The 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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Henan 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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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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Zhenyu biotech exported this product to many countries and regions at best price. if you are looking for the material's manufacturer or supplier in china, zhenyu biotech is your best choice. pls contact with us freely for getting detailed
1.Applied in food field.it can improve the immune system and prolong life. 2.Appliedin cosmetic field.it can improve the skin care. 3.Applied in pharmaceutical field.it can treat various dieases. 4.Our product quality assurance will make our customer
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J&H CHEM is one of China's leading providers of integrated fine chemical services including offering, research and development, Custom manufacturing business, as well as other Value-added customer services, for diversified range products of chemicals
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inquiryAnsciep Chemical is a professional enterprise manufacturing and distributing fine chemicals and speciality chemicals. We have been dedicated to heterocycle compounds and phenyl rings for tens of years. This is our mature product for export. Our quali
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inquiryLasalocid Application:829907
High quality Short lead time Cost competitiveness Appearance:Solid powder Storage:Store in a tight container at -20℃. Package:As per request Application:Anti-parasitic Ionophore antibiotic isolated from certain Streptomyces sp Transportation:by ai
Lasalocid Storage:keep in dry and cool condition Package:25kg or according to cutomer's demand Application:Chemical research/pharma intermediate Transportation:By Sea,by Air,By courier like DHL or Fedx. Port:Shanghai/Shenzhen
Topbatt Chemical Co., Ltd., Established in 2019, located in Shenzhen, Guangdong Province, is a Manufacturer and Trading company which specialized in fine chemicals like Pharmaceutical Reference Standards and Stable Isotopes. Our Stable Isotopes produ
lasalocid benzyl ester
lasalocid (X 537 A)
Conditions | Yield |
---|---|
With hydrogen; palladium dihydroxide In ethanol Ambient temperature; Yield given; | |
With hydrogen; palladium on activated charcoal In ethanol for 3h; Ambient temperature; |
3-methyl-6-(3(R)-formylbutyl)salicylic acid benzyl ester
lasalocid (X 537 A)
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 33.8 percent / LDA, ZnCl2 / diethyl ether / 0 °C 2: H2 / palladium on carbon / ethanol / 3 h / Ambient temperature View Scheme |
lasalocid sodium
lasalocid (X 537 A)
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: dioxane 2: H2 / palladium on carbon / ethanol / 3 h / Ambient temperature View Scheme | |
With sulfuric acid; water In dichloromethane pH=1.5; | |
With sulfuric acid In dichloromethane; water pH=1.5; | |
With sulfuric acid In dichloromethane; water | 0.75 g |
(2S)-2-<(2S,3S,5S)-5-ethyl-5-<(2R,5R,6S)-5-ethyl-5-hydroxy-6-methyltetrahydropyran-2-yl>-3-methyltetrahydrofur-2-yl>butan-1-ol
lasalocid (X 537 A)
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: 78 percent / sodium acetate, pyridinium chlorochromate / CH2Cl2 / 2 h 2: 89 percent / tetrahydrofuran / 0.5 h / 0 °C 3: 90 percent / sodium acetate, pyridinium chlorochromate / CH2Cl2 / 2 h 4: 33.8 percent / LDA, ZnCl2 / diethyl ether / 0 °C 5: H2 / palladium on carbon / ethanol / 3 h / Ambient temperature View Scheme | |
