Hebei yanxi chemical co., LTD is a professional research, development and production Cyromazine、lead diacetate trihydrate /Lead acetate trihydrateC、 2-phenylacetamide 、 4-Aminophenyl-1-phenethylpiperidine 、Citric acid monohydrate 、 Citric acid/c
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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
Dayangchem’s 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. Near 20 years DayangChem has provided dif
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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 Scientific and so on.O
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inquiryAvibactaM CAS:1192500-31-4 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
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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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inquiryMassive Chemical is certified with ISO9001 and ISO14001 manufacturer for this product. We will offer all documents as requirement for the materials which includes, Certificate of Analysis, Material Safety Data Sheet, and Method of Analysis and
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inquiryProduct name: Avibactam CAS No.:1192500-31-4 Molecule Formula:C7H11N3O6S Molecule Weight:265.24 Purity: 99.0% Package: 25kg/drum Description:White powder Manufacture Standards:Enterprise Standard TESTING ITEMS SPE
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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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We are the manufacturer of this product in China. Our price is the lowest in China. CHANGZHOU HANGYU PHARMACEUTICAL TECHNOLOGY CO., LTD., founded in 1984, engages in pharmaceutical research, development, production, process design and technical c
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inquirySAGECHEM is a chemical R&D, manufacturing and distribution company in China since 2009, including pharmaceutical intermediates, agrochemical, dyestuff intermediates, organosilicone, API and etc. We also offer a full range of services in
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inquiryWe are a Union of chemistry in China, consists of chemists,engineers, laboratories,factories in China. We organize surplus capacity of R&D and production as well as custom synthesis for chemical products and chemical business project. We are supp
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inquiryR & D enterprises have their own stock in stock Package:1kg Application:pharmaceutical intermediates
Superior quality, moderate price & quick delivery. Appearance:white crystalline powder Storage:Sealed in a cool ,dry and microtherm place , avoid light . Package:100g/bottle,1kg/bottle,25kg/drum or as per your request Application:It is an impo
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inquiryhigh quality Storage:Sealed, dry, microtherm , avoid light and smell. Package:According to the demand of customer Application:Organic synthesis Transportation:by air or by sea
BOC Sciences is committed to supplying cost-effective products and services. We provide Avibactam. Avibactam is a novel investigational non-beta-lactam beta-lactamase inhibitor that is being developed for possible use in combination with ceftarolin
