As 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 according to the contract research and development services for the fine c
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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
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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
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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
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inquiryOur Advantage: high quality with competitive price High quality standard: BP/USP/EP Enterprise standard All purity customized Fast and safe delivery We have reliable forwarder who can help us deliver our goods more fast and safe. We
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inquiry1.In No Less 10 years exporting experience. you 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 Specializ
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inquiryTERT-BUTYL (R)-(+)-4-FORMYL-2,2-DIMETHYL-3-OXAZOLIDINECARBOXYLATE CAS:95715-87-0 Qingdao Belugas Import and Export Co., Ltd. is a scientific and technological company integrating research and development, production and trade of chemical intermediat
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inquiryHello, dear friend! I'm Hansen and Allen from China. Welcome to my lookchem mall! The following is a brief introduction of our company's products and services. If you are interested in our products, please contact us by emai
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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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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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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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inquiryZibo Hangyu Biotechnology Development 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 chemi
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inquiryHigh Quality Best price Fast Delivery Good Service Welcome to Henan Tianfu Chemical Co., Ltd. website. Our company engages in Sodium Tripolyphosphate (STPP) and Sodium Hexametabphosphate (SHMP) production; developm
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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
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inquiryWe Huarong Pharm can provide Customized Synthesis & Process R&D & APIs and intermediates Production & Quality Research & Registration Application, especially our GMP validation service which complies with SFDA, FDA, WHO and EU EMPA. O
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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
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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
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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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inquiryWe produce carbomer by our own factory,carbomer 940 is our best seller.It is used for cosmetic and medical.And we also become agent for lubrizol.Our carbomer 940 get high viscosity and good transparency.The price will depond on the market,surely 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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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
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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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inquiryR & D enterprises have their own stock in stockAppearance:To be subject to the object Package:Customized Application:pharmaceutical intermediates Transportation:Air Port:Shanghai;Guangzhou
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inquiryhigh qualityAppearance:white crystalline powder Storage:Sealed, dry, microtherm , avoid light and smell. Package:According to the demand of customer Application:Organic synthesis Transportation:by air or by sea
