3-Benzyloxy-4-oxo-4H-pyran-2-carboxylic acid CAS No.:119736-16-2 Name: 3-Benzyloxy-4-oxo-4H-pyran-2-carboxylic acid Synonyms:
Cas:119736-16-2
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inquiry1. 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
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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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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
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inquiryOur main production base is located in Xuzhou industry park. We are certified both to the ISO 9001 and ISO 14001 Standards, have a safety management system in place.Our R&D team masters core technology for process-design of target building block
Cas:119736-16-2
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inquiryHigh purity CAS 119736-16-2 3-(Benzyloxy)-4-oxo-4h-pyran-2-carboxylic acid in stock Our main business covers the fields below: 1.Noble Metal Catalysts (Pt.Pd...) 2.Organic Phosphine Ligands (Tert-butyl-phosphine.Cyclohexyl-phosphine...)
Cas:119736-16-2
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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:119736-16-2
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Cas:119736-16-2
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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 email in time prod
Cas:119736-16-2
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inquirySuperiority We can customize and synthesize products that other suppliers may not be able to provide. Product Detail Minimum Order Qty.
Cas:119736-16-2
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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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Cas:119736-16-2
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inquiryAppearance:white powder Storage:Store in a cool,dry place and keep away from direct strong light Package:As customer request Application:Aripiprazole Intermediate Transportation:Common products:Sea/Air/Courier Dangerous Chem:Se
Cas:119736-16-2
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inquiryCompany Introduction 1. Established in 2005, with two independent business divisions: Fine chemicals division; Pharmaceutical division. 2. Main product: Optical brightener Textile auxiliary Dye stuff Pigments
Cas:119736-16-2
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inquiryOur products mainly developing direction is "the best quality, the best service". In recent years, with the frequently international trading, which are sold well in Europe, America, Japan, Southeast Asia, more than 40 countries and regions,
Cas:119736-16-2
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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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inquiryWe are one of a few suppliers that can offer custom synthesis service of this product We are specialized in custom synthesis, chemical/pharmaceutical/ pesticides outsourcing and contract research. We are committed to prov
Cas:119736-16-2
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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,
Cas:119736-16-2
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inquiryProduct Name: 3-(Benzyloxy)-4-oxo-4h-pyran-2-carboxylic acid Synonyms: 3-(Benzyloxy)-4-oxo-4h-pyran-2-carboxylic acid;4-oxo-3-((phenylmethyl)oxy)-4h-pyran-2-carboxylic acid;4-Oxo-3-(phenylmethoxy)-4H-pyran-2-carboxylic acid;4-oxo-3-phenylmethox
