We can provide GMP validation service that complies with SFDA, FDA, WHO and EU EMPA.Excellent registration team could help us easlily to register our products in different countries.If you and your customer are interested in some products or need C
Cas:96036-03-2
Min.Order:1 Gram
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Type:Manufacturers
inquiryUnique advantages of Meropenem Cas 96036-03-2 Guaranteed purity High quality & competitive price Quality control Fast feedback Prompt shipment Appearance:Yellowish crystalline powder Storage:Cool dry place Package:10g/foil bag App
Cas:96036-03-2
Min.Order:10 Gram
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Type:Trading Company
inquiryMeropenem CAS:96036-03-2 EINECS: Molecularstructure: MolecularFormula:C17H25N3O5S Molecularweight:383.46 Meltingpoint: Assay:99% packing:intightcontainers Our Server 1. Competitive offers with standard high quality or
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
1. 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
Cas:96036-03-2
Min.Order:1 Gram
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Type:Manufacturers
inquiryMeropenem CAS No. : [96036-03-2] Spec : USP/JP Supply : Commercial Appearance:white Storage:cool a
Cas:96036-03-2
Min.Order:1 Kilogram
Negotiable
Type:Manufacturers
inquiryShanghai Seasonsgreen Chemical is a high-tech research and development, production, sale and custom synthesis set in one high-tech chemical products enterprises. Our sales and marketing division is located in Shanghai, serving international pharmaceu
Cas:96036-03-2
Min.Order:1 Kilogram
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Type:Manufacturers
inquiryAs a leading manufacturer and supplier of chemicals in China, DayangChem not only supply popular chemicals, but also DayangChem's R&D center offer custom synthesis services. DayangChem can provide different quantities of custom synthesis ch
Cas:96036-03-2
Min.Order:1 Kilogram
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Type:Lab/Research institutions
inquiryCHENGDU YANXI is a comprehensive manufacturer and an international distribution of products throughout the world. Specialized in Scrap metal, Chemical raw materials, Paper products and color industry. We aim to become leading position in global dis
Cas:96036-03-2
Min.Order:1 Kilogram
FOB Price: $2.0 / 3.0
Type:Trading Company
inquiryName:Meropenem The alias:MEROPENEM, USP STANDARD;MEROPENAM CAS NO:96036-03-2 EINECS NO:641-424-1 Molecular formula:C17H25N3O5S Molecular weight:383.4625 Product Quality 12 years of chemical raw materials Mature operation of the industry
Cas:96036-03-2
Min.Order:25 Kilogram
FOB Price: $1.0 / 2.0
Type:Other
inquiryWith our good experience, we offer detailed technical support and advice to assist customers. We communicate closely with customers to establish their quality requirements. Consistent Quality Our plant has strict quality control in each manufacturin
Cas:96036-03-2
Min.Order:1 Kilogram
FOB Price: $3.0 / 10.0
Type:Trading Company
inquiryTIANFUCHEM--96036-03-2--High purity Meropenem factory price Our company was built in 2009 with an ISO certificate.In the past 10 years, we have grown up as a famous fine chemicals supplier in China And we had established stable business
Cas:96036-03-2
Min.Order:1 Metric Ton
FOB Price: $2000.0
Type:Lab/Research institutions
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
Cas:96036-03-2
Min.Order:1 Kilogram
FOB Price: $139.0 / 210.0
Type:Trading Company
inquiryItems Specification Results Appearance White or off-white powder Conformed Identification Me
1. 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
Cas:96036-03-2
Min.Order:1 Kilogram
FOB Price: $289.0 / 499.0
Type:Trading Company