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inquirybest seller Application:API
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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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inquirySAGECHEM/ (R)-(+)-3-Boc-2,2-dimethyloxazolidine-4-carboxaldehyde /Manufacturer in China Application:SAGECHEM/ (R)-(+)-3-Boc-2,2-dimethyloxazolidine-4-carboxaldehyde /Manufacturer in China
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inquirytert-butyl (4S)-4-(hydroxymethyl)-2,2-dimethyl-1,3-oxazolidine-3-carboxylate
(R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine
Conditions | Yield |
---|---|
Stage #1: tert-butyl (4S)-4-(hydroxymethyl)-2,2-dimethyl-1,3-oxazolidine-3-carboxylate With oxalyl dichloride In dichloromethane; dimethyl sulfoxide at -60 - -45℃; for 0.666667h; Inert atmosphere; Stage #2: With triethylamine In dichloromethane; dimethyl sulfoxide at -45℃; Inert atmosphere; | 100% |
With Dess-Martin periodane In dichloromethane for 2h; Ambient temperature; | 93% |
With Dess-Martin periodane; 1-butyl-3-methylimidazolium Tetrafluoroborate at 20℃; for 4h; Dess-Martin oxidation; | 90% |
(R)-N,O-isopropylidenyl-2-(N-tert-butyloxycarbonylamino)-3-oxo-propanamide-N,O-dimethyl-hydroxyamine
(R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; for 0.5h; | 100% |
With lithium aluminium tetrahydride In 2-methyltetrahydrofuran at 0℃; | 100% |
With lithium aluminium tetrahydride In tetrahydrofuran for 2.33333h; Inert atmosphere; Cooling; | 92% |
With sodium bis(2-methoxyethoxy)aluminium dihydride In toluene at 0 - 30℃; for 3h; | 100 g |
methyl [(4R)-3-(tert-butoxycarbonyl)-2,2-dimethyl-1,3-oxazolidin-4-yl]carboxylate
(R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine
Conditions | Yield |
---|---|
With diisobutylaluminium hydride In toluene at -60 - 0℃; for 2.5h; | 95% |
With diisobutylaluminium hydride In toluene at -78 - -70℃; for 4h; Inert atmosphere; | 89% |
With diisobutylaluminium hydride In toluene at -78℃; for 2h; | 85% |
(4R)-3-(tert-butoxycarbonyl)-2,2-dimethyl-1,3-oxazolidine-4-carboxylic acid
(R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine
Conditions | Yield |
---|---|
With oxalyl dichloride; dimethyl sulfoxide; triethylamine In dichloromethane at -78 - 0℃; for 2h; Swern Oxidation; | 85% |
A
(R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine
B
tert-butyl 4-formyl-2,2-dimethyloxazolidine-3-carboxylate
Conditions | Yield |
---|---|
With 2,2',2'',2'''-(1,2-phenylenebis((1R,3R)-tetrahydro-5,8-dioxo-1H-(1,2,4)diazaphospholo(1,2-a)pyridazine-2,1,3(3H)-triyl))tetrakis(N-(1S)-1-phenylethyl)-benzamide In tetrahydrofuran at 55℃; under 7240.26 Torr; for 72h; Inert atmosphere; optical yield given as %ee; enantioselective reaction; | A 71% B n/a |
(S)-2,2-dimethyl-oxazolidine-3,4-dicarboxylic acid 3-tert-butyl ester 4-methyl ester
(R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine
Conditions | Yield |
---|---|
With diisobutylaluminium hydride In toluene at -80℃; for 4h; Automated synthesizer; | 71% |
D-Serine
di-tert-butyl dicarbonate
2,2-dimethoxy-propane
(R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine
Conditions | Yield |
---|---|
Multistep reaction; | 51% |
methyl [(4R)-3-(tert-butoxycarbonyl)-2,2-dimethyl-1,3-oxazolidin-4-yl]carboxylate
A
(R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine
B
tert-butyl (4S)-4-(hydroxymethyl)-2,2-dimethyl-1,3-oxazolidine-3-carboxylate
Conditions | Yield |
---|---|
With diisobutylaluminium hydride In toluene at -78℃; | A 40% B 8% |
A
(4S)-4-formyl-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester
B
(R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine
Conditions | Yield |
---|---|
With oxalyl dichloride; dimethyl sulfoxide; triethylamine 1.) CH2Cl2, -78 deg C, 15 min, 2.) -78 deg C to r.t.; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts; |
(R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine
Conditions | Yield |
---|---|
With sodium periodate; silica gel In dichloromethane Ambient temperature; Yield given; |