Multi-step reaction with 5 steps 1: 84 percent / PCC, 3A-MS / CH2Cl2 / Ambient temperature 2: tetrahydrofuran / 0 °C 3: PCC, 3A-MS / CH2Cl2 / Ambient temperature 5: H2 / Pd(OH)2 / ethanol / Ambient temperature View Scheme |
(3RS,4S)-4-<(2S,3S,5S)-5-ethyl-5-<(2R,5R,6S)-5-ethyl-5-hydroxy-6-methyltetrahydropyran-2-yl>-3-methyltetrahydrofur-2-yl>hexan-3-ol
lasalocid (X 537 A)
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 90 percent / sodium acetate, pyridinium chlorochromate / CH2Cl2 / 2 h 2: 33.8 percent / LDA, ZnCl2 / diethyl ether / 0 °C 3: H2 / palladium on carbon / ethanol / 3 h / Ambient temperature View Scheme | |
Multi-step reaction with 3 steps 1: PCC, 3A-MS / CH2Cl2 / Ambient temperature 3: H2 / Pd(OH)2 / ethanol / Ambient temperature View Scheme |
(2R)-2-<(2S,3S,5S)-5-ethyl-5-<(2R,5R,6S)-5-ethyl-5-hydroxy-6-methyltetrahydropyran-2-yl>-3-methyltetrahydrofur-2-yl>butanal
lasalocid (X 537 A)
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 89 percent / tetrahydrofuran / 0.5 h / 0 °C 2: 90 percent / sodium acetate, pyridinium chlorochromate / CH2Cl2 / 2 h 3: 33.8 percent / LDA, ZnCl2 / diethyl ether / 0 °C 4: H2 / palladium on carbon / ethanol / 3 h / Ambient temperature View Scheme | |
Multi-step reaction with 4 steps 1: tetrahydrofuran / 0 °C 2: PCC, 3A-MS / CH2Cl2 / Ambient temperature 4: H2 / Pd(OH)2 / ethanol / Ambient temperature View Scheme |
4(R)-<5(S)-ethyl-3(S)-methyl-5-(5(R)-ethyl-5-hydroxy-6(S)-methyl-2(R)-tetrahydropyranyl)-2(S)-tetrahydrofuryl>hexan-3-one
lasalocid (X 537 A)
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 33.8 percent / LDA, ZnCl2 / diethyl ether / 0 °C 2: H2 / palladium on carbon / ethanol / 3 h / Ambient temperature View Scheme | |
Multi-step reaction with 2 steps 2: H2 / Pd(OH)2 / ethanol / Ambient temperature View Scheme |
3-methyl-6-(3(R)-methyl-4,5-O-isopropylidenepentyl)salicylic acid methyl ester
lasalocid (X 537 A)
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1: KH / tetrahydrofuran / 1.) 0 deg C, 20 min, 2.) 0 deg C, 1 h, 3.) room temperature, 0.5 h 2: 1.) BuLi, n-propanethiol / 1.) pentane, hexane, 0 deg C, 15 min, 2.) HMPA, 0 deg C, 10 min, room temperature, 45 min, 3.) room temperature, 2 h 3: 10percent HCl / H2O; tetrahydrofuran / 1.) room temperature, 4 h, 2.) 50 deg C, 7 h 4: 80 percent / NaIO4 / methanol; H2O / 2 h / Ambient temperature 5: 33.8 percent / LDA, ZnCl2 / diethyl ether / 0 °C 6: H2 / palladium on carbon / ethanol / 3 h / Ambient temperature View Scheme |
benzyl 2(S)-<5(S)-ethyl-3(S)-methyl-5-(5(R)-ethyl-5-hydroxy-6(S)-methyl-2(R)-tetrahydropyranyl)-2(S)-tetrahydrofuryl>butyl ether
lasalocid (X 537 A)
Conditions | Yield |
---|---|
Multi-step reaction with 10 steps 1: 94 percent / oxalyl chloride, dimethyl sulfoxide, Et3N / CH2Cl2 / 1.) -60 deg C, 10 min, 2.) 15 min, 3.) warm to room temperature 2: 94 percent / n-BuLi / tetrahydrofuran; hexane / 1.) room temperature, 1 h, 2.) -78 deg C to room temperature, 10 h 3: NaHCO3, MCPBA / CH2Cl2 / 3 h / Ambient temperature 4: 90 percent / CuI / pentane; diethyl ether / 1.) 0 deg C, 15 min, 2.) 3 h 5: 98 percent / Li, NH3 / tetrahydrofuran / 1 h / Heating 6: 78 percent / sodium acetate, pyridinium chlorochromate / CH2Cl2 / 2 h 7: 89 percent / tetrahydrofuran / 0.5 h / 0 °C 8: 90 percent / sodium acetate, pyridinium chlorochromate / CH2Cl2 / 2 h 9: 33.8 percent / LDA, ZnCl2 / diethyl ether / 0 °C 10: H2 / palladium on carbon / ethanol / 3 h / Ambient temperature View Scheme |