(2S,5R)-2-carbamoyl-7-oxo-1,6-diazabicylco[3.2.1]octan-6-yl hydrogensulfate
Conditions | Yield |
---|---|
With chlorosulfonic acid In N,N-dimethyl-formamide at 30℃; for 48h; Reagent/catalyst; | 97% |
benzyl (2S)-N-tert-butoxycarbonyl-5-oxoprolinate
(2S,5R)-2-carbamoyl-7-oxo-1,6-diazabicylco[3.2.1]octan-6-yl hydrogensulfate
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1.1: potassium tert-butylate / dimethyl sulfoxide; tetrahydrofuran / 20 °C 1.2: -12 °C 2.1: ethyl acetate / Reflux 3.1: methanesulfonic acid / ethyl acetate / 42 °C 3.2: 52 °C 4.1: sodium tetrahydroborate; sulfuric acid; propionic acid / ethyl acetate / -20 °C 4.3: 40 - 45 °C 5.1: ammonia / methanol 6.1: N-ethyl-N,N-diisopropylamine; (fluorenylmethoxy)carbonyl chloride / chlorobenzene / 30 °C 7.1: hydrogen / 5% Pd-C / dichloromethane; N,N-dimethyl-formamide / 2250.23 Torr View Scheme | |
Multi-step reaction with 8 steps 1.1: potassium tert-butylate / dimethyl sulfoxide; tetrahydrofuran / 20 °C 1.2: -12 °C 2.1: ethyl acetate / Reflux 3.1: methanesulfonic acid / ethyl acetate / 42 °C 3.2: 52 °C 4.1: sodium tetrahydroborate; sulfuric acid; propionic acid / ethyl acetate / -20 °C 4.3: 40 - 45 °C 5.1: 1 h / 0 °C 5.2: 35 °C 6.1: ammonia / methanol / 20 °C 7.1: N-ethyl-N,N-diisopropylamine; (fluorenylmethoxy)carbonyl chloride / chlorobenzene / 30 °C 8.1: hydrogen / 5% Pd-C / dichloromethane; N,N-dimethyl-formamide / 2250.23 Torr View Scheme |
(1R,2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamide
(2S,5R)-2-carbamoyl-7-oxo-1,6-diazabicylco[3.2.1]octan-6-yl hydrogensulfate
Conditions | Yield |
---|---|
Stage #1: (1R,2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamide With hydrogen; 5% Pd-C In dichloromethane; N,N-dimethyl-formamide under 2250.23 Torr; Stage #2: With sulfur trioxide-N,N-dimethylformamide complex; acetic acid In dichloromethane; N,N-dimethyl-formamide | |
With palladium 10% on activated carbon; hydrogen; sulfur trioxide trimethylamine complex; triethylamine In water; isopropyl alcohol for 5h; Large scale; Industrial scale; | |
With palladium 10% on activated carbon; water; hydrogen; sulfur trioxide trimethylamine complex; triethylamine In isopropyl alcohol |
(S)-ethyl N-tert-butoxycarbonylpyroglutamate
(2S,5R)-2-carbamoyl-7-oxo-1,6-diazabicylco[3.2.1]octan-6-yl hydrogensulfate
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1.1: potassium tert-butylate / dimethyl sulfoxide; tetrahydrofuran / 20 °C 1.2: -12 °C 2.1: ethyl acetate / Reflux 3.1: methanesulfonic acid / ethyl acetate / 42 °C 3.2: 52 °C 4.1: sodium tetrahydroborate; sulfuric acid; propionic acid / ethyl acetate / -20 °C 4.3: 40 - 45 °C 5.1: ammonia / methanol / 20 °C 6.1: N-ethyl-N,N-diisopropylamine; (fluorenylmethoxy)carbonyl chloride / chlorobenzene / 30 °C 7.1: hydrogen / 5% Pd-C / dichloromethane; N,N-dimethyl-formamide / 2250.23 Torr View Scheme |
(2S,5R)-2-carbamoyl-7-oxo-1,6-diazabicylco[3.2.1]octan-6-yl hydrogensulfate
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1.1: ethyl acetate / Reflux 2.1: methanesulfonic acid / ethyl acetate / 42 °C 2.2: 52 °C 3.1: sodium tetrahydroborate; sulfuric acid; propionic acid / ethyl acetate / -20 °C 3.3: 40 - 45 °C 4.1: potassium hydrogencarbonate / water; 2-methyltetrahydrofuran 4.2: 0 °C 5.1: water; lithium hydroxide monohydrate / acetone / -12 °C 5.2: 0 °C 5.3: -20 - 0 °C 6.1: hydrogen / 5% Pd-C / dichloromethane; N,N-dimethyl-formamide / 2250.23 Torr View Scheme | |