Cas:119736-16-2
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Negotiable
Type:Lab/Research institutions
inquiryfactory?direct?saleAppearance:White Powder Storage:Store In Dry, Cool And Ventilated Place Package:25kg/drum, also according to the clients requirement Application:It is widely used as a thickener, emulsifier and stabilizer Transportation:By Sea Or B
Cas:119736-16-2
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inquiryShandong Mopai Biotechnology Co., LTD is a leading manufacturer and supplier of chemicals in China. We develop produce and distribute high quality pharmaceuticals, intermediates, special chemicals and OLED intermediates and other fine chemicals. W
Cas:119736-16-2
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Type:Lab/Research institutions
inquiry1.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
Cas:119736-16-2
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inquiryHigh quality,stable supply chain.Appearance:white/off-white or light yellow Storage:Store in cool and dry place, keep away from strong light and heat. Package:aluminum bottle,glass bottle,PTFE bottle,cardboard drum Application:This product can be use
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inquiryGOLDEN PHARMA CO.,LIMITED.is a professional pharmaceutical company,our team have more than 20years expereince in pharmaceutical production and sales. we are a professional technical enterprise specializing in the R & D, production,QA regulation
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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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inquiryStock products, own laboratory Package:Grams, Kilograms Application:For R&D Transportation:According to customer request Port:Shanghai
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inquiryThe process is mature and can be mass produced to 100 kg, with good quality and purity up to 99%.The product has a large stock and can be supplied stably. Package:bottle Application:Drug R&D Transportation:Sealed drying(25℃) Port:ShangHai
Cas:119736-16-2
Min.Order:1 Gram
Negotiable
Type:Lab/Research institutions
inquiry4H-Pyran-2-carboxylic acid, 4-oxo-3-(phenylmethoxy)-Appearance:solid or liquid Storage:in sealed air resistant place Package:drum and bag Application:for pharma use Transportation:by sea or air
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inquiryLower price, sample is available,SDS test documents are available,large stock in warehouseAppearance:White powder Storage:Sealed and preserved Package:200/Kilograms Application:Fine chemical intermediates, used as the main raw material for the synthe
Cas:119736-16-2
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inquiryhigh purity lowest priceAppearance:solid or liquid Storage:in sealed air resistant place Package:drum and bag Application:for pharma use Transportation:by sea or air Port:Beijing or Guangzhou
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inquiry3-(benzyloxy)-4-oxo-4H-pyran-2-carbaldehyde
4-oxo-3-[(phenylmethyl)oxy]-4H-pyran-2-carboxylic acid
Conditions | Yield |
---|---|
With sodium hypochlorite; aminosulfonic acid In water; acetone at 20℃; for 2h; | 97% |
With sodium chlorite; aminosulfonic acid In water; acetone at 20℃; Cooling with ice; | 88% |