inquiryWe are leading fine chemicals supplier in China with ISO certificate, Our main business covers the fields below: 1.Noble Metal Catalysts (Pt.Pd...) 2.Organic Phosphine Ligands (Tert-butyl-phosphine.Cyclohexyl-phosphine...) 3.OLED
Cas:96036-03-2
Min.Order:1 Gram
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Type:Lab/Research institutions
inquiryOur Adwantage: 1.We have stock so we can delivery quickly at the very day when receive the payment. 2.Best price, first class service, high successful delivery rate. A discount would be given when you make a large order. 3.High qu
Cas:96036-03-2
Min.Order:100 Gram
Negotiable
Type:Other
inquiryHanways chempharm is a specialized company concentrating on the R&D, production, marketing and technical service of APIs and pharmaceutical intermediates. The marketing department is located in Wuhan. We have two GMP facilities in Hubei Pr
Cas:96036-03-2
Min.Order:1 Kilogram
FOB Price: $20.0 / 40.0
Type:Trading Company
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
Cas:96036-03-2
Min.Order:1 Kilogram
Negotiable
Type:Lab/Research institutions
inquiryWe are the manufacturers and suppliers of API in China, and warehouse in Germany and USA of California, which can quickly and safely deliver to your address 1.High quality and competitive price. 2.Free sample for your evaluation. 3.Promptly delivery
Cas:96036-03-2
Min.Order:10 Gram
FOB Price: $1.35
Type:Trading Company
inquiryPacking: According to customer requirements Delivery time: In stock or depands Port of shipment: Ningbo/Shanghai/Qingdao OEM/ODM:Welcome Sample:We can offer our existing samples at once Appearance:white powder/ Refer to COA Storage:Refer to COA
Cas:96036-03-2
Min.Order:1 Kilogram
Negotiable
Type:Trading Company
inquiryOur company has been in existence for 10 years since its establishment. We have our own unique team. The company integrates independent research and development, production and sales. We have established famous brands at home and abroad. At prese
Meropenem CAS: 96036-03-2 Qingdao Belugas Import and Export Co., Ltd. is a scientific and technological company integrating research and development, production and trade of chemical intermediates, specializing in high quality organic intermediates,
Cas:96036-03-2
Min.Order:1 Gram
Negotiable
Type:Lab/Research institutions
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
1,we produce and sell good chemicals around the world. 2,our success rate is about 95%. this means, if customer order is accepted, the probability that the customer will obtain the ordered substances, is 95%. 3,our staff consists of highly qualifie
Cas:96036-03-2
Min.Order:1 Kilogram
Negotiable
Type:Lab/Research institutions
inquiry1. Timely and efficient service to ensure communication with customers 2. Produce products of different specifications and sizes according to your requirements. 3. Quality procedures and standards recognized by SGS. Advanced plant equipment ensures s
As a leading manufacturer and supplier of chemicals in China, JudaChem not only supply popular chemicals, but also JudaChem's R&D center offer custom synthesis services. JudaChem can provide different quantities of custom synt
Cas:96036-03-2
Min.Order:10 Gram
Negotiable
Type:Trading Company
inquiryProduct Detail Minimum Order Qty. 10 Gram
Cas:96036-03-2
Min.Order:10 Gram
Negotiable
Type:Trading Company
inquiryTriumph has the complete production of G- KG - MT service chain,we can make the new technology into productivity quickly in the research and development of new products. Main Service 1.Own made fine chemical products 2.Out sourcing and qua
p-nitrobenzyl (4R,5S,6S)-3-<(3S,5S)-5-dimethylaminocarbonyl-1-(p-nitrobenzyloxycarbonyl)pyrrolidin-3-ylthio>-6-<(1R)-1-hydroxyethyl>-4-methyl-7-oxo-1-azabicyclo<3.2.0>hept-2-en-2-carboxylate
meropenem
