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 t
Cas:90719-32-7
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inquiryWelcome to Simagchem, your partner in China as a premier supply of bulk specialty chemicals for industry and life science. We introduce experienced quality product and exceptional JIT service with instant market intelligence in China to benefit our
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inquirySpecifications (S)-4-benzyl-2-oxazolidinone/90719-32-7 1.Purity:Min.99.0% 2.Type:Manufacturer 3.Certificate:be audited 4.CAS NO.90719-32-7 high quality of (S)-4-benzyl-2-oxazolidinone/90719-32-7 [Chemical name] (S)-4-benzyl-2
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inquiryUnique advantages Guaranteed purity High quality & competitive price Quality control Fast feedback Prompt shipment Appearance:White to light yellow crystalline powder Storage:cool dry place Package:1kg/foil bag;25kg/drum Application:pharmac
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inquiryThe above product is Ality Chemical's strong item with best price, good quality and fast supply. Ality Chemical has been focusing on the research and production of this field for over 14 years. At the same time, we are always committed to providi
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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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inquiryHigh quality. Factory supply. In stock. Best price.1.Quick response within 24 hours;2.Best quality in your requirement;?3.We pay more attention on delivery time, and usually ship on time;4.Under the premise of safety and effectiveness, we can produce
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inquiryOur 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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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:90719-32-7
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inquiryName: S-4-Benzyl-2-oxazolidinone CAS: 90719-32-7 MF: C10H11NO2 Appearance:White Powder Storage:Store in cool and dry place, away from sun light. Package:25kg Application:APIs Transportation:By sea or by air Port:Qingdao Port
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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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inquiryAdvantage : LIDE PHARMACEUTICALS LTD. is a mid-small manufacturing-type enterprise, engaged in pharmaceutical intermediates of R&D, custom-made and production, and also involving trading chemicals for export. We have established the R&
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inquiry1. 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
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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
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inquiry(S)-4-Benzyl-2-oxazolidinone CAS: 90719-32-7 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 org
Cas:90719-32-7
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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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Cas:90719-32-7