With sodium chlorite; aminosulfonic acid In water; acetone at 20℃; Cooling; | 86% |
2-(hydroxymethyl)-3-(phenylmethoxy)-4H-pyran-4-one
4-oxo-3-[(phenylmethyl)oxy]-4H-pyran-2-carboxylic acid
Conditions | Yield |
---|---|
With palladium on activated charcoal; oxygen; sodium hydroxide In water at 60℃; under 7600.51 Torr; Autoclave; Green chemistry; | 92% |
With sodium hypochlorite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hydrogencarbonate; sodium bromide In dichloromethane; water at 5℃; for 1h; Solvent; Reagent/catalyst; Temperature; Large scale; | 83% |
With jones reagent | 19% |
4-oxo-3-[(phenylmethyl)oxy]-4H-pyran-2-carboxylic acid
Conditions | Yield |
---|---|
With sodium periodate In water | 83.5% |
Stage #1: C16H17NO3 With sodium periodate; water In N,N-dimethyl-formamide at 25℃; for 0.5h; Stage #2: With sodium chlorite; aminosulfonic acid; water In N,N-dimethyl-formamide; acetone at 25℃; for 1h; | 82% |
Multi-step reaction with 2 steps 1: sodium periodate / water; acetone / 5.27 h / 20 °C / Inert atmosphere; Cooling with ice 2: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hydrogencarbonate; sodium hypochlorite / water; acetonitrile / 2.63 h / 20 °C / Inert atmosphere; Cooling with ice View Scheme |
3-O-benzylmaltol
4-oxo-3-[(phenylmethyl)oxy]-4H-pyran-2-carboxylic acid
Conditions | Yield |
---|---|
With chromium(VI) oxide; periodic acid In acetonitrile at 20℃; for 1.5h; | 71% |
Multi-step reaction with 2 steps 1: SeO2 / various solvent(s) / 155 °C 2: NaClO2; NH2SO3H / acetone; H2O View Scheme | |
Multi-step reaction with 2 steps 1: SeO2 / various solvent(s) / 12 h / 160 °C 2: NaClO2; aq. H2O2; NaH2PO4 / acetonitrile / 1 h / 20 °C View Scheme |
C20H16O3
4-oxo-3-[(phenylmethyl)oxy]-4H-pyran-2-carboxylic acid
Conditions | Yield |
---|---|
Stage #1: C20H16O3 With sodium periodate; sulfuric acid; rhodium(III) chloride hydrate In water; acetonitrile at 20℃; for 3.5h; Stage #2: With sodium hypochlorite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hydrogencarbonate In ethyl acetate at 25℃; for 1.5h; Product distribution / selectivity; | 70% |
Stage #1: C20H16O3 With sodium periodate; rhodium(III) chloride hydrate; sulfuric acid In water; acetonitrile at 20℃; for 3.5h; Stage #2: With sodium chlorite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hydrogencarbonate In water; acetonitrile at 25℃; for 1.5h; Reagent/catalyst; | 70% |
Stage #1: C20H16O3 With ruthenium trichloride; sodium periodate Stage #2: With sodium hypochlorite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical | 70% |
2-[(E)-2-phenylethenyl]-3-[(phenylmethyl)oxy]-4H-pyran-4-one
4-oxo-3-[(phenylmethyl)oxy]-4H-pyran-2-carboxylic acid
Conditions | Yield |
---|---|
Stage #1: 2-[(E)-2-phenylethenyl]-3-[(phenylmethyl)oxy]-4H-pyran-4-one With sodium periodate; rhodium(III) chloride hydrate; water In ethyl acetate; acetonitrile at 25℃; for 1h; Stage #2: With sodium chlorite In ethyl acetate; acetonitrile at 25℃; for 1h; | 56% |
Stage #1: 2-[(E)-2-phenylethenyl]-3-[(phenylmethyl)oxy]-4H-pyran-4-one With sodium periodate; rhodium(III) chloride hydrate In water; ethyl acetate; acetonitrile at 25℃; for 1h; Stage #2: With sodium chlorite In water; ethyl acetate; acetonitrile at 25℃; for 1h; | 56% |
Stage #1: 2-[(E)-2-phenylethenyl]-3-[(phenylmethyl)oxy]-4H-pyran-4-one With ruthenium trichloride; sodium periodate In water; ethyl acetate; acetonitrile at 15℃; for 2h; Inert atmosphere; Stage #2: With sodium chlorite In water; ethyl acetate; acetonitrile at 20℃; for 2h; | 52% |