Multi-step reaction with 6 steps 1.1: ethyl acetate / Reflux 2.1: methanesulfonic acid / ethyl acetate / 42 °C 2.2: 52 °C 3.1: sodium tetrahydroborate; sulfuric acid; propionic acid / ethyl acetate / -20 °C 3.3: 40 - 45 °C 4.1: ammonia / methanol 5.1: N-ethyl-N,N-diisopropylamine; (fluorenylmethoxy)carbonyl chloride / chlorobenzene / 30 °C 6.1: hydrogen / 5% Pd-C / dichloromethane; N,N-dimethyl-formamide / 2250.23 Torr View Scheme | |
Multi-step reaction with 7 steps 1.1: ethyl acetate / Reflux 2.1: methanesulfonic acid / ethyl acetate / 42 °C 2.2: 52 °C 3.1: sodium tetrahydroborate; sulfuric acid; propionic acid / ethyl acetate / -20 °C 3.3: 40 - 45 °C 4.1: 1 h / 0 °C 4.2: 35 °C 5.1: 3-Methylpyridine / dichloromethane / 0 °C 6.1: ammonium carbamate / Novozyme 435 / dichloromethane; acetonitrile / 40 °C / Enzymatic reaction 7.1: hydrogen / 5% Pd-C / dichloromethane; N,N-dimethyl-formamide / 2250.23 Torr View Scheme | |
Multi-step reaction with 7 steps 1.1: ethyl acetate / Reflux 2.1: methanesulfonic acid / ethyl acetate / 42 °C 2.2: 52 °C 3.1: sodium tetrahydroborate; sulfuric acid; propionic acid / ethyl acetate / -20 °C 3.3: 40 - 45 °C 4.1: 1 h / 0 °C 4.2: 35 °C 5.1: ammonia / methanol / 20 °C 6.1: N-ethyl-N,N-diisopropylamine; (fluorenylmethoxy)carbonyl chloride / chlorobenzene / 30 °C 7.1: hydrogen / 5% Pd-C / dichloromethane; N,N-dimethyl-formamide / 2250.23 Torr View Scheme |
(2S)-5-(benzyloxyimino)-piperidine-2-carboxylic acid benzyl ester
(2S,5R)-2-carbamoyl-7-oxo-1,6-diazabicylco[3.2.1]octan-6-yl hydrogensulfate
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: sodium tetrahydroborate; sulfuric acid; propionic acid / ethyl acetate / -20 °C 1.3: 40 - 45 °C 2.1: potassium hydrogencarbonate / water; 2-methyltetrahydrofuran 2.2: 0 °C 3.1: water; lithium hydroxide monohydrate / acetone / -12 °C 3.2: 0 °C 3.3: -20 - 0 °C 4.1: hydrogen / 5% Pd-C / dichloromethane; N,N-dimethyl-formamide / 2250.23 Torr View Scheme | |
Multi-step reaction with 4 steps 1.1: sodium tetrahydroborate; sulfuric acid; propionic acid / ethyl acetate / -20 °C 1.3: 40 - 45 °C 2.1: ammonia / methanol 3.1: N-ethyl-N,N-diisopropylamine; (fluorenylmethoxy)carbonyl chloride / chlorobenzene / 30 °C 4.1: hydrogen / 5% Pd-C / dichloromethane; N,N-dimethyl-formamide / 2250.23 Torr View Scheme | |
Multi-step reaction with 5 steps 1.1: sodium tetrahydroborate; sulfuric acid; propionic acid / ethyl acetate / -20 °C 1.3: 40 - 45 °C 2.1: 1 h / 0 °C 2.2: 35 °C 3.1: 3-Methylpyridine / dichloromethane / 0 °C 4.1: ammonium carbamate / Novozyme 435 / dichloromethane; acetonitrile / 40 °C / Enzymatic reaction 5.1: hydrogen / 5% Pd-C / dichloromethane; N,N-dimethyl-formamide / 2250.23 Torr View Scheme | |
Multi-step reaction with 5 steps 1.1: sodium tetrahydroborate; sulfuric acid; propionic acid / ethyl acetate / -20 °C 1.3: 40 - 45 °C 2.1: 1 h / 0 °C 2.2: 35 °C 3.1: ammonia / methanol / 20 °C 4.1: N-ethyl-N,N-diisopropylamine; (fluorenylmethoxy)carbonyl chloride / chlorobenzene / 30 °C 5.1: hydrogen / 5% Pd-C / dichloromethane; N,N-dimethyl-formamide / 2250.23 Torr View Scheme |