benzyl 2(S)-<5(S)-ethyl-3(S)-methyl-5-(3(R)-1,5-dioxo-4(S)-methylspiro<2.5>-6(R)-octyl)-2(S)-tetrahydrofuryl>butyl ether
lasalocid (X 537 A)
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1: 90 percent / CuI / pentane; diethyl ether / 1.) 0 deg C, 15 min, 2.) 3 h 2: 98 percent / Li, NH3 / tetrahydrofuran / 1 h / Heating 3: 78 percent / sodium acetate, pyridinium chlorochromate / CH2Cl2 / 2 h 4: 89 percent / tetrahydrofuran / 0.5 h / 0 °C 5: 90 percent / sodium acetate, pyridinium chlorochromate / CH2Cl2 / 2 h 6: 33.8 percent / LDA, ZnCl2 / diethyl ether / 0 °C 7: H2 / palladium on carbon / ethanol / 3 h / Ambient temperature View Scheme |
2-(dibenzylamino)-3-methyl-6-(3(R)-methyl-4-pentenyl)benzoic acid methyl ester
lasalocid (X 537 A)
Conditions | Yield |
---|---|
Multi-step reaction with 10 steps 1: 91 percent / 4-methylmorpholine 4-oxide, OsO4 / H2O; 2-methyl-propan-2-ol / 24 h / Ambient temperature 2: 93 percent / H2 / Pd/C / ethanol / 10 h / 2585.7 Torr 3: 85 percent / HBF4, isoamyl nitrite / ethanol / 0.5 h / 0 °C 4: 98 percent / p-toluenesulfonic acid / acetone / 0.25 h / Ambient temperature 5: KH / tetrahydrofuran / 1.) 0 deg C, 20 min, 2.) 0 deg C, 1 h, 3.) room temperature, 0.5 h 6: 1.) BuLi, n-propanethiol / 1.) pentane, hexane, 0 deg C, 15 min, 2.) HMPA, 0 deg C, 10 min, room temperature, 45 min, 3.) room temperature, 2 h 7: 10percent HCl / H2O; tetrahydrofuran / 1.) room temperature, 4 h, 2.) 50 deg C, 7 h 8: 80 percent / NaIO4 / methanol; H2O / 2 h / Ambient temperature 9: 33.8 percent / LDA, ZnCl2 / diethyl ether / 0 °C 10: H2 / palladium on carbon / ethanol / 3 h / Ambient temperature View Scheme |
benzyl 2(S)-<5(S)-carbomethoxy-3(S)-methyl-5-(5,6-dihydro)-5(S)-(methoxymethylenoxy)-6(S)-methyl-2(R)-pyranyl-2(S)-tetrahydrofuryl>butyl ether
lasalocid (X 537 A)
Conditions | Yield |
---|---|
Multi-step reaction with 15 steps 1: 85 percent / H2 / Ni(Ra) / ethyl acetate / 3 h / Ambient temperature 2: 95 percent / DIBAL / diethyl ether; hexane / 1 h / -78 °C 3: 88 percent / n-BuLi / tetrahydrofuran; hexane / 1.) room temperature, 1 h, 2.) -78 deg C to room temperature, 10 h 4: 90 percent / H2 / Ni(Ra) / ethyl acetate / 3 h / Ambient temperature 5: 100 percent / 10percent HCl / tetrahydrofuran; H2O / 16 h / 50 °C 6: 94 percent / oxalyl chloride, dimethyl sulfoxide, Et3N / CH2Cl2 / 1.) -60 deg C, 10 min, 2.) 15 min, 3.) warm to room temperature 7: 94 percent / n-BuLi / tetrahydrofuran; hexane / 1.) room temperature, 1 h, 2.) -78 deg C to room temperature, 10 h 8: NaHCO3, MCPBA / CH2Cl2 / 3 h / Ambient temperature 9: 90 percent / CuI / pentane; diethyl ether / 1.) 0 deg C, 15 min, 2.) 3 h 10: 98 percent / Li, NH3 / tetrahydrofuran / 1 h / Heating 11: 78 percent / sodium acetate, pyridinium chlorochromate / CH2Cl2 / 2 h 12: 89 percent / tetrahydrofuran / 0.5 h / 0 °C 13: 90 percent / sodium acetate, pyridinium chlorochromate / CH2Cl2 / 2 h 14: 33.8 percent / LDA, ZnCl2 / diethyl ether / 0 °C 15: H2 / palladium on carbon / ethanol / 3 h / Ambient temperature View Scheme |
3-methyl-6-(3(R)-methyl-4,5-dihydroxypentyl)salicylic acid methyl ester
lasalocid (X 537 A)
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1: 98 percent / p-toluenesulfonic acid / acetone / 0.25 h / Ambient temperature 2: KH / tetrahydrofuran / 1.) 0 deg C, 20 min, 2.) 0 deg C, 1 h, 3.) room temperature, 0.5 h 3: 1.) BuLi, n-propanethiol / 1.) pentane, hexane, 0 deg C, 15 min, 2.) HMPA, 0 deg C, 10 min, room temperature, 45 min, 3.) room temperature, 2 h 4: 10percent HCl / H2O; tetrahydrofuran / 1.) room temperature, 4 h, 2.) 50 deg C, 7 h 5: 80 percent / NaIO4 / methanol; H2O / 2 h / Ambient temperature 6: 33.8 percent / LDA, ZnCl2 / diethyl ether / 0 °C 7: H2 / palladium on carbon / ethanol / 3 h / Ambient temperature View Scheme |