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inquiryovin Appearance:white powder/crystal Storage:Store in a cool,dry place and keep away from direct strong light Package:As customer request Application:Used for research and industrial manufacture. Transportation:By Sea/Air/Courier
Cas:90719-32-7
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inquiryOur Services 1. New Molecules R&D 2. Own test center HPLC NMR GC LC-MS 3. API and Intermediates from China reputed manufacturers 4. Documents support COA MOA MSDS DMF open part Our advantages 1. Government awarded company. Top 100 enter
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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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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
Cas:90719-32-7
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Cas:90719-32-7
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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
Cas:90719-32-7
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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
Cas:90719-32-7
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inquirySuperior quality, moderate price & quick delivery. Appearance:white powder Storage:stored in a cool, dry and ventilated place to provent sun and rain Package:25kg/drum, or as per your request. Application:Used as Pharmaceutical Intermediate
Cas:90719-32-7
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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:90719-32-7
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inquiryConditions | Yield |
---|---|
With potassium carbonate In ethyl acetate at 120 - 130℃; for 3h; | 100% |
With potassium carbonate In ethanol at 130 - 135℃; for 1h; | 88% |
With potassium carbonate at 135 - 140℃; for 2h; | 84% |
(4S,3'R)-3-[3'-(N,N-dibenzylamino)-3'-phenylpropanoyl]-4-benzyloxazolidin-2-one
A
(R)-3-phenyl-3-aminopropionic acid
B
(S)-4-Benzyl-2-oxazolidinone
Conditions | Yield |
---|---|
Stage #1: (4S,3'R)-3-[3'-(N,N-dibenzylamino)-3'-phenylpropanoyl]-4-benzyloxazolidin-2-one With dihydrogen peroxide; lithium hydroxide In tetrahydrofuran; water at 0 - 20℃; for 16h; Stage #2: With hydrogenchloride In water pH=1 - 2; Stage #3: With Pearlman's catalist; hydrogen In methanol at 20℃; for 24h; | A 43% B 100% |
(S)-3-((2S,4S)-2-Azido-4-methyl-hexanoyl)-4-benzyl-oxazolidin-2-one
A
(S)-4-Benzyl-2-oxazolidinone
B
(2S,4S)-2-Azido-4-methyl-hexanoic acid
Conditions | Yield |
---|---|
Stage #1: (S)-3-((2S,4S)-2-Azido-4-methyl-hexanoyl)-4-benzyl-oxazolidin-2-one With lithium hydroxide In tetrahydrofuran; water at 0℃; for 1h; Stage #2: With hydrogenchloride In water pH=1 - 2; | A 99% B 96.7% |
methanol
(4S)- 4-benzyl-3-((2R)-2-methyl-3-phenylpropanoyl)-2-oxazolidinone
A
methyl (2R)-2-methyl-3-phenylpropanoate
B
(S)-4-Benzyl-2-oxazolidinone
Conditions | Yield |
---|---|
With samarium diiodide In tetrahydrofuran at 20℃; for 72h; | A 98% B 99% |
ethanol
(4S)-3-(dodecanoyl)-4-benzyl-2-oxazolidinone
A
ethyl laurate
B
(S)-4-Benzyl-2-oxazolidinone
Conditions | Yield |
---|---|
With samarium diiodide In tetrahydrofuran at 20℃; for 168h; | A 99% B 99% |
(4S)-3-(dodecanoyl)-4-benzyl-2-oxazolidinone
benzyl alcohol
A
benzyl dodecanoate
B
(S)-4-Benzyl-2-oxazolidinone
Conditions | Yield |
---|---|