D-Serine
(R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine
Conditions | Yield |
---|---|
Yield given. Multistep reaction; |
(R)-N-tert-butoxycarbonyl serine
(R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 86 percent / K2CO3 / dimethylformamide / 1.5 h / 0 - 20 °C 2: 80 percent / p-TsOH / benzene / 1 h / Heating 3: 75 percent / DIBAL-H / toluene / 2 h / -78 °C View Scheme | |
Multi-step reaction with 3 steps 1: N-(3-dimethylaminopropyl)-N'-ethylcarbodiimide hydrochloride, N-methylmorpholine / CH2Cl2 / 1 h / -15 °C 2: BF3*Et2O / acetone / 1.5 h / Ambient temperature 3: 100 percent / LiAlH4 / tetrahydrofuran / 0.5 h / 0 °C View Scheme | |
Multi-step reaction with 3 steps 1: 0.5 h / 0 °C 2: 80 percent / TsOH*H2O / benzene / 0.5 h 3: 85 percent / diisobutylaluminum hydride (DIBAL) / toluene / 2 h / -78 °C View Scheme |
2-(tert-butoxycarbonylamino)-3-hydroxypropionic acid methyl ester
(R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 80 percent / p-TsOH / benzene / 1 h / Heating 2: 75 percent / DIBAL-H / toluene / 2 h / -78 °C View Scheme | |
Multi-step reaction with 3 steps 1: 75 percent / TsOH*H2O / benzene / Heating 2: 96 percent / NaBH4, LiCl / ethanol; tetrahydrofuran / 4 h / Ambient temperature 3: 1.) trifluoroacetic anhydride, DMSO, 2.) Et3N / 1.) CH2Cl2, -78 deg C, 1 h, 2.) CH2Cl2, from -78 deg C to 25 deg C View Scheme | |
Multi-step reaction with 2 steps 1: 80 percent / TsOH*H2O / benzene / 0.5 h 2: 85 percent / diisobutylaluminum hydride (DIBAL) / toluene / 2 h / -78 °C View Scheme |
di-tert-butyl dicarbonate
(R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: NaOH / dioxane; H2O / 48 h / 0 - 20 °C 2: N-(3-dimethylaminopropyl)-N'-ethylcarbodiimide hydrochloride, N-methylmorpholine / CH2Cl2 / 1 h / -15 °C 3: BF3*Et2O / acetone / 1.5 h / Ambient temperature 4: 100 percent / LiAlH4 / tetrahydrofuran / 0.5 h / 0 °C View Scheme | |
Multi-step reaction with 5 steps 1: 100 percent / Et3N / tetrahydrofuran / a) RT, 6 h, b) 50 deg C, 2 h 2: 98 percent / LiBH4 / tetrahydrofuran / 12 h / Ambient temperature 3: 98 percent / BF3*Et2O / acetone / 2 h / Ambient temperature 4: 95 percent / H2 / Pd/C / ethyl acetate / 24 h / Ambient temperature 5: 93 percent / Dess-Martin periodinane / CH2Cl2 / 2 h / Ambient temperature View Scheme | |
Multi-step reaction with 4 steps 1: 1 N NaOH / dioxane / 1.) 5 deg C, 30 min, 2.) RT, 3.5 h 2: 0.5 h / 0 °C 3: 80 percent / TsOH*H2O / benzene / 0.5 h 4: 85 percent / diisobutylaluminum hydride (DIBAL) / toluene / 2 h / -78 °C View Scheme |
tert-butyl N-[(1R)-1-(hydroxymethyl)-2-[methoxy(methyl)amino]-2-oxo-ethyl]carbamate
(R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: BF3*Et2O / acetone / 1.5 h / Ambient temperature 2: 100 percent / LiAlH4 / tetrahydrofuran / 0.5 h / 0 °C View Scheme | |
Multi-step reaction with 2 steps 1: boron trifluoride diethyl etherate / 2 h / 20 °C 2: lithium aluminium tetrahydride / tetrahydrofuran / 2.33 h / Inert atmosphere; Cooling View Scheme | |
Multi-step reaction with 2 steps 1: boron trifluoride diethyl etherate / acetone / 0.05 h / 25 - 30 °C 2: sodium bis(2-methoxyethoxy)aluminium dihydride / toluene / 3 h / 0 - 30 °C View Scheme |
N-(tert-butoxycarbonyl)-L-serine methyl ester
(R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: imidazole / CH2Cl2 / 12 h / Ambient temperature 2: LiBH4 / tetrahydrofuran / 12 h / Ambient temperature 3: 94 percent / BF3*Et2O / acetone / 2 h / Ambient temperature 4: 98 percent / Bu4NF / tetrahydrofuran / 2 h / Ambient temperature 5: 93 percent / Dess-Martin periodinane / CH2Cl2 / 2 h / Ambient temperature View Scheme | |
Multi-step reaction with 2 steps 1: 93 percent / BF3OEt2 / acetone / 12 h / Ambient temperature 2: 78 percent / DIBAL-H / toluene / 1.5 h / -78 °C View Scheme | |
Multi-step reaction with 5 steps 1.1: 1H-imidazole / dichloromethane / 0 - 20 °C 2.1: lithium aluminium tetrahydride / tetrahydrofuran / 1.5 h / 0 °C / Inert atmosphere 3.1: toluene-4-sulfonic acid / toluene / 1.5 h / Reflux; Inert atmosphere 4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 0 - 20 °C 5.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.58 h / -78 °C 5.2: 0.08 h / -78 - 0 °C View Scheme | |