Multi-step reaction with 2 steps 1: ruthenium trichloride; sodium periodate; sulfuric acid / acetonitrile; water / 20 °C / Large scale 2: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hydrogencarbonate; sodium hypochlorite / acetonitrile; water; ethyl acetate / 20 °C / Large scale View Scheme |
Maltol
4-oxo-3-[(phenylmethyl)oxy]-4H-pyran-2-carboxylic acid
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 83 percent / aq. NaOH / methanol / 75 °C 2: SeO2 / various solvent(s) / 155 °C 3: NaClO2; NH2SO3H / acetone; H2O View Scheme | |
Multi-step reaction with 3 steps 1: sodium hydroxide / methanol / 8 h / Reflux 2: selenium(IV) oxide / 14 h / 159 °C 3: sodium hypochlorite; aminosulfonic acid / water; acetone / 2 h / 20 °C View Scheme | |
Multi-step reaction with 4 steps 1.1: potassium carbonate / acetonitrile / Inert atmosphere; Reflux; Large scale 2.1: lithium hexamethyldisilazane / tetrahydrofuran / 3 h / -60 °C / Inert atmosphere 2.2: 2 h / -60 °C / Inert atmosphere 3.1: triethylamine; methanesulfonyl chloride / dichloromethane / 2 h / -30 °C / Inert atmosphere 3.2: 0.33 h / 0 °C 4.1: ruthenium trichloride; sodium periodate / acetonitrile; ethyl acetate; water / 2 h / 15 °C / Inert atmosphere 4.2: 2 h / 20 °C View Scheme |
benzyl bromide
4-oxo-3-[(phenylmethyl)oxy]-4H-pyran-2-carboxylic acid
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 83 percent / aq. NaOH / methanol / 75 °C 2: SeO2 / various solvent(s) / 155 °C 3: NaClO2; NH2SO3H / acetone; H2O View Scheme |
benzyl chloride
4-oxo-3-[(phenylmethyl)oxy]-4H-pyran-2-carboxylic acid
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: sodium hydroxide / methanol / 8 h / Reflux 2: selenium(IV) oxide / 14 h / 159 °C 3: sodium hypochlorite; aminosulfonic acid / water; acetone / 2 h / 20 °C View Scheme | |
Multi-step reaction with 2 steps 2: aminosulfonic acid; sodium hypochlorite View Scheme | |
Multi-step reaction with 2 steps 1: potassium carbonate / methanol / 1 h / Reflux 2: periodic acid; chromium(VI) oxide / acetonitrile / 1.5 h / 20 °C View Scheme |
benzyl bromide
4-oxo-3-[(phenylmethyl)oxy]-4H-pyran-2-carboxylic acid
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: potassium carbonate / acetonitrile / Inert atmosphere; Reflux; Large scale 2.1: lithium hexamethyldisilazane / tetrahydrofuran / 3 h / -60 °C / Inert atmosphere 2.2: 2 h / -60 °C / Inert atmosphere 3.1: triethylamine; methanesulfonyl chloride / dichloromethane / 2 h / -30 °C / Inert atmosphere 3.2: 0.33 h / 0 °C 4.1: ruthenium trichloride; sodium periodate / acetonitrile; ethyl acetate; water / 2 h / 15 °C / Inert atmosphere 4.2: 2 h / 20 °C View Scheme | |
Multi-step reaction with 4 steps 1.1: potassium carbonate / acetonitrile / 5 h / 80 °C 2.1: lithium hexamethyldisilazane / tetrahydrofuran / 2 h / -60 °C 2.2: 1 h / -60 °C 3.1: triethylamine; methanesulfonyl chloride / tetrahydrofuran / 30 °C 3.2: 0.5 h / 30 °C 4.1: sodium periodate; rhodium(III) chloride hydrate; water / acetonitrile; ethyl acetate / 1 h / 25 °C 4.2: 1 h / 25 °C View Scheme | |
Multi-step reaction with 3 steps 1: potassium carbonate / acetonitrile / 5 h / 13 - 80 °C / Large scale 2: bromobenzene; selenium(IV) oxide / 13 h / 140 °C / Dean-Stark 3: sodium chlorite; aminosulfonic acid / water; acetone / 0.67 h / 20 °C / Cooling with ice View Scheme |
2-(2-hydroxy-2-phenylethyl)-3-[(phenylmethyl)oxy]-4H-pyran-4-one