With samarium diiodide In tetrahydrofuran at 20℃; for 168h; | A 83% B 99% |
(S)-4-benzyl-3-propionyl-2-oxazolidinone
(S)-4-Benzyl-2-oxazolidinone
Conditions | Yield |
---|---|
With methanol; C17H23BN2O at 25℃; under 760.051 Torr; for 1h; Inert atmosphere; chemoselective reaction; | 98% |
Multi-step reaction with 2 steps 1: 1.) di-n-butylboron triflate, N,N-diisopropylethylamine, 3.) aq. H2O2 / 1) CH2Cl2, 0 deg C, 30 min; 2) CH2Cl2, -78 deg C, 45 min, 0 deg C, 2 h; 3) methanol, 0 deg C, 1 h 2: 1.) trimethylaluminum / 1) CH2Cl2, toluene, rt, 1 h; 2) CH2Cl2, toluene, -20 deg C --> rt, rt, 1.5 h View Scheme | |
Multi-step reaction with 2 steps 1: 1.) dibutylboron trifluoromethanesulfonate, diisopropylethylamine / 1.) CH2Cl2, 0 deg C, 1 h, 2.) CH2Cl2, -78 deg C (1 h), room temp. (5 h) 2: 80 percent / LiBH4, H2O / tetrahydrofuran / 3 h / Ambient temperature View Scheme |
Conditions | Yield |
---|---|
With sodium methylate In dichloromethane at 20℃; for 4h; | A 98% B 96% |
N-(4-benzyl-2-oxo-oxazolidin-3-yl)-N-(5-chloro-1-propyl-pentyl)-benzamide
A
N-(5-chloro-1-propyl-pentyl)-benzamide
B
(S)-4-Benzyl-2-oxazolidinone
Conditions | Yield |
---|---|
With N,N,N,N,N,N-hexamethylphosphoric triamide; samarium diiodide In tetrahydrofuran for 0.166667h; | A 97% B n/a |
tert-butyl (3R)-4-[(S)-4-benzyl-2-oxooxazolidin-3-yl]-3-[3-(benzyloxy)benzyl]-4-oxobutanoate
A
(3R)-2-[3-(benzyloxy)benzyl]-4-tert-butoxy-4-oxobutanoic acid
B
(S)-4-Benzyl-2-oxazolidinone
Conditions | Yield |
---|---|
With dihydrogen peroxide; lithium hydroxide In tetrahydrofuran; water for 3h; | A 97% B 89% |
Conditions | Yield |
---|---|
With sodium methylate In dichloromethane at 20℃; for 4h; | A 97% B n/a |
Conditions | Yield |
---|---|
With sodium methylate In dichloromethane at 20℃; for 4h; | A 97% B n/a |
(4S)- 4-benzyl-3-((2R)-2-methyl-3-phenylpropanoyl)-2-oxazolidinone
A
2-methyl-3-phenylpropionic acid
B
(S)-4-Benzyl-2-oxazolidinone
Conditions | Yield |
---|---|
Stage #1: (4S)- 4-benzyl-3-((2R)-2-methyl-3-phenylpropanoyl)-2-oxazolidinone With ytterbium(III) triflate In methanol for 3h; Stage #2: With lithium hydroxide In tetrahydrofuran; water for 2h; | A 97% B 97% |
(S)-ethyl (1-hydroxy-3-phenylpropan-2-yl)carbamate
(S)-4-Benzyl-2-oxazolidinone
Conditions | Yield |
---|---|
With potassium carbonate In toluene for 3h; Heating; | 96% |
With potassium carbonate at 100 - 130℃; | |
With hydrotalcite; magnesium aluminum In toluene at 110℃; for 5h; | 91 % Spectr. |
With potassium carbonate at 125 - 130℃; under 33.7534 - 37.5038 Torr; | |
With polyethylene glycol 400(PEG-400) In toluene Reflux; Large scale; | 167 kg |
(4S)-3-<(2S,3S)-3-hydroxy-2-methyl-1-oxo-3-(1-phenylsulfanylcyclopentyl)propyl>-4-phenylmethyl-1,3-oxazolidin-2-one
A
(S)-4-Benzyl-2-oxazolidinone
B
(1S,2S)-2-methyl-1-(1-phenylsulfanylcyclopentyl)propane-1,3-diol
Conditions | Yield |
---|---|
With lithium borohydride; water In tetrahydrofuran for 3h; Ambient temperature; | A 80% B 96% |
Conditions | Yield |
---|---|
With sodium acetate; palladium diacetate In acetonitrile at 20℃; under 760 Torr; Electrolysis; | 96% |
With copper diacetate; air; palladium diacetate In toluene under 760 Torr; for 2h; Heating; | 88% |
With oxygen; copper-(N-heterocyclic carbene) complex In 1,4-dioxane at 100℃; under 37503.8 Torr; for 3h; | 86% |