2(S)-<5(S)-ethyl-3(S)-methyl-5-(5(R)-ethyl-5-(trimethylsiloxy)-6(S)-methyl-2(R)-tetrahydropyranyl)-2(S)-tetrahydrofuryl>butan-1-ol
lasalocid (X 537 A)
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1: 92 percent / n-Bu4NF / tetrahydrofuran / 4 h 2: 78 percent / sodium acetate, pyridinium chlorochromate / CH2Cl2 / 2 h 3: 89 percent / tetrahydrofuran / 0.5 h / 0 °C 4: 90 percent / sodium acetate, pyridinium chlorochromate / CH2Cl2 / 2 h 5: 33.8 percent / LDA, ZnCl2 / diethyl ether / 0 °C 6: H2 / palladium on carbon / ethanol / 3 h / Ambient temperature View Scheme |
2-amino-3-methyl-6-(3(R)-methyl-4,5-O-isopropylidenepentyl)benzoic acid methyl ester
lasalocid (X 537 A)
Conditions | Yield |
---|---|
Multi-step reaction with 8 steps 1: 85 percent / HBF4, isoamyl nitrite / ethanol / 0.5 h / 0 °C 2: 98 percent / p-toluenesulfonic acid / acetone / 0.25 h / Ambient temperature 3: KH / tetrahydrofuran / 1.) 0 deg C, 20 min, 2.) 0 deg C, 1 h, 3.) room temperature, 0.5 h 4: 1.) BuLi, n-propanethiol / 1.) pentane, hexane, 0 deg C, 15 min, 2.) HMPA, 0 deg C, 10 min, room temperature, 45 min, 3.) room temperature, 2 h 5: 10percent HCl / H2O; tetrahydrofuran / 1.) room temperature, 4 h, 2.) 50 deg C, 7 h 6: 80 percent / NaIO4 / methanol; H2O / 2 h / Ambient temperature 7: 33.8 percent / LDA, ZnCl2 / diethyl ether / 0 °C 8: H2 / palladium on carbon / ethanol / 3 h / Ambient temperature View Scheme |
(2S,6R)-6-[(2S,4S,5S)-5-((S)-1-Benzyloxymethyl-propyl)-2-ethyl-4-methyl-tetrahydro-furan-2-yl]-3-eth-(Z)-ylidene-2-methyl-tetrahydro-pyran
lasalocid (X 537 A)
Conditions | Yield |
---|---|
Multi-step reaction with 11 steps 1: 1.) O3, 2.) NaBH4 / 1.) CH3OH, CH2Cl2, -78 deg C, 2.) room temperature, 10 h 2: 94 percent / oxalyl chloride, dimethyl sulfoxide, Et3N / CH2Cl2 / 1.) -60 deg C, 10 min, 2.) 15 min, 3.) warm to room temperature 3: 94 percent / n-BuLi / tetrahydrofuran; hexane / 1.) room temperature, 1 h, 2.) -78 deg C to room temperature, 10 h 4: NaHCO3, MCPBA / CH2Cl2 / 3 h / Ambient temperature 5: 90 percent / CuI / pentane; diethyl ether / 1.) 0 deg C, 15 min, 2.) 3 h 6: 98 percent / Li, NH3 / tetrahydrofuran / 1 h / Heating 7: 78 percent / sodium acetate, pyridinium chlorochromate / CH2Cl2 / 2 h 8: 89 percent / tetrahydrofuran / 0.5 h / 0 °C 9: 90 percent / sodium acetate, pyridinium chlorochromate / CH2Cl2 / 2 h 10: 33.8 percent / LDA, ZnCl2 / diethyl ether / 0 °C 11: H2 / palladium on carbon / ethanol / 3 h / Ambient temperature View Scheme |
lasalocid (X 537 A)
Conditions | Yield |
---|---|
Multi-step reaction with 8 steps 1: diethyl ether 2: 99 percent / LiAlH4 / diethyl ether / 1 h 3: 92 percent / n-Bu4NF / tetrahydrofuran / 4 h 4: 78 percent / sodium acetate, pyridinium chlorochromate / CH2Cl2 / 2 h 5: 89 percent / tetrahydrofuran / 0.5 h / 0 °C 6: 90 percent / sodium acetate, pyridinium chlorochromate / CH2Cl2 / 2 h 7: 33.8 percent / LDA, ZnCl2 / diethyl ether / 0 °C 8: H2 / palladium on carbon / ethanol / 3 h / Ambient temperature View Scheme |
methyl 2(R)-<5(S)-ethyl-3(S)-methyl-5-(5(R)-ethyl-5-(trimethylsiloxy)-6(S)-methyl-2(R)-tetrahydropyranyl)-2(S)-tetrahydrofuryl>butanoate
lasalocid (X 537 A)