Conditions | Yield |
---|---|
With 2,6-dimethylpyridine; hydrogen In tetrahydrofuran; water at 40℃; under 13446.2 Torr; for 1.16667h; Pressure; Temperature; Reagent/catalyst; | 85% |
With formaldehyd; sodium isooctanoate; 5%-palladium/activated carbon In water at 7℃; for 2.5h; Reagent/catalyst; Temperature; | 85.3% |
With platinum on carbon; hydrogen; p-toluidine In tetrahydrofuran at 25℃; under 13501.4 Torr; for 0.683333h; Reagent/catalyst; Solvent; Sealed tube; | 84% |
meropenem
Conditions | Yield |
---|---|
Stage #1: (1R,5R,6S)-6-[(1R)-1-hydroxymethyl]-2-diphenylphosphoryloxocarbapen-2-em-3-carboxylic acid p-nitrobenzyl ester; (2R,4S)-4-dimethylaminomercapto-2-formyl-1-p-nitrobenzyl carbonylpyrrolidine at -5℃; Stage #2: With 5%-palladium/activated carbon; hydrogen at 25℃; Reagent/catalyst; | 44% |
4-nitrobenzyl (4R,5S,6S)-3-[[(3S,5S)-5-(dimethylcarbamoyl)-3-pyrrolidinyl]thio]-6-[(1R)-1-hydroxy-ethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate
meropenem
Conditions | Yield |
---|---|
With 4-methyl-morpholine; hydrogen; acetic acid In water; ethyl acetate at 20 - 25℃; for 3h; pH=~ 7; Product distribution / selectivity; Aqueous buffer; |
Conditions | Yield |
---|---|
Stage #1: 4-nitrobenzyl (4R,5R,6S)-3-[(diphenoxyphosphoryl)oxy]-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate; (2S,4S)-1-p-nitrobenzyloxycarbonyl-2-dimethylaminocarbonyl-4-thiolpyrrolidine With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at -50 - 25℃; for 1h; Stage #2: With 4-methyl-morpholine; hydrogen; acetic acid; 5%-palladium/activated carbon In water; ethyl acetate; N,N-dimethyl-formamide at 20 - 25℃; for 3h; pH=~ 7; |
meropenem
Conditions | Yield |
---|---|
With hydrogen; palladium 10% on activated carbon In tetrahydrofuran; water at 25 - 30℃; for 2 - 3h; |
(4-nitrophenyl)methyl (4R,5R,6S)-3-[(diphenoxyphosphinyl)oxy]-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate
(2S,4S)-1-p-nitrobenzyloxycarbonyl-2-dimethylaminocarbonyl-4-thiolpyrrolidine
meropenem
Conditions | Yield |
---|---|
Stage #1: (4-nitrophenyl)methyl (4R,5R,6S)-3-[(diphenoxyphosphinyl)oxy]-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate; (2S,4S)-1-p-nitrobenzyloxycarbonyl-2-dimethylaminocarbonyl-4-thiolpyrrolidine With N-ethyl-N,N-diisopropylamine In 1-methyl-pyrrolidin-2-one; water at -20 - -5℃; Stage #2: With 4-methyl-morpholine; hydrogenchloride; 5% Pd(II)/C(eggshell); hydrogen In 1-methyl-pyrrolidin-2-one; water at 25℃; pH=6.5 - 7; | |
Stage #1: (4-nitrophenyl)methyl (4R,5R,6S)-3-[(diphenoxyphosphinyl)oxy]-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate; (2S,4S)-1-p-nitrobenzyloxycarbonyl-2-dimethylaminocarbonyl-4-thiolpyrrolidine With N-ethyl-N,N-diisopropylamine In 1-methyl-pyrrolidin-2-one at -20 - -5℃; Stage #2: With hydrogen; 5%-palladium/activated carbon In 1-methyl-pyrrolidin-2-one at 25℃; pH=6.5 - 7; N-methylmorpholine - hydrochloric acid - buffer; | |
Stage #1: (4-nitrophenyl)methyl (4R,5R,6S)-3-[(diphenoxyphosphinyl)oxy]-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate; (2S,4S)-1-p-nitrobenzyloxycarbonyl-2-dimethylaminocarbonyl-4-thiolpyrrolidine With N-ethyl-N,N-diisopropylamine In N,N-dimethyl acetamide at 0 - 5℃; for 5h; Stage #2: With potassium dihydrogenphosphate; zinc In water; ethyl acetate at 25 - 35℃; for 1h; | |
Stage #1: (4-nitrophenyl)methyl (4R,5R,6S)-3-[(diphenoxyphosphinyl)oxy]-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate; (2S,4S)-1-p-nitrobenzyloxycarbonyl-2-dimethylaminocarbonyl-4-thiolpyrrolidine With N-ethyl-N,N-diisopropylamine In ISOPROPYLAMIDE at 0 - 5℃; for 5h; Stage #2: With hydrogenchloride In water; ethyl acetate Stage #3: With potassium dihydrogenphosphate In water; ethyl acetate at 25 - 35℃; for 1h; |
meropenem
Conditions | Yield |
---|---|