ethyl 1-imidazolecarboxylate
L-Phenylalaninol
(S)-4-Benzyl-2-oxazolidinone
Conditions | Yield |
---|---|
With potassium carbonate In tetrahydrofuran for 15h; Reflux; | 96% |
Conditions | Yield |
---|---|
With sodium methylate In dichloromethane at 20℃; for 4h; | A 96% B n/a |
(S)-4-Benzyl-2-oxazolidinone
Conditions | Yield |
---|---|
With ammonium cerium (IV) nitrate In water; acetonitrile at 0℃; for 0.0833333h; | 95% |
Conditions | Yield |
---|---|
With sodium methylate In dichloromethane at 20℃; for 4h; | A 95% B n/a |
(S)-4-Benzyl-2-oxazolidinone
Conditions | Yield |
---|---|
With pyrrolidine In acetonitrile at 55℃; for 4.5h; Inert atmosphere; | 94% |
Conditions | Yield |
---|---|
With sodium methylate In dichloromethane at 20℃; for 4h; | A 92% B n/a |
N-benzyloxyamine
(S)-3-benzoyl-4-phenylmethyl-2-oxazolidinone
A
N-benzyloxy benzamide
B
(S)-4-Benzyl-2-oxazolidinone
Conditions | Yield |
---|---|
With samarium(III) trifluoromethanesulfonate In tetrahydrofuran at 20℃; for 0.5h; | A 91% B n/a |
methanol
A
(S)-4-Benzyl-2-oxazolidinone
B
(2R,3S)-methyl 3-hydroxy-2-methyl-3-phenylpropanoate
Conditions | Yield |
---|---|
With C17H23BN2O at 25℃; under 760.051 Torr; for 48h; Inert atmosphere; chemoselective reaction; | A 91% B 89% |
(4S)-4-benzyl-1,3-oxazolidine-2-thione
(S)-4-Benzyl-2-oxazolidinone
Conditions | Yield |
---|---|
With methyloxirane In chloroform at 150℃; for 1h; Inert atmosphere; Microwave irradiation; | 90% |
With sodium hydroxide; dihydrogen peroxide In water Ambient temperature; | 56% |
Conditions | Yield |
---|---|
In N,N-dimethyl acetamide for 0.0333333h; Cyclization; microwave heating; | 90% |
Conditions | Yield |
---|---|
With caesium carbonate In dimethylsulfoxide-d6 at 25 - 150℃; under 2280.15 Torr; for 24h; Schlenk technique; Autoclave; | 90% |
Stage #1: carbon dioxide; L-Phenylalaninol With N(Et)4(1+)*(2-pyrrolidone-anion) In acetonitrile at 20℃; for 1h; Carboxylation; Stage #2: With p-toluenesulfonyl chloride In acetonitrile at 20℃; Cyclization; Further stages.; | 71% |
With Hexamethylcyclotrisiloxane; tetrabutyl ammonium fluoride In dimethylsulfoxide-d6 at 150℃; under 760.051 Torr; for 9h; Reagent/catalyst; chemoselective reaction; | 78 %Spectr. |
L-Phenylalaninol
mononitrophenyl carbonate
(S)-4-Benzyl-2-oxazolidinone
Conditions | Yield |
---|---|
With dmap In dichloromethane for 3h; | 90% |
(S,E)-4-benzyl-3-(3-oxobut-1-en-1-yl)oxazolidin-2-one
1-dodecylthiol
B
(S)-4-Benzyl-2-oxazolidinone
Conditions | Yield |
---|---|
With sodium hydride In tetrahydrofuran at 20℃; for 0.3h; Inert atmosphere; | A n/a B 90% |
B
(S)-4-Benzyl-2-oxazolidinone
Conditions | Yield |
---|---|
With sodium tetrahydroborate In tetrahydrofuran; water at 20℃; for 2h; | A 89.2% B 1.05 g |
With sodium tetrahydroborate; water In tetrahydrofuran at 20 - 40℃; for 2h; | A 89.2% B 1.05 g |
(S)-4-Benzyl-2-oxazolidinone
propionyl chloride
(S)-4-benzyl-3-propionyl-2-oxazolidinone
Conditions | Yield |
---|---|
Stage #1: (S)-4-Benzyl-2-oxazolidinone With sodium hydride In tetrahydrofuran at 0℃; for 1.16667h; Stage #2: propionyl chloride In tetrahydrofuran at 0 - 20℃; | 100% |
With n-butyllithium In tetrahydrofuran | 100% |
With n-butyllithium In tetrahydrofuran; hexane at -78 - 20℃; | 99% |
(S)-4-Benzyl-2-oxazolidinone