(2S,5R)-2-carbamoyl-7-oxo-1,6-diazabicylco[3.2.1]octan-6-yl hydrogensulfate
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: methanol / 25 °C / Reflux 2.1: potassium hydrogencarbonate / water; 2-methyltetrahydrofuran 2.2: 0 °C 3.1: water; lithium hydroxide monohydrate / acetone / -12 °C 3.2: 0 °C 3.3: -20 - 0 °C 4.1: hydrogen / 5% Pd-C / dichloromethane; N,N-dimethyl-formamide / 2250.23 Torr View Scheme | |
Multi-step reaction with 4 steps 1: methanol / 25 °C / Reflux 2: ammonia / methanol 3: N-ethyl-N,N-diisopropylamine; (fluorenylmethoxy)carbonyl chloride / chlorobenzene / 30 °C 4: hydrogen / 5% Pd-C / dichloromethane; N,N-dimethyl-formamide / 2250.23 Torr View Scheme | |
Multi-step reaction with 5 steps 1.1: methanol / 25 °C / Reflux 2.1: 1 h / 0 °C 2.2: 35 °C 3.1: 3-Methylpyridine / dichloromethane / 0 °C 4.1: ammonium carbamate / Novozyme 435 / dichloromethane; acetonitrile / 40 °C / Enzymatic reaction 5.1: hydrogen / 5% Pd-C / dichloromethane; N,N-dimethyl-formamide / 2250.23 Torr View Scheme | |
Multi-step reaction with 5 steps 1.1: methanol / 25 °C / Reflux 2.1: 1 h / 0 °C 2.2: 35 °C 3.1: ammonia / methanol / 20 °C 4.1: N-ethyl-N,N-diisopropylamine; (fluorenylmethoxy)carbonyl chloride / chlorobenzene / 30 °C 5.1: hydrogen / 5% Pd-C / dichloromethane; N,N-dimethyl-formamide / 2250.23 Torr View Scheme |
benzyl (2S)-5-[(benzyloxy)imino]-2-{[(tert-butoxy)carbonyl]amino}-6-chlorohexanoate
(2S,5R)-2-carbamoyl-7-oxo-1,6-diazabicylco[3.2.1]octan-6-yl hydrogensulfate
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: methanesulfonic acid / ethyl acetate / 42 °C 1.2: 52 °C 2.1: sodium tetrahydroborate; sulfuric acid; propionic acid / ethyl acetate / -20 °C 2.3: 40 - 45 °C 3.1: potassium hydrogencarbonate / water; 2-methyltetrahydrofuran 3.2: 0 °C 4.1: water; lithium hydroxide monohydrate / acetone / -12 °C 4.2: 0 °C 4.3: -20 - 0 °C 5.1: hydrogen / 5% Pd-C / dichloromethane; N,N-dimethyl-formamide / 2250.23 Torr View Scheme | |
Multi-step reaction with 5 steps 1.1: methanesulfonic acid / ethyl acetate / 42 °C 1.2: 52 °C 2.1: sodium tetrahydroborate; sulfuric acid; propionic acid / ethyl acetate / -20 °C 2.3: 40 - 45 °C 3.1: ammonia / methanol 4.1: N-ethyl-N,N-diisopropylamine; (fluorenylmethoxy)carbonyl chloride / chlorobenzene / 30 °C 5.1: hydrogen / 5% Pd-C / dichloromethane; N,N-dimethyl-formamide / 2250.23 Torr View Scheme | |
Multi-step reaction with 6 steps 1.1: methanesulfonic acid / ethyl acetate / 42 °C 1.2: 52 °C 2.1: sodium tetrahydroborate; sulfuric acid; propionic acid / ethyl acetate / -20 °C 2.3: 40 - 45 °C 3.1: 1 h / 0 °C 3.2: 35 °C 4.1: 3-Methylpyridine / dichloromethane / 0 °C 5.1: ammonium carbamate / Novozyme 435 / dichloromethane; acetonitrile / 40 °C / Enzymatic reaction 6.1: hydrogen / 5% Pd-C / dichloromethane; N,N-dimethyl-formamide / 2250.23 Torr View Scheme | |
Multi-step reaction with 6 steps 1.1: methanesulfonic acid / ethyl acetate / 42 °C 1.2: 52 °C 2.1: sodium tetrahydroborate; sulfuric acid; propionic acid / ethyl acetate / -20 °C 2.3: 40 - 45 °C 3.1: 1 h / 0 °C 3.2: 35 °C 4.1: ammonia / methanol / 20 °C 5.1: N-ethyl-N,N-diisopropylamine; (fluorenylmethoxy)carbonyl chloride / chlorobenzene / 30 °C 6.1: hydrogen / 5% Pd-C / dichloromethane; N,N-dimethyl-formamide / 2250.23 Torr View Scheme |