Multi-step reaction with 8 steps 1.1: dmap / dichloromethane / 3 h / 20 - 30 °C 2.1: dichloromethane / 3 h / 20 - 45 °C / Reflux 3.1: triethylamine; 4-toluenesulfonyl azide / dichloromethane / 2 h / 20 - 30 °C 4.1: hydrogenchloride; methanol / dichloromethane; water / 3 h / 20 - 30 °C 5.1: dichloromethane; Isopropyl acetate / 25 - 30 °C 6.1: zinc dibromide; rhodium (II) octanoate dimer / dichloromethane / 40 °C / Reflux 7.1: dmap; N-ethyl-N,N-diisopropylamine / dichloromethane / -10 - 0 °C 8.1: N-ethyl-N,N-diisopropylamine / 1-methyl-pyrrolidin-2-one / -20 - -5 °C 8.2: 25 °C / pH 6.5 - 7 / N-methylmorpholine - hydrochloric acid - buffer View Scheme |
meropenem
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1.1: dichloromethane / 3 h / 20 - 45 °C / Reflux 2.1: triethylamine; 4-toluenesulfonyl azide / dichloromethane / 2 h / 20 - 30 °C 3.1: hydrogenchloride; methanol / dichloromethane; water / 3 h / 20 - 30 °C 4.1: dichloromethane; Isopropyl acetate / 25 - 30 °C 5.1: zinc dibromide; rhodium (II) octanoate dimer / dichloromethane / 40 °C / Reflux 6.1: dmap; N-ethyl-N,N-diisopropylamine / dichloromethane / -10 - 0 °C 7.1: N-ethyl-N,N-diisopropylamine / 1-methyl-pyrrolidin-2-one / -20 - -5 °C 7.2: 25 °C / pH 6.5 - 7 / N-methylmorpholine - hydrochloric acid - buffer View Scheme |
meropenem
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1.1: triethylamine; 4-toluenesulfonyl azide / dichloromethane / 2 h / 20 - 30 °C 2.1: hydrogenchloride; methanol / dichloromethane; water / 3 h / 20 - 30 °C 3.1: dichloromethane; Isopropyl acetate / 25 - 30 °C 4.1: zinc dibromide; rhodium (II) octanoate dimer / dichloromethane / 40 °C / Reflux 5.1: dmap; N-ethyl-N,N-diisopropylamine / dichloromethane / -10 - 0 °C 6.1: N-ethyl-N,N-diisopropylamine / 1-methyl-pyrrolidin-2-one / -20 - -5 °C 6.2: 25 °C / pH 6.5 - 7 / N-methylmorpholine - hydrochloric acid - buffer View Scheme |
meropenem
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: hydrogenchloride; methanol / dichloromethane; water / 3 h / 20 - 30 °C 2.1: dichloromethane; Isopropyl acetate / 25 - 30 °C 3.1: zinc dibromide; rhodium (II) octanoate dimer / dichloromethane / 40 °C / Reflux 4.1: dmap; N-ethyl-N,N-diisopropylamine / dichloromethane / -10 - 0 °C 5.1: N-ethyl-N,N-diisopropylamine / 1-methyl-pyrrolidin-2-one / -20 - -5 °C 5.2: 25 °C / pH 6.5 - 7 / N-methylmorpholine - hydrochloric acid - buffer View Scheme |
meropenem
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: dichloromethane; Isopropyl acetate / 25 - 30 °C 2.1: zinc dibromide; rhodium (II) octanoate dimer / dichloromethane / 40 °C / Reflux 3.1: dmap; N-ethyl-N,N-diisopropylamine / dichloromethane / -10 - 0 °C 4.1: N-ethyl-N,N-diisopropylamine / 1-methyl-pyrrolidin-2-one / -20 - -5 °C 4.2: 25 °C / pH 6.5 - 7 / N-methylmorpholine - hydrochloric acid - buffer View Scheme |
meropenem
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: zinc dibromide; rhodium (II) octanoate dimer / dichloromethane / 40 °C / Reflux 2.1: dmap; N-ethyl-N,N-diisopropylamine / dichloromethane / -10 - 0 °C 3.1: N-ethyl-N,N-diisopropylamine / 1-methyl-pyrrolidin-2-one / -20 - -5 °C 3.2: 25 °C / pH 6.5 - 7 / N-methylmorpholine - hydrochloric acid - buffer View Scheme |
(γR,2R,3S)-α-diazo-3-[(1R)-1-hydroxyethyl]-γ-methyl-β,4-dioxo-2-azetidinebutanoic acid (4-nitrophenyl)methyl ester
meropenem
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: rhodium (II) octanoate dimer / dichloromethane / 7 h / Reflux 2: N-ethyl-N,N-diisopropylamine / dmap / dichloromethane / -35 °C 3: N-ethyl-N,N-diisopropylamine / dichloromethane / -35 - -30 °C 4: hydrogen; 2,6-dimethylpyridine / palladium 10% on activated carbon / water; tetrahydrofuran / 20 - 25 °C / 13501.4 Torr View Scheme | |