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1: 99 percent / LiAlH4 / diethyl ether / 1 h 2: 92 percent / n-Bu4NF / tetrahydrofuran / 4 h 3: 78 percent / sodium acetate, pyridinium chlorochromate / CH2Cl2 / 2 h 4: 89 percent / tetrahydrofuran / 0.5 h / 0 °C 5: 90 percent / sodium acetate, pyridinium chlorochromate / CH2Cl2 / 2 h 6: 33.8 percent / LDA, ZnCl2 / diethyl ether / 0 °C 7: H2 / palladium on carbon / ethanol / 3 h / Ambient temperature View Scheme |
2-(β-methoxyethoxymethyl)-3-methyl-6-(3(R)-methyl-4,5-O-isopropylidenepentyl)salicylic acid methyl ester
lasalocid (X 537 A)
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: 1.) BuLi, n-propanethiol / 1.) pentane, hexane, 0 deg C, 15 min, 2.) HMPA, 0 deg C, 10 min, room temperature, 45 min, 3.) room temperature, 2 h 2: 10percent HCl / H2O; tetrahydrofuran / 1.) room temperature, 4 h, 2.) 50 deg C, 7 h 3: 80 percent / NaIO4 / methanol; H2O / 2 h / Ambient temperature 4: 33.8 percent / LDA, ZnCl2 / diethyl ether / 0 °C 5: H2 / palladium on carbon / ethanol / 3 h / Ambient temperature View Scheme |
2-(β-methoxyethoxymethyl)-3-methyl-6-(3(R)-methyl-4,5-O-isopropylidenepentyl)salicylic acid benzyl ester
lasalocid (X 537 A)
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 10percent HCl / H2O; tetrahydrofuran / 1.) room temperature, 4 h, 2.) 50 deg C, 7 h 2: 80 percent / NaIO4 / methanol; H2O / 2 h / Ambient temperature 3: 33.8 percent / LDA, ZnCl2 / diethyl ether / 0 °C 4: H2 / palladium on carbon / ethanol / 3 h / Ambient temperature View Scheme |
2-(dibenzylamino)-3-methyl-6-(3(R)-methyl-4,5-O-isopropylidenepentyl)benzoic acid methyl ester
lasalocid (X 537 A)
Conditions | Yield |
---|---|
Multi-step reaction with 9 steps 1: 93 percent / H2 / Pd/C / ethanol / 10 h / 2585.7 Torr 2: 85 percent / HBF4, isoamyl nitrite / ethanol / 0.5 h / 0 °C 3: 98 percent / p-toluenesulfonic acid / acetone / 0.25 h / Ambient temperature 4: KH / tetrahydrofuran / 1.) 0 deg C, 20 min, 2.) 0 deg C, 1 h, 3.) room temperature, 0.5 h 5: 1.) BuLi, n-propanethiol / 1.) pentane, hexane, 0 deg C, 15 min, 2.) HMPA, 0 deg C, 10 min, room temperature, 45 min, 3.) room temperature, 2 h 6: 10percent HCl / H2O; tetrahydrofuran / 1.) room temperature, 4 h, 2.) 50 deg C, 7 h 7: 80 percent / NaIO4 / methanol; H2O / 2 h / Ambient temperature 8: 33.8 percent / LDA, ZnCl2 / diethyl ether / 0 °C 9: H2 / palladium on carbon / ethanol / 3 h / Ambient temperature View Scheme |
benzyl 2(S)-<5(S)-ethyl-3(S)-methyl-5-(6(S)-methyl-5-methylene-2(R)-tetrahydropyranyl)-2(S)-tetrahydrofuryl>butyl ether
lasalocid (X 537 A)
Conditions | Yield |
---|---|
Multi-step reaction with 8 steps 1: NaHCO3, MCPBA / CH2Cl2 / 3 h / Ambient temperature 2: 90 percent / CuI / pentane; diethyl ether / 1.) 0 deg C, 15 min, 2.) 3 h 3: 98 percent / Li, NH3 / tetrahydrofuran / 1 h / Heating 4: 78 percent / sodium acetate, pyridinium chlorochromate / CH2Cl2 / 2 h 5: 89 percent / tetrahydrofuran / 0.5 h / 0 °C 6: 90 percent / sodium acetate, pyridinium chlorochromate / CH2Cl2 / 2 h 7: 33.8 percent / LDA, ZnCl2 / diethyl ether / 0 °C 8: H2 / palladium on carbon / ethanol / 3 h / Ambient temperature View Scheme |
benzyl 2(S)-<5(S)-ethyl-3(S)-methyl-5-(5(R)-ethyl-5-hydroxy-6(S)-methyl-2(R)-tetrahydropyranyl)-2(S)-tetrahydrofuryl>butyl ether
lasalocid (X 537 A)
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1: 98 percent / Li, NH3 / tetrahydrofuran / 1 h / Heating 2: 78 percent / sodium acetate, pyridinium chlorochromate / CH2Cl2 / 2 h 3: 89 percent / tetrahydrofuran / 0.5 h / 0 °C 4: 90 percent / sodium acetate, pyridinium chlorochromate / CH2Cl2 / 2 h 5: 33.8 percent / LDA, ZnCl2 / diethyl ether / 0 °C 6: H2 / palladium on carbon / ethanol / 3 h / Ambient temperature View Scheme | |