propionic acid
(S)-4-benzyl-3-propionyl-2-oxazolidinone
Conditions | Yield |
---|---|
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 6h; | 100% |
With 2-chloro-1-methylpyridinium p-toluenesulfonate; triethylamine In dichloromethane at 20℃; for 7h; | 94.4% |
With triethylamine In tetrahydrofuran | 80% |
With 4-methyl-morpholine; chloroformic acid ethyl ester; lithium chloride In tetrahydrofuran | |
With 4-methyl-morpholine; chloroformic acid ethyl ester; lithium chloride In tetrahydrofuran |
(S)-4-Benzyl-2-oxazolidinone
isopentanoyl chloride
(S)-4-benzyl-3-(3-methylbutanoyl)oxazolidin-2-one
Conditions | Yield |
---|---|
Stage #1: (S)-4-Benzyl-2-oxazolidinone With n-butyllithium; triphenylmethane In tetrahydrofuran; hexane at -78℃; for 1h; Stage #2: isopentanoyl chloride In tetrahydrofuran; hexane at -78 - 20℃; for 2.5h; Stage #3: With potassium carbonate In tetrahydrofuran; hexane; water | 100% |
With triethylamine; dmap In dichloromethane at 0 - 10℃; for 0.5h; | 95% |
With dmap In dichloromethane; water at 0 - 10℃; for 0.5h; | 95% |
di-tert-butyl dicarbonate
(S)-4-Benzyl-2-oxazolidinone
(S)-3-(tert-butoxycarbonyl)-4-benzyl-2-oxazolidinone
Conditions | Yield |
---|---|
With dmap In acetonitrile at 25℃; for 0.116667h; | 100% |
pent-4-enoyl chloride
(S)-4-Benzyl-2-oxazolidinone
(4S)-4-benzyl-3-pent-4-enoyl-1,3-oxazolidin-2-one
Conditions | Yield |
---|---|
With n-butyllithium | 100% |
Stage #1: (S)-4-Benzyl-2-oxazolidinone With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.166667h; Stage #2: pent-4-enoyl chloride In tetrahydrofuran; hexane at -78 - 20℃; Inert atmosphere; | 99% |
With n-butyllithium In tetrahydrofuran at -78 - 20℃; | 97% |
(S)-4-Benzyl-2-oxazolidinone
3-[dimethyl(phenyl)silyl]glutaric anhydride
Conditions | Yield |
---|---|
In tetrahydrofuran at 30℃; for 24h; | 100% |
With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; n-butyllithium In tetrahydrofuran; hexane 1.) -35 deg C, 10 min, 2.) -78 deg C, 1 h; | 100% |
With dmap In dichloromethane at 20℃; |
(S)-4-Benzyl-2-oxazolidinone
2-Bromoacetyl bromide
4S-3-(2-bromoacetyl)-4-(phenylmethyl)-2-oxazolidinone
Conditions | Yield |
---|---|
With n-butyllithium at -78 - 20℃; for 0.5h; | 100% |
Stage #1: (S)-4-Benzyl-2-oxazolidinone With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1h; Inert atmosphere; Stage #2: 2-Bromoacetyl bromide In tetrahydrofuran; hexane at -78 - 20℃; for 16.5h; Inert atmosphere; | 92% |
Stage #1: (S)-4-Benzyl-2-oxazolidinone With n-butyllithium In tetrahydrofuran; hexane at -78 - -60℃; for 0.5h; Stage #2: 2-Bromoacetyl bromide In tetrahydrofuran; hexane at -78℃; for 1h; | 87% |
6-bromohexanoic acid
(S)-4-Benzyl-2-oxazolidinone
(S)-4-benzyl-3-(6-bromo-1-oxohexyl)-2-oxazolidinone
Conditions | Yield |
---|---|
Stage #1: (S)-4-Benzyl-2-oxazolidinone With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h; Inert atmosphere; Stage #2: 6-bromohexanoic acid In tetrahydrofuran; hexane at 20℃; Inert atmosphere; | 100% |
With n-butyllithium; pivaloyl chloride; triethylamine Multistep reaction; | |
Stage #1: 6-bromohexanoic acid With pivaloyl chloride; triethylamine In tetrahydrofuran at -78 - 0℃; Stage #2: (S)-4-Benzyl-2-oxazolidinone With n-butyllithium In tetrahydrofuran; hexane at -78 - 20℃; |
