt2 / acetonitrile; various solvent(s) / Heating 1.2: HOCH2CH2OH / Pd/C / ethanol / Heating 2.1: 100 percent / toluene / 0.5 h / 110 °C 3.1: 94 percent / Et3N / ethyl acetate / 1 h / 20 °C View Scheme |
(1S,5R,6S)-5-(pentan-3-yloxy)-7-oxabicyclo[4.1.0]hept-3-ene-3-carboxylic acid ethyl ester
ethyl (3R,4R,5S)-4-N-acetylamino-5-N-allylamino-3-(1-ethylpropoxy)-1-cyclohexene-1-carboxylate
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1.1: 97 percent / MgBr2*OEt2 / acetonitrile; various solvent(s) / 16 h / 55 °C 2.1: ethanolamine; Pd/C / ethanol / 3 h / Heating 2.2: 77 percent / H2SO4 3.1: various solvent(s) 4.1: Et3N / various solvent(s) 5.1: various solvent(s) / 15 h / 111 - 112 °C / 2625.21 - 3375.27 Torr 6.1: AcOH; MeSO3H / various solvent(s) / 15 h / 20 °C View Scheme | |
Multi-step reaction with 6 steps 1.1: MgBr2*OEt2 / acetonitrile; various solvent(s) / Heating 1.2: H2NCH2CH2OH / Pd/C / ethanol / 3 h / Heating 2.1: 6 h / 100 °C / 750.08 - 3750.38 Torr 3.1: Et3N / ethyl acetate / 0 - 20 °C 4.1: MeSO3H / ethanol / 2.67 h / Heating 5.1: ethyl acetate / 6 h / 112 °C / 750.08 - 4500.45 Torr 6.1: AcOH; MeSO3H / various solvent(s) / 0 - 20 °C View Scheme | |
Multi-step reaction with 6 steps 1.1: MgBr2*OEt2 / acetonitrile; various solvent(s) / Heating 1.2: HOCH2CH2OH / Pd/C / ethanol / Heating 2.1: 6 h / 100 °C / 750.08 - 3750.38 Torr 3.1: Et3N / ethyl acetate / 0 - 20 °C 4.1: MeSO3H / ethanol / 2.67 h / Heating 5.1: ethyl acetate / 6 h / 112 °C / 750.08 - 4500.45 Torr 6.1: AcOH; MeSO3H / various solvent(s) / 0 - 20 °C View Scheme |
(1S,5R,6S)-5-(pentan-3-yloxy)-7-oxabicyclo[4.1.0]hept-3-ene-3-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: MgCl2 / toluene / 23 h / 50 °C 1.2: 91 percent / aq. citric acid 2.1: Et3N / toluene / 5 h / 70 °C 3.1: 93 percent / aq. K2CO3 View Scheme | |
Multi-step reaction with 2 steps 1.1: magnesium chloride / toluene / 6 h 1.2: 20 h / 25 - 50 °C 2.1: methanesulfonyl chloride / toluene / 1 h / 0 - 10 °C / Inert atmosphere 2.2: 3.5 h / 0 - 70 °C View Scheme |
(1S,5R,6S)-5-(pentan-3-yloxy)-7-oxabicyclo[4.1.0]hept-3-ene-3-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: MgCl2 / toluene / 23 h / 50 °C 1.2: 91 percent / aq. citric acid 2.1: Et3N / toluene / 5 h / 70 °C View Scheme |
(1S,5R,6S)-5-(pentan-3-yloxy)-7-oxabicyclo[4.1.0]hept-3-ene-3-carboxylic acid ethyl ester
ethyl (3R,4R,5S)-5-N,N-diallylamino-4-(1,1-dimethylethyl)amino-3-(1-ethylpropoxy)-1-cyclohexene-1-carboxylate
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: MgCl2 / toluene / 23 h / 50 °C 1.2: 91 percent / aq. citric acid 2.1: Et3N / toluene / 5 h / 70 °C 3.1: 93 percent / aq. K2CO3 4.1: 93 percent / PhSO3H / 5 h / 120 °C View Scheme | |
Multi-step reaction with 3 steps 1.1: magnesium chloride / toluene / 6 h 1.2: 20 h / 25 - 50 °C 2.1: methanesulfonyl chloride / toluene / 1 h / 0 - 10 °C / Inert atmosphere 2.2: 3.5 h / 0 - 70 °C 3.1: benzenesulfonic acid / 5.5 h / 120 °C View Scheme |