Multi-step reaction with 12 steps 1: KH, CS2, CH3I / tetrahydrofuran / 1.) 5 h, 2.) 30 min 2: 1.) O3, 2.) NaBH4 / 1.) CH3OH, CH2Cl2, -78 deg C, 2.) room temperature, 10 h 3: 94 percent / oxalyl chloride, dimethyl sulfoxide, Et3N / CH2Cl2 / 1.) -60 deg C, 10 min, 2.) 15 min, 3.) warm to room temperature 4: 94 percent / n-BuLi / tetrahydrofuran; hexane / 1.) room temperature, 1 h, 2.) -78 deg C to room temperature, 10 h 5: NaHCO3, MCPBA / CH2Cl2 / 3 h / Ambient temperature 6: 90 percent / CuI / pentane; diethyl ether / 1.) 0 deg C, 15 min, 2.) 3 h 7: 98 percent / Li, NH3 / tetrahydrofuran / 1 h / Heating 8: 78 percent / sodium acetate, pyridinium chlorochromate / CH2Cl2 / 2 h 9: 89 percent / tetrahydrofuran / 0.5 h / 0 °C 10: 90 percent / sodium acetate, pyridinium chlorochromate / CH2Cl2 / 2 h 11: 33.8 percent / LDA, ZnCl2 / diethyl ether / 0 °C 12: H2 / palladium on carbon / ethanol / 3 h / Ambient temperature View Scheme |
benzyl 2(S)-<5(S)-ethyl-3(S)-methyl-5-(6(S)-methyl-5-oxo-2(R)-tetrahydropyranyl)-2(S)-tetrahydrofuryl>butyl ether
lasalocid (X 537 A)
Conditions | Yield |
---|---|
Multi-step reaction with 9 steps 1: 94 percent / n-BuLi / tetrahydrofuran; hexane / 1.) room temperature, 1 h, 2.) -78 deg C to room temperature, 10 h 2: NaHCO3, MCPBA / CH2Cl2 / 3 h / Ambient temperature 3: 90 percent / CuI / pentane; diethyl ether / 1.) 0 deg C, 15 min, 2.) 3 h 4: 98 percent / Li, NH3 / tetrahydrofuran / 1 h / Heating 5: 78 percent / sodium acetate, pyridinium chlorochromate / CH2Cl2 / 2 h 6: 89 percent / tetrahydrofuran / 0.5 h / 0 °C 7: 90 percent / sodium acetate, pyridinium chlorochromate / CH2Cl2 / 2 h 8: 33.8 percent / LDA, ZnCl2 / diethyl ether / 0 °C 9: H2 / palladium on carbon / ethanol / 3 h / Ambient temperature View Scheme |
3-methyl-6-(3(R)-methyl-4,5-dihydroxypentyl)salicylic acid benzyl ester
lasalocid (X 537 A)
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 80 percent / NaIO4 / methanol; H2O / 2 h / Ambient temperature 2: 33.8 percent / LDA, ZnCl2 / diethyl ether / 0 °C 3: H2 / palladium on carbon / ethanol / 3 h / Ambient temperature View Scheme |
benzyl 2(S)-<5(S)-ethyl-3(S)-methyl-5-(5(S)-(methoxymethylenoxy)-6(S)-methyl-2(R)-tetrahydropyranyl)-2(S)-tetrahydrofuryl>butyl ether
lasalocid (X 537 A)
Conditions | Yield |
---|---|
Multi-step reaction with 11 steps 1: 100 percent / 10percent HCl / tetrahydrofuran; H2O / 16 h / 50 °C 2: 94 percent / oxalyl chloride, dimethyl sulfoxide, Et3N / CH2Cl2 / 1.) -60 deg C, 10 min, 2.) 15 min, 3.) warm to room temperature 3: 94 percent / n-BuLi / tetrahydrofuran; hexane / 1.) room temperature, 1 h, 2.) -78 deg C to room temperature, 10 h 4: NaHCO3, MCPBA / CH2Cl2 / 3 h / Ambient temperature 5: 90 percent / CuI / pentane; diethyl ether / 1.) 0 deg C, 15 min, 2.) 3 h 6: 98 percent / Li, NH3 / tetrahydrofuran / 1 h / Heating 7: 78 percent / sodium acetate, pyridinium chlorochromate / CH2Cl2 / 2 h 8: 89 percent / tetrahydrofuran / 0.5 h / 0 °C 9: 90 percent / sodium acetate, pyridinium chlorochromate / CH2Cl2 / 2 h 10: 33.8 percent / LDA, ZnCl2 / diethyl ether / 0 °C 11: H2 / palladium on carbon / ethanol / 3 h / Ambient temperature View Scheme |
benzyl 2(S)-<5(R)-vinyl-3(S)-methyl-5-(5(S)-(methoxymethylenoxy)-6(S)-methyl-2(R)-tetrahydropyranyl)-2(S)-tetrahydrofuryl>butyl ether
lasalocid (X 537 A)
Conditions | Yield |
---|---|