(2S,5R)-6-benzyloxy-7-oxo-1,6-diazabicyclo[3.2.1]octan-2-carboxylic acid methyl ester
(2S,5R)-2-carbamoyl-7-oxo-1,6-diazabicylco[3.2.1]octan-6-yl hydrogensulfate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: ammonium carbamate / Novozyme 435 / acetonitrile / 40 °C / Enzymatic reaction 2: hydrogen / 5% Pd-C / dichloromethane; N,N-dimethyl-formamide / 2250.23 Torr View Scheme |
(2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octan-2-carboxylic acid benzyl ester
(2S,5R)-2-carbamoyl-7-oxo-1,6-diazabicylco[3.2.1]octan-6-yl hydrogensulfate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: water; lithium hydroxide monohydrate / acetone / -12 °C 1.2: 0 °C 1.3: -20 - 0 °C 2.1: hydrogen / 5% Pd-C / dichloromethane; N,N-dimethyl-formamide / 2250.23 Torr View Scheme |
(2S,5R)-5-(benzyloxyamino)-piperidine-2-carboxylic acid amide
(2S,5R)-2-carbamoyl-7-oxo-1,6-diazabicylco[3.2.1]octan-6-yl hydrogensulfate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: N-ethyl-N,N-diisopropylamine; (fluorenylmethoxy)carbonyl chloride / chlorobenzene / 30 °C 2: hydrogen / 5% Pd-C / dichloromethane; N,N-dimethyl-formamide / 2250.23 Torr View Scheme | |
Multi-step reaction with 2 steps 1.1: N-ethyl-N,N-diisopropylamine; (fluorenylmethoxy)carbonyl chloride / chlorobenzene / 20 - 30 °C 1.2: 11 h / 15 °C 1.3: 2 h / 15 - 20 °C 2.1: sulfur trioxide trimethylamine complex; palladium 10% on activated carbon; water; hydrogen; triethylamine / isopropyl alcohol View Scheme |
(2S,5R)-5-benzyloxyaminopiperidin-2-carboxylic acid benzyl ester oxalic acid salt
(2S,5R)-2-carbamoyl-7-oxo-1,6-diazabicylco[3.2.1]octan-6-yl hydrogensulfate
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: potassium hydrogencarbonate / water; 2-methyltetrahydrofuran 1.2: 0 °C 2.1: water; lithium hydroxide monohydrate / acetone / -12 °C 2.2: 0 °C 2.3: -20 - 0 °C 3.1: hydrogen / 5% Pd-C / dichloromethane; N,N-dimethyl-formamide / 2250.23 Torr View Scheme | |
Multi-step reaction with 3 steps 1: ammonia / methanol 2: N-ethyl-N,N-diisopropylamine; (fluorenylmethoxy)carbonyl chloride / chlorobenzene / 30 °C 3: hydrogen / 5% Pd-C / dichloromethane; N,N-dimethyl-formamide / 2250.23 Torr View Scheme | |
Multi-step reaction with 4 steps 1.1: 1 h / 0 °C 1.2: 35 °C 2.1: 3-Methylpyridine / dichloromethane / 0 °C 3.1: ammonium carbamate / Novozyme 435 / dichloromethane; acetonitrile / 40 °C / Enzymatic reaction 4.1: hydrogen / 5% Pd-C / dichloromethane; N,N-dimethyl-formamide / 2250.23 Torr View Scheme | |
Multi-step reaction with 4 steps 1.1: 1 h / 0 °C 1.2: 35 °C 2.1: ammonia / methanol / 20 °C 3.1: N-ethyl-N,N-diisopropylamine; (fluorenylmethoxy)carbonyl chloride / chlorobenzene / 30 °C 4.1: hydrogen / 5% Pd-C / dichloromethane; N,N-dimethyl-formamide / 2250.23 Torr View Scheme |
ethyl (2S,5R)-5-[(benzyloxy)amino]piperidine-2-carboxylate oxalic acid salt
(2S,5R)-2-carbamoyl-7-oxo-1,6-diazabicylco[3.2.1]octan-6-yl hydrogensulfate
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 3-Methylpyridine / dichloromethane / 0 °C 2: ammonium carbamate / Novozyme 435 / dichloromethane; acetonitrile / 40 °C / Enzymatic reaction 3: hydrogen / 5% Pd-C / dichloromethane; N,N-dimethyl-formamide / 2250.23 Torr View Scheme | |