(1S,5R,6S)-5-(pentan-3-yloxy)-7-oxabicyclo[4.1.0]hept-3-ene-3-carboxylic acid ethyl ester
ethyl (3R,4R,5S)-4-N-acetyl(1,1-dimethylethyl)amino-5-N,N-diallylamino-3-(1-ethylpropoxy)-1-cyclohexene-1-carboxylate
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: MgCl2 / toluene / 23 h / 50 °C 1.2: 91 percent / aq. citric acid 2.1: Et3N / toluene / 5 h / 70 °C 3.1: 93 percent / aq. K2CO3 4.1: 93 percent / PhSO3H / 5 h / 120 °C 5.1: 95 percent / NaOAc / 4 h / 116 °C View Scheme |
(1S,5R,6S)-5-(pentan-3-yloxy)-7-oxabicyclo[4.1.0]hept-3-ene-3-carboxylic acid ethyl ester
(3R,4S,5S)-4-(tert-Butyl-dimethyl-silanyloxy)-5-cyano-3-(1-ethyl-propoxy)-cyclohex-1-enecarboxylic acid ethyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 85 percent / toluene / 20 °C 2: 87 percent / imidasole / dimethylformamide / 20 °C View Scheme |
(1S,5R,6S)-5-(pentan-3-yloxy)-7-oxabicyclo[4.1.0]hept-3-ene-3-carboxylic acid ethyl ester
(1R,3S,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-cyano-5-(1-ethyl-propoxy)-cyclohexanecarboxylic acid ethyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 85 percent / toluene / 20 °C 2: 87 percent / imidasole / dimethylformamide / 20 °C 3: 91 percent / H2 / Pd/C / ethyl acetate / 2585.81 Torr View Scheme |
(1S,5R,6S)-5-(pentan-3-yloxy)-7-oxabicyclo[4.1.0]hept-3-ene-3-carboxylic acid ethyl ester
(1R,3R,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-(1-ethyl-propoxy)-5-thiocarbamoyl-cyclohexanecarboxylic acid ethyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 85 percent / toluene / 20 °C 2: 87 percent / imidasole / dimethylformamide / 20 °C 3: 91 percent / H2 / Pd/C / ethyl acetate / 2585.81 Torr 4: 73 percent / (TMS)2S; NaOMe / N,N-dimethyl-acetamide / 20 °C View Scheme |
(1S,5R,6S)-5-(pentan-3-yloxy)-7-oxabicyclo[4.1.0]hept-3-ene-3-carboxylic acid ethyl ester
(1R,3R,4S,5S)-4-(tert-Butyl-dimethyl-silanyloxy)-3-(1-ethyl-propoxy)-5-thiocarbamoyl-cyclohexanecarboxylic acid ethyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 85 percent / toluene / 20 °C 2: 87 percent / imidasole / dimethylformamide / 20 °C 3: 91 percent / H2 / Pd/C / ethyl acetate / 2585.81 Torr 4: 7 percent / (TMS)2S; NaOMe / N,N-dimethyl-acetamide / 20 °C View Scheme |
(1S,5R,6S)-5-(pentan-3-yloxy)-7-oxabicyclo[4.1.0]hept-3-ene-3-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: 85 percent / toluene / 20 °C 2: 87 percent / imidasole / dimethylformamide / 20 °C 3: 91 percent / H2 / Pd/C / ethyl acetate / 2585.81 Torr 4: 73 percent / (TMS)2S; NaOMe / N,N-dimethyl-acetamide / 20 °C 5: 9 percent / dimethylformamide / 1 h / 20 °C View Scheme |
(1S,5R,6S)-5-(pentan-3-yloxy)-7-oxabicyclo[4.1.0]hept-3-ene-3-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: 85 percent / toluene / 20 °C 2: 87 percent / imidasole / dimethylformamide / 20 °C 3: 91 percent / H2 / Pd/C / ethyl acetate / 2585.81 Torr 4: 73 percent / (TMS)2S; NaOMe / N,N-dimethyl-acetamide / 20 °C 5: 74 percent / dimethylformamide / 1 h / 20 °C View Scheme |
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