Multi-step reaction with 12 steps 1: 90 percent / H2 / Ni(Ra) / ethyl acetate / 3 h / Ambient temperature 2: 100 percent / 10percent HCl / tetrahydrofuran; H2O / 16 h / 50 °C 3: 94 percent / oxalyl chloride, dimethyl sulfoxide, Et3N / CH2Cl2 / 1.) -60 deg C, 10 min, 2.) 15 min, 3.) warm to room temperature 4: 94 percent / n-BuLi / tetrahydrofuran; hexane / 1.) room temperature, 1 h, 2.) -78 deg C to room temperature, 10 h 5: NaHCO3, MCPBA / CH2Cl2 / 3 h / Ambient temperature 6: 90 percent / CuI / pentane; diethyl ether / 1.) 0 deg C, 15 min, 2.) 3 h 7: 98 percent / Li, NH3 / tetrahydrofuran / 1 h / Heating 8: 78 percent / sodium acetate, pyridinium chlorochromate / CH2Cl2 / 2 h 9: 89 percent / tetrahydrofuran / 0.5 h / 0 °C 10: 90 percent / sodium acetate, pyridinium chlorochromate / CH2Cl2 / 2 h 11: 33.8 percent / LDA, ZnCl2 / diethyl ether / 0 °C 12: H2 / palladium on carbon / ethanol / 3 h / Ambient temperature View Scheme |
benzyl 2(S)-<5(S)-formyl-3(S)-methyl-5-(5(S)-(methoxymethylenoxy)-6(S)-methyl-2(R)-tetrahydropyranyl)-2(S)-tetrahydrofuryl>butyl ether
lasalocid (X 537 A)
Conditions | Yield |
---|---|
Multi-step reaction with 13 steps 1: 88 percent / n-BuLi / tetrahydrofuran; hexane / 1.) room temperature, 1 h, 2.) -78 deg C to room temperature, 10 h 2: 90 percent / H2 / Ni(Ra) / ethyl acetate / 3 h / Ambient temperature 3: 100 percent / 10percent HCl / tetrahydrofuran; H2O / 16 h / 50 °C 4: 94 percent / oxalyl chloride, dimethyl sulfoxide, Et3N / CH2Cl2 / 1.) -60 deg C, 10 min, 2.) 15 min, 3.) warm to room temperature 5: 94 percent / n-BuLi / tetrahydrofuran; hexane / 1.) room temperature, 1 h, 2.) -78 deg C to room temperature, 10 h 6: NaHCO3, MCPBA / CH2Cl2 / 3 h / Ambient temperature 7: 90 percent / CuI / pentane; diethyl ether / 1.) 0 deg C, 15 min, 2.) 3 h 8: 98 percent / Li, NH3 / tetrahydrofuran / 1 h / Heating 9: 78 percent / sodium acetate, pyridinium chlorochromate / CH2Cl2 / 2 h 10: 89 percent / tetrahydrofuran / 0.5 h / 0 °C 11: 90 percent / sodium acetate, pyridinium chlorochromate / CH2Cl2 / 2 h 12: 33.8 percent / LDA, ZnCl2 / diethyl ether / 0 °C 13: H2 / palladium on carbon / ethanol / 3 h / Ambient temperature View Scheme |
benzyl 2(S)-<5(S)-carbomethoxy-3(S)-methyl-5-(5(S)-(methoxymethylenoxy)-6(S)-methyl-2(R)-tetrahydropyranyl)-2(S)-tetrahydrofuryl>butyl ether
lasalocid (X 537 A)
Conditions | Yield |
---|---|
Multi-step reaction with 14 steps 1: 95 percent / DIBAL / diethyl ether; hexane / 1 h / -78 °C 2: 88 percent / n-BuLi / tetrahydrofuran; hexane / 1.) room temperature, 1 h, 2.) -78 deg C to room temperature, 10 h 3: 90 percent / H2 / Ni(Ra) / ethyl acetate / 3 h / Ambient temperature 4: 100 percent / 10percent HCl / tetrahydrofuran; H2O / 16 h / 50 °C 5: 94 percent / oxalyl chloride, dimethyl sulfoxide, Et3N / CH2Cl2 / 1.) -60 deg C, 10 min, 2.) 15 min, 3.) warm to room temperature 6: 94 percent / n-BuLi / tetrahydrofuran; hexane / 1.) room temperature, 1 h, 2.) -78 deg C to room temperature, 10 h 7: NaHCO3, MCPBA / CH2Cl2 / 3 h / Ambient temperature 8: 90 percent / CuI / pentane; diethyl ether / 1.) 0 deg C, 15 min, 2.) 3 h 9: 98 percent / Li, NH3 / tetrahydrofuran / 1 h / Heating 10: 78 percent / sodium acetate, pyridinium chlorochromate / CH2Cl2 / 2 h 11: 89 percent / tetrahydrofuran / 0.5 h / 0 °C 12: 90 percent / sodium acetate, pyridinium chlorochromate / CH2Cl2 / 2 h 13: 33.8 percent / LDA, ZnCl2 / diethyl ether / 0 °C 14: H2 / palladium on carbon / ethanol / 3 h / Ambient temperature View Scheme |
3-(methylthio)-1-propanol
lasalocid (X 537 A)
Conditions | Yield |
---|---|
With ethanol; dicyclohexyl-carbodiimide In diethyl ether for 5h; Heating; | 84% |
2-(hydroxymethyl)-12-crown-4
lasalocid (X 537 A)
Conditions | Yield |
---|---|