(S)-4-Benzyl-2-oxazolidinone
(S)-3-amino-4-benzyl-1,3-oxazolan-2-one
Conditions | Yield |
---|---|
Stage #1: (S)-4-Benzyl-2-oxazolidinone With potassium hydride Stage #2: With chloroamine In tert-butyl methyl ether | 100% |
Stage #1: (S)-4-Benzyl-2-oxazolidinone With sodium hydride In 1,4-dioxane; mineral oil at 60℃; for 1h; Stage #2: In 1,4-dioxane; mineral oil at 20℃; for 6h; | 86% |
With n-butyllithium; O-(diphenylphosphinyl)hydroxylamine In tetrahydrofuran; hexane at 20℃; for 6h; | 80% |
(S)-4-Benzyl-2-oxazolidinone
Cinnamic acid
(S)-4-benzyl-3-(6-(benzyloxy)hex-2-enoyl)oxazolidin-2-one
Conditions | Yield |
---|---|
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 6h; | 100% |
cyclopentanepropanoyl chloride
(S)-4-Benzyl-2-oxazolidinone
Conditions | Yield |
---|---|
Stage #1: (S)-4-Benzyl-2-oxazolidinone With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1h; Stage #2: cyclopentanepropanoyl chloride In tetrahydrofuran; hexane at -78 - 20℃; Stage #3: With water; ammonium chloride In tetrahydrofuran; hexane | 100% |
Stage #1: (S)-4-Benzyl-2-oxazolidinone With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1h; Inert atmosphere; Stage #2: cyclopentanepropanoyl chloride In tetrahydrofuran; hexane at -78 - 20℃; | 100% |
Stage #1: (S)-4-Benzyl-2-oxazolidinone With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1h; Inert atmosphere; Stage #2: cyclopentanepropanoyl chloride In tetrahydrofuran; hexane at -78 - 20℃; for 1h; Inert atmosphere; | 90% |
4-bromobutyroyl chloride
(S)-4-Benzyl-2-oxazolidinone
(S)-4-benzyl-3-(4-bromobutanoyl)oxazolidin-2-one
Conditions | Yield |
---|---|
Stage #1: (S)-4-Benzyl-2-oxazolidinone With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h; Inert atmosphere; Stage #2: 4-bromobutyroyl chloride In tetrahydrofuran; hexane at 20℃; Inert atmosphere; | 100% |
(S)-4-Benzyl-2-oxazolidinone
valeric acid
3-(1-oxopentyl)-4(S)-(phenylmethyl)-2-oxazolidinone
Conditions | Yield |
---|---|
Stage #1: valeric acid With pivaloyl chloride; triethylamine In tetrahydrofuran at -10 - 15℃; for 2h; Large scale; Stage #2: (S)-4-Benzyl-2-oxazolidinone With lithium chloride at 20℃; Large scale; | 100% |
Stage #1: valeric acid With pivaloyl chloride; triethylamine In tetrahydrofuran at -20 - -15℃; for 1h; Inert atmosphere; Stage #2: (S)-4-Benzyl-2-oxazolidinone With lithium chloride In tetrahydrofuran at -20 - 20℃; for 16h; Solvent; Temperature; Reagent/catalyst; | 98.12% |
Stage #1: valeric acid With pivaloyl chloride; triethylamine In tetrahydrofuran at -10℃; for 0.5h; Inert atmosphere; Stage #2: (S)-4-Benzyl-2-oxazolidinone With lithium chloride In tetrahydrofuran at 20 - 25℃; for 16h; | 94% |
(S)-4-Benzyl-2-oxazolidinone
n-valeryl chloride
3-(1-oxopentyl)-4(S)-(phenylmethyl)-2-oxazolidinone
Conditions | Yield |
---|---|
Stage #1: (S)-4-Benzyl-2-oxazolidinone With n-butyllithium In tetrahydrofuran at -70 - -65℃; for 0.5h; Inert atmosphere; Stage #2: n-valeryl chloride In tetrahydrofuran at -75 - -65℃; for 1h; | 99.9% |
With dmap; triethylamine In dichloromethane at 0 - 10℃; for 3h; Large scale; | 98% |
Stage #1: (S)-4-Benzyl-2-oxazolidinone With n-butyllithium In tetrahydrofuran; hexane at -78℃; Inert atmosphere; Stage #2: n-valeryl chloride In tetrahydrofuran; hexane at -78℃; for 1h; Inert atmosphere; | 95% |