Multi-step reaction with 2 steps 1: boron trifluoride diethyl etherate / dichloromethane / 3 h / 25 °C / Automated synthesizer 2: diisobutylaluminium hydride / toluene / 4 h / -80 °C / Automated synthesizer View Scheme |
(S)-tert-butyl (1-hydroxy-4-(methylthio)butan-2-yl)carbamate
(R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: 95 percent / BF3*Et2O / acetone / Ambient temperature 2: 93 percent / NaIO4, NaHCO3 / methanol; H2O / 0 °C 3: 69 percent / various solvent(s) / 6 h / 175 - 180 °C 4: OsO4, NMO / acetone / Ambient temperature 5: NaIO4, SiO2 / CH2Cl2 / Ambient temperature View Scheme |
N-(tert-butyloxycarbonyl)-O-benzyl-L-serinol
(R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 98 percent / BF3*Et2O / acetone / 2 h / Ambient temperature 2: 95 percent / H2 / Pd/C / ethyl acetate / 24 h / Ambient temperature 3: 93 percent / Dess-Martin periodinane / CH2Cl2 / 2 h / Ambient temperature View Scheme |
methyl O-benzyl-N-(tert-butoxycarbonyl)-L-serinate
(R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 98 percent / LiBH4 / tetrahydrofuran / 12 h / Ambient temperature 2: 98 percent / BF3*Et2O / acetone / 2 h / Ambient temperature 3: 95 percent / H2 / Pd/C / ethyl acetate / 24 h / Ambient temperature 4: 93 percent / Dess-Martin periodinane / CH2Cl2 / 2 h / Ambient temperature View Scheme |
tert-butyl (4S)-2,2-dimethyl-4-vinyl-1,3-oxazolidine-3-carboxylate
(R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: OsO4, NMO / acetone / Ambient temperature 2: NaIO4, SiO2 / CH2Cl2 / Ambient temperature View Scheme |
methyl (2S)-3-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)-2-[(tert-butoxy)carbonylamino]propanoate
(R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: LiBH4 / tetrahydrofuran / 12 h / Ambient temperature 2: 94 percent / BF3*Et2O / acetone / 2 h / Ambient temperature 3: 98 percent / Bu4NF / tetrahydrofuran / 2 h / Ambient temperature 4: 93 percent / Dess-Martin periodinane / CH2Cl2 / 2 h / Ambient temperature View Scheme |
(S)-4-Benzyloxymethyl-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester
(R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 95 percent / H2 / Pd/C / ethyl acetate / 24 h / Ambient temperature 2: 93 percent / Dess-Martin periodinane / CH2Cl2 / 2 h / Ambient temperature View Scheme |
tert-butyl [(1R)-2-(tert-butyldiphenylsilyloxy)-1-(hydroxymethyl)-ethyl]carbamate
(R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 94 percent / BF3*Et2O / acetone / 2 h / Ambient temperature 2: 98 percent / Bu4NF / tetrahydrofuran / 2 h / Ambient temperature 3: 93 percent / Dess-Martin periodinane / CH2Cl2 / 2 h / Ambient temperature View Scheme |
(R)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester
(R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 98 percent / Bu4NF / tetrahydrofuran / 2 h / Ambient temperature 2: 93 percent / Dess-Martin periodinane / CH2Cl2 / 2 h / Ambient temperature View Scheme |
(S)-2,2-Dimethyl-4-(2-methylsulfanyl-ethyl)-oxazolidine-3-carboxylic acid tert-butyl ester
(R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 93 percent / NaIO4, NaHCO3 / methanol; H2O / 0 °C 2: 69 percent / various solvent(s) / 6 h / 175 - 180 °C 3: OsO4, NMO / acetone / Ambient temperature 4: NaIO4, SiO2 / CH2Cl2 / Ambient temperature View Scheme |
(S)-4-(2-Methanesulfinyl-ethyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester
(R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 69 percent / various solvent(s) / 6 h / 175 - 180 °C 2: OsO4, NMO / acetone / Ambient temperature 3: NaIO4, SiO2 / CH2Cl2 / Ambient temperature View Scheme |
2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile
(R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: Et3N / dioxane; H2O 2: methanol 3: CSA / acetone 4: LiAlH4 / diethyl ether / 0 °C 5: -78 °C / Swern ox. View Scheme |
(S)-methyl 2-((tert-butoxycarbonyl)amino)-3-((tert-butyldimethylsilyl)oxy)propanoate