Multi-step reaction with 3 steps 1: ammonia / methanol / 20 °C 2: N-ethyl-N,N-diisopropylamine; (fluorenylmethoxy)carbonyl chloride / chlorobenzene / 30 °C 3: hydrogen / 5% Pd-C / dichloromethane; N,N-dimethyl-formamide / 2250.23 Torr View Scheme |
methyl (2S,5R)-5-benzyloxyaminopiperidine-2-carboxylate oxalate
(2S,5R)-2-carbamoyl-7-oxo-1,6-diazabicylco[3.2.1]octan-6-yl hydrogensulfate
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: potassium hydrogencarbonate / water; 2-methyltetrahydrofuran 1.2: -5 - -3 °C 2.1: ammonium carbamate / Novozyme 435 / acetonitrile / 40 °C / Enzymatic reaction 3.1: hydrogen / 5% Pd-C / dichloromethane; N,N-dimethyl-formamide / 2250.23 Torr View Scheme | |
Multi-step reaction with 3 steps 1: ammonia / methanol / 20 °C 2: N-ethyl-N,N-diisopropylamine; (fluorenylmethoxy)carbonyl chloride / chlorobenzene / 30 °C 3: hydrogen / 5% Pd-C / dichloromethane; N,N-dimethyl-formamide / 2250.23 Torr View Scheme |
ethyl (S)-2-((tert-butoxycarbonyl)amino)-6-(dimethyl(oxo)-λ6-sulfanylidene)-5-oxohexanoate
(2S,5R)-2-carbamoyl-7-oxo-1,6-diazabicylco[3.2.1]octan-6-yl hydrogensulfate
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1.1: ethyl acetate / Reflux 2.1: methanesulfonic acid / ethyl acetate / 42 °C 2.2: 52 °C 3.1: sodium tetrahydroborate; sulfuric acid; propionic acid / ethyl acetate / -20 °C 3.3: 40 - 45 °C 4.1: 3-Methylpyridine / dichloromethane / 0 °C 5.1: ammonium carbamate / Novozyme 435 / dichloromethane; acetonitrile / 40 °C / Enzymatic reaction 6.1: hydrogen / 5% Pd-C / dichloromethane; N,N-dimethyl-formamide / 2250.23 Torr View Scheme | |
Multi-step reaction with 6 steps 1.1: ethyl acetate / Reflux 2.1: methanesulfonic acid / ethyl acetate / 42 °C 2.2: 52 °C 3.1: sodium tetrahydroborate; sulfuric acid; propionic acid / ethyl acetate / -20 °C 3.3: 40 - 45 °C 4.1: ammonia / methanol / 20 °C 5.1: N-ethyl-N,N-diisopropylamine; (fluorenylmethoxy)carbonyl chloride / chlorobenzene / 30 °C 6.1: hydrogen / 5% Pd-C / dichloromethane; N,N-dimethyl-formamide / 2250.23 Torr View Scheme |
C20H29ClN2O5
(2S,5R)-2-carbamoyl-7-oxo-1,6-diazabicylco[3.2.1]octan-6-yl hydrogensulfate
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: methanesulfonic acid / ethyl acetate / 42 °C 1.2: 52 °C 2.1: sodium tetrahydroborate; sulfuric acid; propionic acid / ethyl acetate / -20 °C 2.3: 40 - 45 °C 3.1: 3-Methylpyridine / dichloromethane / 0 °C 4.1: ammonium carbamate / Novozyme 435 / dichloromethane; acetonitrile / 40 °C / Enzymatic reaction 5.1: hydrogen / 5% Pd-C / dichloromethane; N,N-dimethyl-formamide / 2250.23 Torr View Scheme | |
Multi-step reaction with 5 steps 1.1: methanesulfonic acid / ethyl acetate / 42 °C 1.2: 52 °C 2.1: sodium tetrahydroborate; sulfuric acid; propionic acid / ethyl acetate / -20 °C 2.3: 40 - 45 °C 3.1: ammonia / methanol / 20 °C 4.1: N-ethyl-N,N-diisopropylamine; (fluorenylmethoxy)carbonyl chloride / chlorobenzene / 30 °C 5.1: hydrogen / 5% Pd-C / dichloromethane; N,N-dimethyl-formamide / 2250.23 Torr View Scheme |
5-benzyloxyiminopiperidine-2S-carboxylic acid ethyl ester
(2S,5R)-2-carbamoyl-7-oxo-1,6-diazabicylco[3.2.1]octan-6-yl hydrogensulfate
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: sodium tetrahydroborate; sulfuric acid; propionic acid / ethyl acetate / -20 °C 1.3: 40 - 45 °C 2.1: 3-Methylpyridine / dichloromethane / 0 °C 3.1: ammonium carbamate / Novozyme 435 / dichloromethane; acetonitrile / 40 °C / Enzymatic reaction 4.1: hydrogen / 5% Pd-C / dichloromethane; N,N-dimethyl-formamide / 2250.23 Torr View Scheme | |