Multi-step reaction with 4 steps 1: rhodium (II) octanoate dimer / acetone / Reflux 2: N-ethyl-N,N-diisopropylamine; zinc(II) iodide / acetone / -30 °C 3: N-ethyl-N,N-diisopropylamine / 1-methyl-pyrrolidin-2-one / -25 °C 4: hydrogen / palladium on activated charcoal / ethyl acetate; water / 3-(N-morpholino)propanesulfonic acid buffer View Scheme |
4-nitrobenzyl (4R,5R,6S)-6-[(1R)-1-hydroxyethyl]-4-methyl-3,7-dioxo-1-azabicyclo[3.2.0]-heptane-2-carboxylate
meropenem
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: N-ethyl-N,N-diisopropylamine / dmap / dichloromethane / -35 °C 2: N-ethyl-N,N-diisopropylamine / dichloromethane / -35 - -30 °C 3: hydrogen; 2,6-dimethylpyridine / palladium 10% on activated carbon / water; tetrahydrofuran / 20 - 25 °C / 13501.4 Torr View Scheme | |
Multi-step reaction with 3 steps 1: N-ethyl-N,N-diisopropylamine; zinc(II) iodide / acetone / -30 °C 2: N-ethyl-N,N-diisopropylamine / 1-methyl-pyrrolidin-2-one / -25 °C 3: hydrogen / palladium on activated charcoal / ethyl acetate; water / 3-(N-morpholino)propanesulfonic acid buffer View Scheme |
(2S,4S)-1-p-nitrobenzyloxycarbonyl-2-dimethylaminocarbonyl-4-thiolpyrrolidine
meropenem
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: N-ethyl-N,N-diisopropylamine / dichloromethane / -35 - -30 °C 2: hydrogen; 2,6-dimethylpyridine / palladium 10% on activated carbon / water; tetrahydrofuran / 20 - 25 °C / 13501.4 Torr View Scheme | |
Multi-step reaction with 2 steps 1: N-ethyl-N,N-diisopropylamine / dichloromethane / -35 - -30 °C 2: hydrogen; 2,6-dimethylpyridine / palladium 10% on activated carbon / dichloromethane; water; tetrahydrofuran / 20 - 25 °C / 13501.4 Torr View Scheme |
(2S,4R)-4-Hydroxy-1-(4-nitrobenzyloxycarbonyl)pyrrolidine-2-carboxylic acid
meropenem
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1.1: triethylamine; isopropyl chloroformate / dichloromethane / -30 - -20 °C 2.1: triethylamine / dichloromethane / -20 °C 3.1: N,N-dimethyl-formamide / 70 - 80 °C 4.1: sodium hydroxide; water / methanol / 5 - 10 °C 4.2: pH 2 5.1: N-ethyl-N,N-diisopropylamine / 1-methyl-pyrrolidin-2-one / -25 °C 6.1: hydrogen / palladium on activated charcoal / ethyl acetate; water / 3-(N-morpholino)propanesulfonic acid buffer View Scheme |
4R-4-hydroxyproline
meropenem
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1.1: sodium hydroxide / water / 0 - 5 °C 1.2: 0 - 5 °C 1.3: 0 - 5 °C 2.1: triethylamine; isopropyl chloroformate / dichloromethane / -30 - -20 °C 3.1: triethylamine / dichloromethane / -20 °C 4.1: N,N-dimethyl-formamide / 70 - 80 °C 5.1: sodium hydroxide; water / methanol / 5 - 10 °C 5.2: pH 2 6.1: N-ethyl-N,N-diisopropylamine / 1-methyl-pyrrolidin-2-one / -25 °C 7.1: hydrogen / palladium on activated charcoal / ethyl acetate; water / 3-(N-morpholino)propanesulfonic acid buffer View Scheme |
(3S,4R)-3-<(1R)-1-<(tert-Butyldimethylsilyl)oxy>ethyl>-4-<(1R)-1-methyl-3-(p-nitrobenzyloxycarbonyl)-2-oxopropyl>azetidin-2-one
meropenem
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1: hydrogenchloride; water / ethyl acetate 2: triethylamine / ethyl acetate; toluene 3: rhodium (II) octanoate dimer / acetone / Reflux 4: N-ethyl-N,N-diisopropylamine; zinc(II) iodide / acetone / -30 °C 5: N-ethyl-N,N-diisopropylamine / 1-methyl-pyrrolidin-2-one / -25 °C 6: hydrogen / palladium on activated charcoal / ethyl acetate; water / 3-(N-morpholino)propanesulfonic acid buffer View Scheme |
(2R)-2-[(2S,3S)-3-{(1R)-1-(t-butyldimethylsilyloxy)ethyl}-4-oxoazetidin-2-yl]propionic acid
meropenem
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1: 1,1'-carbonyldiimidazole / acetonitrile 2: hydrogenchloride; water / ethyl acetate 3: triethylamine / ethyl acetate; toluene 4: rhodium (II) octanoate dimer / acetone / Reflux 5: N-ethyl-N,N-diisopropylamine; zinc(II) iodide / acetone / -30 °C 6: N-ethyl-N,N-diisopropylamine / 1-methyl-pyrrolidin-2-one / -25 °C 7: hydrogen / palladium on activated charcoal / ethyl acetate; water / 3-(N-morpholino)propanesulfonic acid buffer View Scheme |