(R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: lithium aluminium tetrahydride / tetrahydrofuran / 1.5 h / 0 °C / Inert atmosphere 2.1: toluene-4-sulfonic acid / toluene / 1.5 h / Reflux; Inert atmosphere 3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 0 - 20 °C 4.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.58 h / -78 °C 4.2: 0.08 h / -78 - 0 °C View Scheme |
(R)-[1-(tert-butyl-dimethyl-silanyloxymethyl)-2-hydroxy-ethyl]-carbamic acid tert-butyl ester
(R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: toluene-4-sulfonic acid / toluene / 1.5 h / Reflux; Inert atmosphere 2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 0 - 20 °C 3.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.58 h / -78 °C 3.2: 0.08 h / -78 - 0 °C View Scheme |
(R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine
tert-butyl (4S)-4-(hydroxymethyl)-2,2-dimethyl-1,3-oxazolidine-3-carboxylate
Conditions | Yield |
---|---|
With zirconium(IV) tetraisopropoxide 2-propanol; 1,1'-bi-2-naphthol In toluene at 20℃; for 4h; | 100% |
With sodium tetrahydroborate In methanol at 0℃; for 1h; | 84% |
With zirconium(IV) tetraisopropoxide 2-propanol; 4 Angstroem MS; 1,1'-bi-2-naphthol In isopropyl alcohol; toluene at 20℃; for 12h; | 70% |
With sodium tetrahydroborate In tetrahydrofuran; isopropyl alcohol for 0.5h; | 64% |
(R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine
allylmagnesium bromide
1,1-dimethylethyl (4R)-(1'-hydroxy-3'-butenyl)-2,2-dimethyl-3-oxazolidinecarboxylate
Conditions | Yield |
---|---|
100% |
(R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine
(carbethoxyethylidene)triphenylphosphorane
ethyl 2-methyl-3-[3-(tert-butoxycarbonyl)-2,2-dimethyl-(4S)-oxazolidinyl]prop-(2E)-enoate
Conditions | Yield |
---|---|
In dichloromethane at 20℃; for 12h; | 100% |
In benzene Wittig reaction; Reflux; | 84% |
In dichloromethane at 20℃; |
O-methylresorcine
(R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine
tert-butyl (R)-4-((R)-hydroxy(2-hydroxy-4-methoxyphenyl)methyl)-2,2-dimethyloxazolidine-3-carboxylate
Conditions | Yield |
---|---|
Stage #1: O-methylresorcine With methylmagnesium chloride In tetrahydrofuran at 20℃; for 0.166667h; Stage #2: (R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine In dichloromethane at 0 - 20℃; for 15h; | 100% |
(R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine
C38H50N6O9S
Conditions | Yield |
---|---|
Stage #1: C27H31N5O6S*2ClH; (R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine With sodium tris(acetoxy)borohydride; triethylamine In dichloromethane at 20℃; for 16h; Stage #2: With water; potassium carbonate In dichloromethane at 20℃; | 100% |
1-ethynyl-4-(n-pentyl)benzene
(R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine
C24H35NO4
Conditions | Yield |
---|---|
Stage #1: 1-ethynyl-4-(n-pentyl)benzene With n-butyllithium In tetrahydrofuran; hexane at -20℃; for 2h; Inert atmosphere; Stage #2: With N,N,N,N,N,N-hexamethylphosphoric triamide In tetrahydrofuran; hexane at -78℃; for 0.5h; Inert atmosphere; Stage #3: (R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine In tetrahydrofuran; hexane at -78 - -60℃; for 5h; Inert atmosphere; | 100% |
Sesamol
(R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine
tert-butyl (R)-4-((R)-hydroxy(6-hydroxybenzo[d][1,3]dioxol-5-yl)methyl)-2,2-dimethyloxazolidine-3-carboxylate
Conditions | Yield |
---|---|
Stage #1: Sesamol With methylmagnesium chloride In tetrahydrofuran at 20℃; for 0.166667h; Stage #2: (R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine In dichloromethane at 0 - 20℃; for 15h; | 99% |
diazoacetic acid ethyl ester
(R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine
(2E',4S)-4-(2'-ethoxycarbonyl-vinyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester
Conditions | Yield |
---|---|
With Fe(TCP)Cl; polyethylene supported arsine; polymethylhydrosiloxane In toluene at 110℃; for 12h; Wittig type reaction; Inert atmosphere; stereoselective reaction; | 99% |
(R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine
4-methylbenzo[1,3]dioxol-5-ol