Multi-step reaction with 4 steps 1.1: sodium tetrahydroborate; sulfuric acid; propionic acid / ethyl acetate / -20 °C 1.3: 40 - 45 °C 2.1: ammonia / methanol / 20 °C 3.1: N-ethyl-N,N-diisopropylamine; (fluorenylmethoxy)carbonyl chloride / chlorobenzene / 30 °C 4.1: hydrogen / 5% Pd-C / dichloromethane; N,N-dimethyl-formamide / 2250.23 Torr View Scheme |
(2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octan-2-carboxylic acid ethyl ester
(2S,5R)-2-carbamoyl-7-oxo-1,6-diazabicylco[3.2.1]octan-6-yl hydrogensulfate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: ammonium carbamate / Novozyme 435 / dichloromethane; acetonitrile / 40 °C / Enzymatic reaction 2: hydrogen / 5% Pd-C / dichloromethane; N,N-dimethyl-formamide / 2250.23 Torr View Scheme |
(2S,5R)-2-carbamoyl-7-oxo-1,6-diazabicylco[3.2.1]octan-6-yl hydrogensulfate
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: trifluoromethylsulfonic anhydride; 2,6-dimethylpyridine / 0.5 h / -25 - -20 °C 1.2: 20 h / -5 - 0 °C 2.1: potassium carbonate / methanol / 1 h 2.2: 0.17 h 3.1: pyridine / 4 h / -15 - 20 °C 4.1: palladium 10% on activated carbon; ammonium formate / methanol / 2 h / Reflux 5.1: chlorosulfonic acid / N,N-dimethyl-formamide / 48 h / 30 °C View Scheme |
(2S,5R)-2-carbamoyl-7-oxo-1,6-diazabicylco[3.2.1]octan-6-yl hydrogensulfate
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: potassium carbonate / methanol / 1 h 1.2: 0.17 h 2.1: pyridine / 4 h / -15 - 20 °C 3.1: palladium 10% on activated carbon; ammonium formate / methanol / 2 h / Reflux 4.1: chlorosulfonic acid / N,N-dimethyl-formamide / 48 h / 30 °C View Scheme |
(2S,5R)-2-carbamoyl-7-oxo-1,6-diazabicylco[3.2.1]octan-6-yl hydrogensulfate
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: pyridine / 4 h / -15 - 20 °C 2: palladium 10% on activated carbon; ammonium formate / methanol / 2 h / Reflux 3: chlorosulfonic acid / N,N-dimethyl-formamide / 48 h / 30 °C View Scheme |
(S)-5-oxo-2-piperidinecarboxylic acid
(2S,5R)-2-carbamoyl-7-oxo-1,6-diazabicylco[3.2.1]octan-6-yl hydrogensulfate
Conditions | Yield |
---|---|
Multi-step reaction with 8 steps 1.1: 2,6-dimethylpyridine / dichloromethane / 2 h / Reflux 2.1: D-glucose; citric acid; disodium hydrogenphosphate / ethyl acetate; water / 25 h / 30 °C 3.1: triethylamine / tetrahydrofuran / 0.5 h 3.2: 1 h / -7 - -5 °C 4.1: trifluoromethylsulfonic anhydride; 2,6-dimethylpyridine / 0.5 h / -25 - -20 °C 4.2: 20 h / -5 - 0 °C 5.1: potassium carbonate / methanol / 1 h 5.2: 0.17 h 6.1: pyridine / 4 h / -15 - 20 °C 7.1: palladium 10% on activated carbon; ammonium formate / methanol / 2 h / Reflux 8.1: chlorosulfonic acid / N,N-dimethyl-formamide / 48 h / 30 °C View Scheme |
(2S,5R)-2-carbamoyl-7-oxo-1,6-diazabicylco[3.2.1]octan-6-yl hydrogensulfate
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1.1: D-glucose; citric acid; disodium hydrogenphosphate / ethyl acetate; water / 25 h / 30 °C 2.1: triethylamine / tetrahydrofuran / 0.5 h 2.2: 1 h / -7 - -5 °C 3.1: trifluoromethylsulfonic anhydride; 2,6-dimethylpyridine / 0.5 h / -25 - -20 °C 3.2: 20 h / -5 - 0 °C 4.1: potassium carbonate / methanol / 1 h 4.2: 0.17 h 5.1: pyridine / 4 h / -15 - 20 °C 6.1: palladium 10% on activated carbon; ammonium formate / methanol / 2 h / Reflux 7.1: chlorosulfonic acid / N,N-dimethyl-formamide / 48 h / 30 °C View Scheme |