With dicyclohexyl-carbodiimide In diethyl ether for 5h; Heating; | 82% |
4-nitrobenzyl chloride
lasalocid (X 537 A)
p-nitrobenzyl ester of lasalocid acid
Conditions | Yield |
---|---|
With 1,8-diazabicyclo[5.4.0]undec-7-ene In toluene at 90℃; for 5h; | 75% |
Conditions | Yield |
---|---|
With formaldehyd In toluene for 5h; Mannich Aminomethylation; Reflux; | 75% |
Conditions | Yield |
---|---|
With dicyclohexyl-carbodiimide In diethyl ether for 0.5h; Heating; | 74% |
lasalocid (X 537 A)
2,2'-[1,2-ethanediylbis(oxy)]bisethanol
Conditions | Yield |
---|---|
With dicyclohexyl-carbodiimide In diethyl ether for 0.5h; Heating; | 71% |
Conditions | Yield |
---|---|
With 1,8-diazabicyclo[5.4.0]undec-7-ene In toluene at 90℃; for 5h; | 66% |
Conditions | Yield |
---|---|
With 1,8-diazabicyclo[5.4.0]undec-7-ene In toluene at 90℃; for 5h; | 60% |
2-nitrobenzyl chloride
lasalocid (X 537 A)
o-nitrobenzyl ester of lasalocid acid
Conditions | Yield |
---|---|
With 1,8-diazabicyclo[5.4.0]undec-7-ene In toluene at 90℃; for 5h; | 57% |
2-bromomethylnaphthyl bromide
lasalocid (X 537 A)
lasalocid 2-naphthylmethyl ester
Conditions | Yield |
---|---|
With 1,8-diazabicyclo[5.4.0]undec-7-ene In toluene at 90℃; for 5h; | 55% |
lasalocid (X 537 A)
3-Nitrobenzyl chloride
m-nitrobenzyl ester of lasalocid acid
Conditions | Yield |
---|---|
With 1,8-diazabicyclo[5.4.0]undec-7-ene In toluene at 90℃; for 5h; | 47% |
Conditions | Yield |
---|---|
With dicyclohexyl-carbodiimide In N,N-dimethyl-formamide at 20℃; for 24h; Inert atmosphere; | 42% |
Conditions | Yield |
---|---|
With 1,8-diazabicyclo[5.4.0]undec-7-ene In toluene at 90℃; for 5h; | 40% |
lasalocid (X 537 A)
A
4(R)-<5(S)-ethyl-3(S)-methyl-5-(5(R)-ethyl-5-hydroxy-6(S)-methyl-2(R)-tetrahydropyranyl)-2(S)-tetrahydrofuryl>hexan-3-one
B
2-Hydroxy-3-methyl-6-((R)-3-methyl-4-oxo-butyl)-benzoic acid
Conditions | Yield |
---|---|
Product distribution; heat or base treatment; |
methanol
lasalocid (X 537 A)
6-{(3R,4S,5S,7R)-7-[(2S,3S,5S)-5-Ethyl-5-((2R,5R,6S)-5-ethyl-5-hydroxy-6-methyl-tetrahydro-pyran-2-yl)-3-methyl-tetrahydro-furan-2-yl]-4-hydroxy-3,5-dimethyl-6-oxo-nonyl}-2-hydroxy-3-methyl-benzoic acid methyl ester
Conditions | Yield |
---|---|
With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide at 25℃; for 48h; |
N-BOC-1,2-diaminoethane
lasalocid (X 537 A)
[2-(6-{(3R,4S,5S,7R)-7-[(2S,3S,5S)-5-Ethyl-5-((2R,5R,6S)-5-ethyl-5-hydroxy-6-methyl-tetrahydro-pyran-2-yl)-3-methyl-tetrahydro-furan-2-yl]-4-hydroxy-3,5-dimethyl-6-oxo-nonyl}-2-hydroxy-3-methyl-benzoylamino)-ethyl]-carbamic acid tert-butyl ester
Conditions | Yield |
---|---|
With pyridine; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In N,N-dimethyl-formamide at 25℃; for 24h; |
lasalocid (X 537 A)
N-(2-Amino-ethyl)-6-{(3R,4S,5S,7R)-7-[(2S,3S,5S)-5-ethyl-5-((2R,5R,6S)-5-ethyl-5-hydroxy-6-methyl-tetrahydro-pyran-2-yl)-3-methyl-tetrahydro-furan-2-yl]-4-hydroxy-3,5-dimethyl-6-oxo-nonyl}-2-hydroxy-3-methyl-benzamide
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: EDC, HOBt, pyridine / dimethylformamide / 24 h / 25 °C 2: TFA / CH2Cl2 View Scheme |
lasalocid (X 537 A)
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: EDC, HOBt, pyridine / dimethylformamide / 24 h / 25 °C 2: TFA / CH2Cl2 3: EDC, HOBt, pyridine / dimethylformamide / 48 h / 25 °C View Scheme |
lasalocid (X 537 A)
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: EDC, HOBt, pyridine / dimethylformamide / 24 h / 25 °C 2: TFA / CH2Cl2 3: EDC, HOBt, pyridine / dimethylformamide / 48 h / 25 °C View Scheme |
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