(R)-4-[(R)-Hydroxy-(6-hydroxy-7-methyl-benzo[1,3]dioxol-5-yl)-methyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester
Conditions | Yield |
---|---|
With methylmagnesium chloride In tetrahydrofuran; dichloromethane at 20℃; | 98% |
Stage #1: 4-methylbenzo[1,3]dioxol-5-ol With methylmagnesium chloride In tetrahydrofuran Stage #2: (R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine In dichloromethane Further stages.; | 98% |
Stage #1: 4-methylbenzo[1,3]dioxol-5-ol With methylmagnesium chloride In tetrahydrofuran; hexane at 20℃; for 0.5h; Stage #2: (R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine In tetrahydrofuran; hexane; dichloromethane at 20℃; | 98% |
3-bromo-3,3-difluropropene
(R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine
C14H23F2NO4
Conditions | Yield |
---|---|
With indium; lithium iodide In N,N-dimethyl-formamide | 98% |
(R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine
(cyclopropylmethyl)triphenylphosphonium bromide
(S)-tert-butyl 4-(2-cyclopropylvinyl)-2,2-dimethyloxazolidine-3-carboxylate
Conditions | Yield |
---|---|
Stage #1: (cyclopropylmethyl)triphenylphosphonium bromide With potassium hexamethylsilazane In tetrahydrofuran at -78 - 20℃; for 1h; Stage #2: (R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine In tetrahydrofuran at -78℃; | 96% |
(R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine
methyl (triphenylphosphoranylidene)acetate
(4S)-1,1-Dimethylethyl 4-<(E)-3'-methoxy-3'-oxo-1'-propenyl>-2,2-dimethyl-3-oxazolidinecarboxylate
Conditions | Yield |
---|---|
In benzene Ambient temperature; | 95% |
In toluene at 0 - 20℃; for 40h; | 77% |
(R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine
ethylamine
(S)-4-ethylaminomethyl-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester
Conditions | Yield |
---|---|
Stage #1: (R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine; ethylamine In methanol at 20℃; for 1.5h; Molecular sieve; Stage #2: With hydrogen; palladium on activated charcoal In methanol at 20℃; under 760.051 Torr; | 95% |
cycl-isopropylidene malonate
(R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine
Conditions | Yield |
---|---|
With diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; L-proline In acetonitrile at 25℃; | 95% |
(R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine
N-ε-(2-Chloro-CBZ)-L-lysine allyl ester hydrochloride
(S)-4-{[(S)-1-Allyloxycarbonyl-5-(2-chloro-benzyloxycarbonylamino)-pentylamino]-methyl}-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester
Conditions | Yield |
---|---|
With sodium cyanoborohydride In methanol for 1h; Ambient temperature; | 94% |
3-bromofurane
(R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine
C15H23NO5
Conditions | Yield |
---|---|
With n-butyllithium In tetrahydrofuran at -78℃; | 93% |
(R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine
sodium chlorodifluoroacetate
Conditions | Yield |
---|---|
With triphenylphosphine In N,N-dimethyl-formamide at 100℃; for 2h; Inert atmosphere; | 92.31% |
carbon tetrabromide
(R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine
(S)-tert-butyl 4-(2,2-dibromovinyl)-2,2-dimethyloxazolidine-3-carboxylate
Conditions | Yield |
---|---|
With triphenylphosphine In dichloromethane at 0 - 20℃; for 2.33333h; | 92% |
Stage #1: carbon tetrabromide With triphenylphosphine In dichloromethane at -30℃; for 0.666667h; Inert atmosphere; Stage #2: (R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine With triethylamine In dichloromethane at -60 - 0℃; for 2.5h; Inert atmosphere; Stage #3: With sodium hydrogencarbonate In dichloromethane; water | 88% |
With triphenylphosphine | 72% |
With triethylamine; triphenylphosphine 1.) CH2Cl2, -20 deg C, 30 min; 2.) CH2Cl2, -60 deg C, 30 min, r.t., overnight; Multistep reaction; | |
With triethylamine; triphenylphosphine 1) CH2Cl2, -20 deg C, 30 min; 2) CH2Cl2, -60 deg C, 30 min, rt, overnight; Yield given. Multistep reaction; |
vinyl magnesium bromide
(R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine
(4R)-4-(1-hydroxy-allyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester
Conditions | Yield |
---|---|
at -78 - -20℃; for 1.5h; | 92% |
Addition; | 81% |
In tetrahydrofuran -78 deg C -> -50 deg C, 2 h; | 74% |
2,2,4,4-Tetrakis(trifluoromethyl)-1,3-dithietane
(R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine
2,2-dimethyl-4-(3,3,3-trifluoro-2-trifluoromethyl-propenyl)-oxazolidine-3-carboxylic acid tert-butyl ester
Conditions | Yield |
---|---|
With triphenylphosphine In diethyl ether at -78 - 20℃; for 72h; Wittig reaction; | 92% |
With triphenylphosphine In diethyl ether at -78 - 20℃; for 72h; | 92% |
tetravinyltin (IV)
(R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine
A
(1'R,4R)-3-(tert-butoxycarbonyl)-2,2-dimethyl-4-(1-hydroxy-2-propen-1-yl)-1,3-oxazolidine
B
(4R,1'S)-4-(1-hydroxy-allyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester
Conditions | Yield |
---|---|
Stage #1: tetravinyltin (IV) With methyllithium In diethyl ether at 0℃; for 0.25h; Inert atmosphere; Stage #2: With zinc dibromide In diethyl ether at 20℃; for 1h; Inert atmosphere; Stage #3: (R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine In diethyl ether at -35 - 20℃; Inert atmosphere; | A 92% B n/a |
Stage #1: tetravinyltin (IV) With methyllithium; zinc dibromide In diethyl ether at 20℃; for 1h; Stage #2: (R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine In diethyl ether at 20℃; for 2h; Title compound not separated from byproducts; | |
Stage #1: tetravinyltin (IV) With methyllithium In diethyl ether at 0℃; for 0.25h; Stage #2: With zinc dibromide In diethyl ether at 20℃; for 1h; Stage #3: (R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine With zinc dibromide In diethyl ether at -78 - 20℃; Title compound not separated from byproducts; |
(R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine
(bromomethyl)pentafluorobenzene
(S)-2,2-Dimethyl-4-((E)-2-pentafluorophenyl-vinyl)-oxazolidine-3-carboxylic acid tert-butyl ester
Conditions | Yield |
---|---|
Stage #1: (bromomethyl)pentafluorobenzene With triphenylphosphine In tetrahydrofuran for 0.25h; Stage #2: With potassium tert-butylate In tetrahydrofuran at 0℃; for 1.5h; Wittig olefination; Stage #3: (R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine In tetrahydrofuran at -78 - 20℃; for 14h; Wittig olefination; | 92% |
methylmagnesium bromide
(R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine
(4R)-(1-hydroxy-ethyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester
Conditions | Yield |
---|---|
In tetrahydrofuran; diethyl ether at 20℃; for 3h; | 91% |
In tetrahydrofuran at -78 - 25℃; Inert atmosphere; | 77% |
tetravinyltin (IV)
(R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine
(4R)-4-(1-hydroxy-allyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester
Conditions | Yield |
---|---|
With N,N,N,N,N,N-hexamethylphosphoric triamide; methyllithium In diethyl ether at -78℃; for 2h; | 91% |
3,4-dimethoxyphenol
(R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine
tert-butyl (R)-4-((R)-hydroxy(2-hydroxy-4,5-dimethoxyphenyl)methyl)-2,2-dimethyloxazolidine-3-carboxylate
Conditions | Yield |
---|---|
Stage #1: 3,4-dimethoxyphenol With methylmagnesium chloride In tetrahydrofuran at 20℃; for 0.166667h; Stage #2: (R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine In dichloromethane at 0 - 20℃; for 15h; | 91% |
(R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine
3-chloro-aniline
(S)-4-[(3-chlorophenylamino)methyl]-2,2-dimethyloxazolidine-3-carboxylic acid tert-butyl ester
Conditions | Yield |
---|---|
With sodium cyanoborohydride; zinc(II) chloride In methanol at 20 - 40℃; for 3h; Inert atmosphere; | 91% |
(R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine
ethyl (triphenylphosphoranylidene)acetate
(2E',4S)-4-(2'-ethoxycarbonyl-vinyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester
Conditions | Yield |
---|---|
In tetrahydrofuran for 2.5h; Heating; | 90% |
In benzene at 20℃; for 36h; | 85% |
In tetrahydrofuran at 25℃; for 12h; Condensation; | 72% |
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