(2S,5R)-2-carbamoyl-7-oxo-1,6-diazabicylco[3.2.1]octan-6-yl hydrogensulfate
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1.1: triethylamine / tetrahydrofuran / 0.5 h 1.2: 1 h / -7 - -5 °C 2.1: trifluoromethylsulfonic anhydride; 2,6-dimethylpyridine / 0.5 h / -25 - -20 °C 2.2: 20 h / -5 - 0 °C 3.1: potassium carbonate / methanol / 1 h 3.2: 0.17 h 4.1: pyridine / 4 h / -15 - 20 °C 5.1: palladium 10% on activated carbon; ammonium formate / methanol / 2 h / Reflux 6.1: chlorosulfonic acid / N,N-dimethyl-formamide / 48 h / 30 °C View Scheme |
(2S,5R)-2-carbamoyl-7-oxo-1,6-diazabicylco[3.2.1]octan-6-yl hydrogensulfate
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: 2,6-dimethylpyridine; trifluoromethylsulfonic anhydride / acetonitrile / -30 °C 1.2: 12.5 h / -30 - 20 °C 2.1: trifluoroacetic acid / dichloromethane / 15 h / 0 - 20 °C 3.1: ammonia; methanol / 8 h / 20 °C 4.1: N-ethyl-N,N-diisopropylamine; (fluorenylmethoxy)carbonyl chloride / chlorobenzene / 20 - 30 °C 4.2: 11 h / 15 °C 4.3: 2 h / 15 - 20 °C 5.1: sulfur trioxide trimethylamine complex; palladium 10% on activated carbon; water; hydrogen; triethylamine / isopropyl alcohol View Scheme |
(2S,5R)-2-carbamoyl-7-oxo-1,6-diazabicylco[3.2.1]octan-6-yl hydrogensulfate
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: trifluoroacetic acid / dichloromethane / 15 h / 0 - 20 °C 2.1: ammonia; methanol / 8 h / 20 °C 3.1: N-ethyl-N,N-diisopropylamine; (fluorenylmethoxy)carbonyl chloride / chlorobenzene / 20 - 30 °C 3.2: 11 h / 15 °C 3.3: 2 h / 15 - 20 °C 4.1: sulfur trioxide trimethylamine complex; palladium 10% on activated carbon; water; hydrogen; triethylamine / isopropyl alcohol View Scheme |
(2S,5R)-2-carbamoyl-7-oxo-1,6-diazabicylco[3.2.1]octan-6-yl hydrogensulfate
(2S,5R)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 7-oxo-6-(sulfoxy)monosodium salt
Conditions | Yield |
---|---|
In 2-methyl-propan-1-ol for 0.833333h; Solvent; Time; Concentration; Reflux; | 77% |
(2S,5R)-2-carbamoyl-7-oxo-1,6-diazabicylco[3.2.1]octan-6-yl hydrogensulfate
tetra(n-butyl)ammonium hydrogensulfate
({[(2S,5R)-2-carbamoyl-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3,2,1]-oct-6-yl]oxy}sulfonyl)tetrabutylammonium salt
Conditions | Yield |
---|---|
In water |
(2S,5R)-2-carbamoyl-7-oxo-1,6-diazabicylco[3.2.1]octan-6-yl hydrogensulfate
(2S,5R)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 7-oxo-6-(sulfoxy)monosodium salt
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: acetic acid / water; isopropyl alcohol; dichloromethane / Large scale; Industrial scale 2: sodium 2-ethylhexanoic acid / water; ethanol / 6 h / 30 °C / Large scale; Industrial scale View Scheme |
(2S,5R)-2-carbamoyl-7-oxo-1,6-diazabicylco[3.2.1]octan-6-yl hydrogensulfate
tetrabutylammonium acetate
({[(2S,5R)-2-carbamoyl-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3,2,1]-oct-6-yl]oxy}sulfonyl)tetrabutylammonium salt
Conditions | Yield |
---|---|
With acetic acid In dichloromethane; water; isopropyl alcohol Large scale; Industrial scale; | 133 kg |
With acetic acid In water | 814 g |
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