(2S,4R)-1-p-Nitrobenzyloxycarbonyl-2-dimethylaminocarbonyl-4-hydroxypyrrolidine
meropenem
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: triethylamine / dichloromethane / -20 °C 2.1: N,N-dimethyl-formamide / 70 - 80 °C 3.1: sodium hydroxide; water / methanol / 5 - 10 °C 3.2: pH 2 4.1: N-ethyl-N,N-diisopropylamine / 1-methyl-pyrrolidin-2-one / -25 °C 5.1: hydrogen / palladium on activated charcoal / ethyl acetate; water / 3-(N-morpholino)propanesulfonic acid buffer View Scheme |
4-Nitrobenzyl (2S,4S)-4-(acetylthio)-2-[(dimethylamino)carbonyl]pyrrolidine-1-carboxylate
meropenem
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: sodium hydroxide; water / methanol / 5 - 10 °C 1.2: pH 2 2.1: N-ethyl-N,N-diisopropylamine / 1-methyl-pyrrolidin-2-one / -25 °C 3.1: hydrogen / palladium on activated charcoal / ethyl acetate; water / 3-(N-morpholino)propanesulfonic acid buffer View Scheme |
(3S,4R)-3-<(1R)-1-hydroxyethyl>-4-<(1R)-1-methyl-3-p-nitrobenzyloxycarbonyl-2-oxopropyl>-2-azetidin-2-one
meropenem
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: triethylamine / ethyl acetate; toluene 2: rhodium (II) octanoate dimer / acetone / Reflux 3: N-ethyl-N,N-diisopropylamine; zinc(II) iodide / acetone / -30 °C 4: N-ethyl-N,N-diisopropylamine / 1-methyl-pyrrolidin-2-one / -25 °C 5: hydrogen / palladium on activated charcoal / ethyl acetate; water / 3-(N-morpholino)propanesulfonic acid buffer View Scheme |
(2S,4R)-2-dimethylaminocarbonyl-4-mesyloxy-1-p-nitrobenzyloxycarbonylpyrrolidine
meropenem
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: N,N-dimethyl-formamide / 70 - 80 °C 2.1: sodium hydroxide; water / methanol / 5 - 10 °C 2.2: pH 2 3.1: N-ethyl-N,N-diisopropylamine / 1-methyl-pyrrolidin-2-one / -25 °C 4.1: hydrogen / palladium on activated charcoal / ethyl acetate; water / 3-(N-morpholino)propanesulfonic acid buffer View Scheme |
1-[(S)-benzosuber-1-yloxycarbonyloxy]ethyl (1R,5S,6S)-2-{[(3S,5S)-5-(N,N-dimethylcarbamoyl)pyrrolidin-3-yl]thio}-6-[(1R)-1-hydroxyethyl]-1-methylcarbapen-2-em-3-carboxylate
A
carbon dioxide
B
1-benzosuberol
C
acetaldehyde
D
meropenem
Conditions | Yield |
---|---|
With water; N-2-hydroxyethylpiperazine-N'-2-ethanesulfonic acid at 37℃; pH=7.4; Mechanism; Reagent/catalyst; pH-value; Time; |
indan-2-yloxycarbonyloxymethyl (1R,5S,6S)-2-{[(3S,5S)-5-(N,N-dimethylcarbamoyl)pyrrolidin-3-yl]thio}-6-[(1R)-1-hydroxyethyl]-1-methylcarbapen-2-em-3-carboxylate
A
formaldehyd
B
indan-2-ol
C
carbon dioxide
D
meropenem
Conditions | Yield |
---|---|
With water; N-2-hydroxyethylpiperazine-N'-2-ethanesulfonic acid at 37℃; for 2h; pH=7.4; Mechanism; Reagent/catalyst; pH-value; Time; |
tetral-2-yloxycarbonyloxymethyl (1R,5S,6S)-2-{[(3S,5S)-5-(N,N-dimethylcarbamoyl)pyrrolidin-3-yl]thio}-6-[(1R)-1-hydroxyethyl]-1-methylcarbapen-2-em-3-carboxylate
A
formaldehyd
B
carbon dioxide
C
1,2,3,4-tetrahydronaphthalen-2 ol
D
meropenem
Conditions | Yield |
---|---|
With water; N-2-hydroxyethylpiperazine-N'-2-ethanesulfonic acid at 37℃; for 2h; pH=7.4; Mechanism; Reagent/catalyst; pH-value; Time; |
benzosuber-2-yloxycarbonyloxymethyl (1R,5S,6S)-2-{[(3S,5S)-5-(N,N-dimethylcarbamoyl)pyrrolidin-3-yl]thio}-6-[(1R)-1-hydroxyethyl]-1-methylcarbapen-2-em-3-carboxylate
A
formaldehyd
B
carbon dioxide
C
3,4-benzo-3-cyclohepten-1-ol
D
meropenem
Conditions | Yield |
---|---|
With water; N-2-hydroxyethylpiperazine-N'-2-ethanesulfonic acid at 37℃; for 2h; pH=7.4; Mechanism; Reagent/catalyst; pH-value; Time; |
Conditions | Yield |
---|---|
With water; N-2-hydroxyethylpiperazine-N'-2-ethanesulfonic acid at 37℃; for 2h; pH=7.4; Mechanism; Reagent/catalyst; pH-value; Time; |