4-oxo-3-[(phenylmethyl)oxy]-4H-pyran-2-carboxylic acid
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: triethylamine; methanesulfonyl chloride / dichloromethane / 2 h / -30 °C / Inert atmosphere 1.2: 0.33 h / 0 °C 2.1: ruthenium trichloride; sodium periodate / acetonitrile; ethyl acetate; water / 2 h / 15 °C / Inert atmosphere 2.2: 2 h / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1.1: triethylamine; methanesulfonyl chloride / tetrahydrofuran / 30 °C 1.2: 0.5 h / 30 °C 2.1: sodium periodate; rhodium(III) chloride hydrate; water / acetonitrile; ethyl acetate / 1 h / 25 °C 2.2: 1 h / 25 °C View Scheme | |
Multi-step reaction with 2 steps 1.1: triethylamine; methanesulfonyl chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran; 1-methyl-pyrrolidin-2-one / 0.5 h / 30 °C 2.1: rhodium(III) chloride hydrate; sodium periodate; sulfuric acid / water; acetonitrile / 3.5 h / 20 °C 2.2: 1.5 h / 25 °C View Scheme |
4-oxo-3-[(phenylmethyl)oxy]-4H-pyran-2-carboxylic acid
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran; 1-methyl-pyrrolidin-2-one / 0.5 h / 30 °C 2.1: sodium periodate / rhodium(III) chloride hydrate / water; ethyl acetate; acetonitrile / 1 h / 25 °C 2.2: 1 h / 25 °C View Scheme | |
Multi-step reaction with 2 steps 1: 1,8-diazabicyclo[5.4.0]undec-7-ene 2: ruthenium trichloride; sodium periodate View Scheme |
3-hydroxy-pyran-4-one
4-oxo-3-[(phenylmethyl)oxy]-4H-pyran-2-carboxylic acid
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: sodium hydroxide / water; methanol / 1 h / 5 °C / Large scale 1.2: 24 h / 5 - 20 °C / Large scale 2.1: sodium hydroxide / water; methanol / 3 h / 70 °C / Large scale 3.1: sodium hydrogencarbonate; sodium bromide; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hypochlorite / water; dichloromethane / 1 h / 5 °C / Large scale View Scheme | |
Multi-step reaction with 3 steps 1.1: sodium hydroxide / water; methanol / 1 h / 5 °C / Large scale 1.2: 24 h / 5 - 20 °C / Large scale 2.1: potassium carbonate / methanol / 2 h / 70 °C / Large scale 3.1: sodium hydrogencarbonate; sodium bromide; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hypochlorite / water; dichloromethane / 1 h / 5 °C / Large scale View Scheme |
(2-furyl)methyl alcohol
4-oxo-3-[(phenylmethyl)oxy]-4H-pyran-2-carboxylic acid
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: sodium acetate; chlorine / ethanol; water / 5 °C / Large scale 2.1: sodium hydroxide / water; methanol / 1 h / 5 °C / Large scale 2.2: 24 h / 5 - 20 °C / Large scale 3.1: sodium hydroxide / water; methanol / 3 h / 70 °C / Large scale 4.1: sodium hydrogencarbonate; sodium bromide; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hypochlorite / water; dichloromethane / 1 h / 5 °C / Large scale View Scheme | |
Multi-step reaction with 4 steps 1.1: sodium acetate; chlorine / ethanol; water / 5 °C / Large scale 2.1: sodium hydroxide / water; methanol / 1 h / 5 °C / Large scale 2.2: 24 h / 5 - 20 °C / Large scale 3.1: potassium carbonate / methanol / 2 h / 70 °C / Large scale 4.1: sodium hydrogencarbonate; sodium bromide; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hypochlorite / water; dichloromethane / 1 h / 5 °C / Large scale View Scheme |
2-Hydroxymethyl-3-hydroxy-pyran-4(1H)-one
4-oxo-3-[(phenylmethyl)oxy]-4H-pyran-2-carboxylic acid
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: sodium hydroxide / water; methanol / 3 h / 70 °C / Large scale 2: sodium hydrogencarbonate; sodium bromide; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hypochlorite / water; dichloromethane / 1 h / 5 °C / Large scale View Scheme | |
Multi-step reaction with 3 steps 1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hydrogencarbonate; potassium bromide; sodium hypochlorite / dichloromethane; water / 0.5 h / 0 - 10 °C / Large scale 2: sodium hydroxide / water; methanol / 4 h / 25 - 55 °C / Large scale 3: sodium hydroxide / water; methanol / 4 h / 30 °C View Scheme | |
Multi-step reaction with 3 steps 1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hydrogencarbonate; potassium bromide; sodium hypochlorite / dichloromethane; water / 0.5 h / 0 - 10 °C / Large scale 2: potassium hydroxide / water; methanol / 4 h / 25 - 55 °C 3: sodium hydroxide / water; methanol / 4 h / 30 °C View Scheme | |
Multi-step reaction with 3 steps 1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hydrogencarbonate; potassium bromide; sodium hypochlorite / dichloromethane; water / 0.5 h / 0 - 10 °C / Large scale 2: potassium carbonate / water; ethanol / 4 h / 25 - 55 °C 3: sodium hydroxide / water; methanol / 4 h / 30 °C View Scheme |
2-methyl-4-oxo-4H-pyran-3-yl acetate
4-oxo-3-[(phenylmethyl)oxy]-4H-pyran-2-carboxylic acid
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / 1,2-dichloro-ethane / 7 h / 60 °C / Green chemistry 2.1: sodium hydroxide / water / 2 h / Reflux; Green chemistry 2.2: 3 h / Reflux; Green chemistry 3.1: sodium hydroxide; palladium on activated charcoal; oxygen / water / 60 °C / 7600.51 Torr / Autoclave; Green chemistry View Scheme |
4-oxo-3-[(phenylmethyl)oxy]-4H-pyran-2-carboxylic acid
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: sodium hydroxide / water; methanol / 4 h / 25 - 55 °C / Large scale 2: sodium hydroxide / water; methanol / 4 h / 30 °C View Scheme | |
Multi-step reaction with 2 steps 1: potassium hydroxide / water; methanol / 4 h / 25 - 55 °C 2: sodium hydroxide / water; methanol / 4 h / 30 °C View Scheme |
4-oxo-3-[(phenylmethyl)oxy]-4H-pyran-2-carboxylic acid
Conditions | Yield |
---|---|
With sodium hydroxide In methanol; water at 30℃; for 4h; Temperature; Reagent/catalyst; | 6.9 g |
dimethyl 3-(benzyloxy)-4-oxo-4H-pyran-2,5-dicarboxylate
4-oxo-3-[(phenylmethyl)oxy]-4H-pyran-2-carboxylic acid
Conditions | Yield |
---|---|
With hydrogenchloride; water at 100℃; for 5h; Reagent/catalyst; Temperature; | 10.9 g |
benzyl alcohol
4-oxo-3-[(phenylmethyl)oxy]-4H-pyran-2-carboxylic acid
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: sodium t-butanolate / tetrahydrofuran / 1 h / 10 - 20 °C / Cooling with ice 1.2: 20 °C 2.1: 1 h / 50 - 60 °C 3.1: sodium t-butanolate / tetrahydrofuran / 2.17 h / 0 - 30 °C / Inert atmosphere; Cooling with ice 4.1: hydrogenchloride; water / 5 h / 100 °C View Scheme |
4-benzyloxy-3-oxobutyric acid methyl ester
4-oxo-3-[(phenylmethyl)oxy]-4H-pyran-2-carboxylic acid
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 1 h / 50 - 60 °C 2: sodium t-butanolate / tetrahydrofuran / 2.17 h / 0 - 30 °C / Inert atmosphere; Cooling with ice 3: hydrogenchloride; water / 5 h / 100 °C View Scheme |
(R)-1-pyrrolidin-2-ylmethylcarbamic acid tert-butyl ester
4-oxo-3-[(phenylmethyl)oxy]-4H-pyran-2-carboxylic acid
C23H28N2O6
Conditions | Yield |
---|---|
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran for 16h; | 100% |
4-oxo-3-[(phenylmethyl)oxy]-4H-pyran-2-carboxylic acid
3-(benzyloxy)-4-oxo-1,4-dihydropyridine-2-carboxylic acid hydrochloride