(S)-indan-1-yloxycarbonyloxymethyl (1R,5S,6S)-2-{[(3S,5S)-5-(N,N-dimethylcarbamoyl)pyrrolidin-3-yl]thio}-6-[(1R)-1-hydroxyethyl]-1-methylcarbapen-2-em-3-carboxylate
A
formaldehyd
B
carbon dioxide
C
1-Indanol
D
meropenem
Conditions | Yield |
---|---|
With water; N-2-hydroxyethylpiperazine-N'-2-ethanesulfonic acid at 37℃; pH=7.4; Mechanism; Time; |
(R)-indan-1-yloxycarbonyloxymethyl (1R,5S,6S)-2-{[(3S,5S)-5-(N,N-dimethylcarbamoyl)pyrrolidin-3-yl]thio}-6-[(1R)-1-hydroxyethyl]-1-methylcarbapen-2-em-3-carboxylate
A
formaldehyd
B
carbon dioxide
C
1-Indanol
D
meropenem
Conditions | Yield |
---|---|
With water; N-2-hydroxyethylpiperazine-N'-2-ethanesulfonic acid at 37℃; pH=7.4; Mechanism; Time; |
[(S)-benzosuber-1-yl] iodomethyl carbonate
meropenem
(S)-benzosuber-1-yloxycarbonyloxymethyl (1R,5S,6S)-2-{[(3S,5S)-5-(N,N-dimethylcarbamoyl)pyrrolidin-3-yl]thio}-6-[(1R)-1-hydroxyethyl]-1-methylcarbapen-2-em-3-carboxylate
Conditions | Yield |
---|---|
Stage #1: meropenem With caesium carbonate In N,N-dimethyl-formamide at 0℃; for 0.166667h; Stage #2: [(S)-benzosuber-1-yl] iodomethyl carbonate In N,N-dimethyl-formamide at 0℃; for 0.333333h; | 84% |
iodomethyl (R)-tetral-1-yl carbonate
meropenem
(R)-tetral-1-yloxycarbonyloxymethyl (1R,5S,6S)-2-{[(3S,5S)-5-(N,N-dimethylcarbamoyl)pyrrolidin-3-yl]thio}-6-[(1R)-1-hydroxyethyl]-1-methylcarbapen-2-em-3-carboxylate
Conditions | Yield |
---|---|
Stage #1: meropenem With caesium carbonate In N,N-dimethyl-formamide at 0℃; for 0.166667h; Stage #2: iodomethyl (R)-tetral-1-yl carbonate In N,N-dimethyl-formamide at 0℃; for 0.333333h; | 82% |
iodomethyl tetral-2-yl carbonate
meropenem
tetral-2-yloxycarbonyloxymethyl (1R,5S,6S)-2-{[(3S,5S)-5-(N,N-dimethylcarbamoyl)pyrrolidin-3-yl]thio}-6-[(1R)-1-hydroxyethyl]-1-methylcarbapen-2-em-3-carboxylate
Conditions | Yield |
---|---|
Stage #1: meropenem With caesium carbonate In N,N-dimethyl-formamide at 0℃; for 0.166667h; Stage #2: iodomethyl tetral-2-yl carbonate In N,N-dimethyl-formamide at 0℃; for 0.333333h; | 82% |
(R)-benzosuber-1-yl iodomethyl carbonate
meropenem
(R)-benzosuber-1-yloxycarbonyloxymethyl (1R,5S,6S)-2-{[(3S,5S)-5-(N,N-dimethylcarbamoyl)pyrrolidin-3-yl]thio}-6-[(1R)-1-hydroxyethyl]-1-methylcarbapen-2-em-3-carboxylate
Conditions | Yield |
---|---|
Stage #1: meropenem With caesium carbonate In N,N-dimethyl-formamide at 0℃; for 0.166667h; Stage #2: (R)-benzosuber-1-yl iodomethyl carbonate | 79% |
(S)-indan-1-yl iodomethyl carbonate
meropenem
(S)-indan-1-yloxycarbonyloxymethyl (1R,5S,6S)-2-{[(3S,5S)-5-(N,N-dimethylcarbamoyl)pyrrolidin-3-yl]thio}-6-[(1R)-1-hydroxyethyl]-1-methylcarbapen-2-em-3-carboxylate
Conditions | Yield |
---|---|
Stage #1: meropenem With caesium carbonate In N,N-dimethyl-formamide at 0℃; for 0.166667h; Stage #2: (S)-indan-1-yl iodomethyl carbonate In N,N-dimethyl-formamide at 0℃; for 0.333333h; | 75% |
(R)-indan-1-yl iodomethyl carbonate
meropenem
(R)-indan-1-yloxycarbonyloxymethyl (1R,5S,6S)-2-{[(3S,5S)-5-(N,N-dimethylcarbamoyl)pyrrolidin-3-yl]thio}-6-[(1R)-1-hydroxyethyl]-1-methylcarbapen-2-em-3-carboxylate
Conditions | Yield |
---|---|
Stage #1: meropenem With caesium carbonate In N,N-dimethyl-formamide at 0℃; for 0.166667h; Stage #2: (R)-indan-1-yl iodomethyl carbonate In N,N-dimethyl-formamide at 0℃; for 0.333333h; | 72% |
indan-2-yl iodomethyl carbonate
meropenem
indan-2-yloxycarbonyloxymethyl (1R,5S,6S)-2-{[(3S,5S)-5-(N,N-dimethylcarbamoyl)pyrrolidin-3-yl]thio}-6-[(1R)-1-hydroxyethyl]-1-methylcarbapen-2-em-3-carboxylate
Conditions | Yield |
---|---|
Stage #1: meropenem With caesium carbonate In N,N-dimethyl-formamide at 0℃; for 0.166667h; Stage #2: indan-2-yl iodomethyl carbonate In N,N-dimethyl-formamide at 0℃; for 0.333333h; | 71% |
benzosuber-2-yl iodomethyl carbonate
meropenem