Conditions | Yield |
---|---|
With ammonium hydroxide at 20℃; for 12h; | 100% |
Stage #1: 4-oxo-3-[(phenylmethyl)oxy]-4H-pyran-2-carboxylic acid With ammonia In water at 20℃; for 12h; Stage #2: With hydrogenchloride In water | |
Stage #1: 4-oxo-3-[(phenylmethyl)oxy]-4H-pyran-2-carboxylic acid With ammonium hydroxide at 20℃; Stage #2: With hydrogenchloride In water |
4-oxo-3-[(phenylmethyl)oxy]-4H-pyran-2-carboxylic acid
Conditions | Yield |
---|---|
With ammonia In water at 20℃; for 12h; | 100% |
With ammonium hydroxide In water at 20℃; for 16h; | |
With ammonium hydroxide In water at 20℃; for 16h; | |
With ammonium hydroxide In water at 20℃; for 16h; | |
With ammonium hydroxide In water at 25℃; |
4-oxo-3-[(phenylmethyl)oxy]-4H-pyran-2-carboxylic acid
ethyl iodide
ethyl 3-(benzyloxy)-4-oxo-4H- pyran-2-formate
Conditions | Yield |
---|---|
With 1,8-diazabicyclo[5.4.0]undec-7-ene In N,N-dimethyl-formamide at 20℃; | 100% |
With 1,8-diazabicyclo[5.4.0]undec-7-ene In N,N-dimethyl-d6-formamide at 20℃; | 100% |
With 1,8-diazabicyclo[5.4.0]undec-7-ene In N,N-dimethyl-formamide at 20℃; | 100% |
2,2,2-trifluoroethanol
4-oxo-3-[(phenylmethyl)oxy]-4H-pyran-2-carboxylic acid
Conditions | Yield |
---|---|
Stage #1: 4-oxo-3-[(phenylmethyl)oxy]-4H-pyran-2-carboxylic acid With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 20℃; for 5h; Cooling with ice; Stage #2: 2,2,2-trifluoroethanol With dmap; triethylamine In dichloromethane at 20℃; for 1h; Cooling with ice; | 100% |
Stage #1: 4-oxo-3-[(phenylmethyl)oxy]-4H-pyran-2-carboxylic acid With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 20℃; for 5h; Stage #2: 2,2,2-trifluoroethanol With dmap; triethylamine In dichloromethane at 20℃; for 1h; Cooling with ice; | 100% |
4-oxo-3-[(phenylmethyl)oxy]-4H-pyran-2-carboxylic acid
dimethyl sulfate
Conditions | Yield |
---|---|
Stage #1: 4-oxo-3-[(phenylmethyl)oxy]-4H-pyran-2-carboxylic acid With potassium carbonate In acetone at 20℃; Stage #2: dimethyl sulfate In acetone at 20 - 55℃; Temperature; | 98% |
With sodium hydrogencarbonate In N,N-dimethyl-formamide at 20℃; for 14.5h; | 94% |
With sodium hydrogencarbonate In N,N-dimethyl acetamide at 25℃; for 7h; |
4-oxo-3-[(phenylmethyl)oxy]-4H-pyran-2-carboxylic acid
2-(2-Aminoethoxy)ethanol
Conditions | Yield |
---|---|
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide for 24h; | 94.71% |
4-oxo-3-[(phenylmethyl)oxy]-4H-pyran-2-carboxylic acid
methyl iodide
Conditions | Yield |
---|---|
With 1,8-diazabicyclo[5.4.0]undec-7-ene In N,N-dimethyl-formamide at 20℃; Cooling with ice; | 90% |
With 1,8-diazabicyclo[5.4.0]undec-7-ene In N,N-dimethyl-formamide at 20℃; for 10h; | 89% |
With 1,8-diazabicyclo[5.4.0]undec-7-ene In N,N-dimethyl-formamide at 20℃; for 20h; | 69% |
With sodium hydrogencarbonate In 1-methyl-pyrrolidin-2-one for 16h; Heating; |
4-oxo-3-[(phenylmethyl)oxy]-4H-pyran-2-carboxylic acid
Conditions | Yield |
---|---|
With hydroxylamine hydrochloride In methanol; water for 10h; Reflux; | 90% |
4-oxo-3-[(phenylmethyl)oxy]-4H-pyran-2-carboxylic acid
methylamine
Conditions | Yield |
---|---|
Stage #1: 4-oxo-3-[(phenylmethyl)oxy]-4H-pyran-2-carboxylic acid With 1-hydroxy-pyrrolidine-2,5-dione; dicyclohexyl-carbodiimide In tetrahydrofuran at 20℃; for 5.5h; Stage #2: methylamine In tetrahydrofuran at 20℃; | 86% |
3-Amino-1,2-propanediol
4-oxo-3-[(phenylmethyl)oxy]-4H-pyran-2-carboxylic acid
1-(2,3-dihydroxypropyl)-4-oxo-3-[(phenylmethyl)oxy]-1,4-dihydro-2-pyridinecarboxylic acid
Conditions | Yield |
---|---|
In ethanol for 1h; Reflux; | 85% |
In ethanol at 65 - 80℃; for 8.5h; Product distribution / selectivity; | 83% |
With pyridine In ethanol at 65 - 80℃; for 8.5h; | 83% |
ethanamine hydrochloride
4-oxo-3-[(phenylmethyl)oxy]-4H-pyran-2-carboxylic acid
Conditions | Yield |
---|---|
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In N,N-dimethyl-formamide at 0 - 20℃; for 1h; | 80% |
Conditions | Yield |
---|---|
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; for 2h; | 78% |
Conditions | Yield |
---|---|
With dmap; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; | 34% |
4-oxo-3-[(phenylmethyl)oxy]-4H-pyran-2-carboxylic acid
diazomethyl-trimethyl-silane
Conditions | Yield |
---|---|
With methanol at 20℃; | |
In tetrahydrofuran; methanol; hexane at 20℃; for 1.5h; Cooling with ice; |
1-hydroxy-pyrrolidine-2,5-dione
4-oxo-3-[(phenylmethyl)oxy]-4H-pyran-2-carboxylic acid
3-benzyloxy-4-oxo-4H-pyran-2-carboxylic acid 2,5-dioxo-pyrrolidin-1-yl ester
Conditions | Yield |
---|---|
Stage #1: 1-hydroxy-pyrrolidine-2,5-dione; 4-oxo-3-[(phenylmethyl)oxy]-4H-pyran-2-carboxylic acid In tetrahydrofuran at 20℃; for 0.5h; Stage #2: With dicyclohexyl-carbodiimide In tetrahydrofuran at 20℃; for 3h; | |
With dicyclohexyl-carbodiimide In tetrahydrofuran at 20℃; for 3.5h; | |
With dicyclohexyl-carbodiimide In tetrahydrofuran at 20℃; for 5h; |
4-oxo-3-[(phenylmethyl)oxy]-4H-pyran-2-carboxylic acid
TRENMAN
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: tetrahydrofuran / 0.5 h / 20 °C 1.2: DCC / tetrahydrofuran / 3 h / 20 °C 2.1: 2.7 g / tetrahydrofuran / 20 °C 3.1: aq. HCl; AcOH / 24 h / 20 °C View Scheme |
4-oxo-3-[(phenylmethyl)oxy]-4H-pyran-2-carboxylic acid
N,N',N''-(nitrilotris(ethane-2,1-diyl))tris(3-(benzyloxy)-4-oxo-4H-pyran-2-carboxamide)
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: tetrahydrofuran / 0.5 h / 20 °C 1.2: DCC / tetrahydrofuran / 3 h / 20 °C 2.1: 2.7 g / tetrahydrofuran / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1: dicyclohexyl-carbodiimide / tetrahydrofuran / 3.5 h / 20 °C 2: tetrahydrofuran / 20 °C View Scheme |
4-oxo-3-[(phenylmethyl)oxy]-4H-pyran-2-carboxylic acid
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: MeOH / 20 °C 2: aq. HCl / 6 h / Heating View Scheme |
4-oxo-3-[(phenylmethyl)oxy]-4H-pyran-2-carboxylic acid
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: MeOH / 20 °C 2: aq. HCl / 6 h / Heating 3: NaOH / methanol / 20 °C View Scheme |
benzyl bromide
4-oxo-3-[(phenylmethyl)oxy]-4H-pyran-2-carboxylic acid
3-benzyloxy-5-bromo-4-oxo-4H-pyrane-2-carboxylic acid methyl ester
Conditions | Yield |
---|---|
Stage #1: 4-oxo-3-[(phenylmethyl)oxy]-4H-pyran-2-carboxylic acid; diazomethyl-trimethyl-silane In tetrahydrofuran; methanol; hexane at 0 - 20℃; for 1.5h; Stage #2: With bromine In chloroform at 75℃; for 48h; Stage #3: benzyl bromide With potassium carbonate In DMF (N,N-dimethyl-formamide) at 80℃; |
4-oxo-3-[(phenylmethyl)oxy]-4H-pyran-2-carboxylic acid
3-(benzyloxy)-4-oxo-4H-pyran-2-carbonyl chloride
Conditions | Yield |
---|---|
With oxalyl dichloride; N,N-dimethyl-formamide In chloroform at 20℃; for 0.5h; | |
With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane for 0.5h; | |
With oxalyl dichloride In dichloromethane; N,N-dimethyl-formamide at 20℃; for 5h; Cooling with ice; |
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