benzosuber-2-yloxycarbonyloxymethyl (1R,5S,6S)-2-{[(3S,5S)-5-(N,N-dimethylcarbamoyl)pyrrolidin-3-yl]thio}-6-[(1R)-1-hydroxyethyl]-1-methylcarbapen-2-em-3-carboxylate
Conditions | Yield |
---|---|
Stage #1: meropenem With caesium carbonate In N,N-dimethyl-formamide at 0℃; for 0.166667h; Stage #2: benzosuber-2-yl iodomethyl carbonate In N,N-dimethyl-formamide at 0℃; for 0.333333h; | 65% |
1-iodoethyl isopropyl carbonate
meropenem
Conditions | Yield |
---|---|
Stage #1: meropenem With caesium carbonate In N,N-dimethyl-formamide at 0℃; for 0.166667h; Stage #2: 1-iodoethyl isopropyl carbonate In N,N-dimethyl-formamide at 0℃; for 0.5h; Reagent/catalyst; Concentration; Time; | 64% |
[(S)-benzosuber-1-yl] iodomethyl carbonate
acetic anhydride
meropenem
(S)-benzosuber-1-yloxycarbonyloxymethyl (1R,5S,6S)-2-{[(3S,5S)-1-acetyl-5-(N,N-dimethylcarbamoyl)pyrrolidin-3-yl]thio}-6-[(1R)-1-hydroxyethyl]-1-methylcarbapen-2-em-3-carboxylate
Conditions | Yield |
---|---|
Stage #1: meropenem With caesium carbonate In N,N-dimethyl-formamide at 0℃; for 0.166667h; Stage #2: acetic anhydride In N,N-dimethyl-formamide at 0℃; for 1h; Stage #3: [(S)-benzosuber-1-yl] iodomethyl carbonate In N,N-dimethyl-formamide at 0℃; for 1h; | 62% |
iodomethyl (S)-tetral-1-yl carbonate
meropenem
(S)-tetral-1-yloxycarbonyloxymethyl (1R,5S,6S)-2-{[(3S,5S)-5-(N,N-dimethylcarbamoyl)pyrrolidin-3-yl]thio}-6-[(1R)-1-hydroxyethyl]-1-methylcarbapen-2-em-3-carboxylate
Conditions | Yield |
---|---|
Stage #1: meropenem With caesium carbonate In N,N-dimethyl-formamide at 0℃; for 0.166667h; Stage #2: iodomethyl (S)-tetral-1-yl carbonate In N,N-dimethyl-formamide at 0℃; for 0.333333h; | 57% |
Conditions | Yield |
---|---|
With triethylamine In methanol at 0 - 20℃; for 1h; | 50% |
[(1S)-benzosuber-1-yl] 1-iodoethyl carbonate
meropenem
1-[(S)-benzosuber-1-yloxycarbonyloxy]ethyl (1R,5S,6S)-2-{[(3S,5S)-5-(N,N-dimethylcarbamoyl)pyrrolidin-3-yl]thio}-6-[(1R)-1-hydroxyethyl]-1-methylcarbapen-2-em-3-carboxylate
Conditions | Yield |
---|---|
Stage #1: meropenem With caesium carbonate In N,N-dimethyl-formamide at 0℃; for 0.166667h; Stage #2: [(1S)-benzosuber-1-yl] 1-iodoethyl carbonate In N,N-dimethyl-formamide at 0℃; for 0.333333h; | 43% |
Conditions | Yield |
---|---|
With triethylamine In dimethyl sulfoxide at 20℃; | 16.3% |
iodomethylbenzoate
meropenem
benzoic acid 4-nitrophenoxycarbonyloxymethyl ester
Conditions | Yield |
---|---|
Stage #1: meropenem; benzoic acid 4-nitrophenoxycarbonyloxymethyl ester In N,N-dimethyl-formamide for 1h; Stage #2: iodomethylbenzoate With sodium carbonate In N,N-dimethyl-formamide for 1h; | 14% |
Conditions | Yield |
---|---|
With potassium dihydrogenphosphate; water at 25℃; Rate constant; Kinetics; var. pH from 4.0 to 8.0, var. temp., var. buffers; |
D-cysteine
meropenem
Conditions | Yield |
---|---|
With Hepps buffer at 37℃; pH=8.4; Kinetics; |
L-Cysteine
meropenem
Conditions | Yield |
---|---|
With Hepps buffer at 37℃; pH=8.4; Kinetics; Further Variations:; pH-values; Temperatures; | |
With sodium hydroxide at 20℃; for 3h; pH=7; Substitution; ring cleavage; |
L-homocysteine
meropenem
Conditions | Yield |
---|---|
With Hepps buffer at 37℃; pH=8.4; Kinetics; |
cysteinylglycine
meropenem
Conditions | Yield |
---|---|
With Hepps buffer at 37℃; pH=8.4; Kinetics; |
GLUTATHIONE
meropenem
Conditions | Yield |
---|---|
With Hepps buffer at 37℃; pH=8.4; Kinetics; |
L-Cysteine isopropyl ester
meropenem
Conditions | Yield |
---|---|
With Hepps buffer at 37℃; pH=8.4; Kinetics; |
Cysteamine
meropenem
Conditions | Yield |
---|---|
With Hepps buffer at 37℃; pH=8.4; Kinetics; |
meropenem
Conditions | Yield |
---|---|
With Hepps buffer at 37℃; pH=8.4; Kinetics; Hydrolysis; |
Conditions | Yield |
---|---|
In water-d2 at 25℃; Equilibrium constant; Carboxylation; |
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