(S)-4-Benzyl-2-oxazolidinone
acetyl chloride
(S)-3-acetyl-4-benzyloxazolidin-2-one
Conditions | Yield |
---|---|
With n-butyllithium In tetrahydrofuran at 0℃; | 99% |
With n-butyllithium In tetrahydrofuran; hexane at -78 - 20℃; | 94.5% |
Stage #1: (S)-4-Benzyl-2-oxazolidinone With n-butyllithium In tetrahydrofuran Inert atmosphere; Stage #2: acetyl chloride at -78℃; for 0.5h; Inert atmosphere; | 82% |
(S)-4-Benzyl-2-oxazolidinone
butyryl chloride
(S)-4-benzyl-3-butyryloxazolidin-2-one
Conditions | Yield |
---|---|
Stage #1: (S)-4-Benzyl-2-oxazolidinone With n-butyllithium In tetrahydrofuran at -78℃; for 1h; Stage #2: butyryl chloride In tetrahydrofuran at -78℃; for 3h; | 99% |
Stage #1: (S)-4-Benzyl-2-oxazolidinone With n-butyllithium In tetrahydrofuran at -78℃; for 0.25h; Stage #2: butyryl chloride In tetrahydrofuran at -78 - 20℃; for 2.25h; | 98% |
Stage #1: (S)-4-Benzyl-2-oxazolidinone With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.666667h; Stage #2: butyryl chloride In tetrahydrofuran; hexane at -78 - 20℃; for 3.67h; | 98% |
(S)-4-Benzyl-2-oxazolidinone
α-allyloxyacetyl pivaloyl anhydride
(4S)-3-(2-allyloxyethanoyl)-4-benzyloxazolidin-2-one
Conditions | Yield |
---|---|
With n-butyllithium In tetrahydrofuran at -78℃; | 99% |
Stage #1: (S)-4-Benzyl-2-oxazolidinone With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h; Stage #2: α-allyloxyacetyl pivaloyl anhydride In tetrahydrofuran; hexane at -78 - 0℃; for 0.75h; Further stages.; | 5.45 g |
With n-butyllithium In tetrahydrofuran; diethyl ether at -78 - 0℃; for 0.75h; | 10.0 g |
(S)-4-Benzyl-2-oxazolidinone
(S)-3-<1-oxo-2-(but-3-enyl-1-oxy)>-4-benzyl-2-oxazolidinone
Conditions | Yield |
---|---|
With n-butyllithium In tetrahydrofuran at -78℃; | 99% |
With n-butyllithium 1.) THF, -78 deg C, 10 min, 2.) THF, ether, a) -78 deg C, 15 min, b) from -78 deg C to 0 deg C, 30 min; Yield given; Multistep reaction; |
(S)-4-Benzyl-2-oxazolidinone
(S)-3-<1-oxo-2-(pent-4-enyl-1-oxy)>-4-benzyl-2-oxazolidinone
Conditions | Yield |
---|---|
With n-butyllithium In tetrahydrofuran at -78℃; | 99% |
With n-butyllithium 1.) THF, -78 deg C, 10 min, 2.) THF, ether, a) -78 deg C, 15 min, b) from -78 deg C to 0 deg C, 30 min; Yield given; Multistep reaction; |
(S)-4-Benzyl-2-oxazolidinone
phenylacetaldehyde
Conditions | Yield |
---|---|
With pyridinium p-toluenesulfonate In toluene Reflux; Dean-Stark; | 99% |
With 1,2,3-Benzotriazole; toluene-4-sulfonic acid In toluene for 48h; Heating; | 62% |
(S)-4-Benzyl-2-oxazolidinone
phenylbutyric acid chloride
(S)-4-benzyl-3-(3-phenylbutanoyl)oxazolidin-2-one
Conditions | Yield |
---|---|
Stage #1: (S)-4-Benzyl-2-oxazolidinone With n-butyllithium In tetrahydrofuran; n-heptane at -78℃; for 0.5h; Inert atmosphere; Stage #2: phenylbutyric acid chloride In tetrahydrofuran; n-heptane at -78 - 0℃; for 3.5h; | 99% |
Stage #1: (S)-4-Benzyl-2-oxazolidinone With n-butyllithium In tetrahydrofuran; n-heptane at -78℃; for 0.5h; Inert atmosphere; Stage #2: phenylbutyric acid chloride In tetrahydrofuran; n-heptane at -78 - 0℃; for 3.5h; | 99% |
Stage #1: (S)-4-Benzyl-2-oxazolidinone With n-butyllithium In tetrahydrofuran; n-heptane at -78℃; for 0.5h; Inert atmosphere; Stage #2: phenylbutyric acid chloride In tetrahydrofuran at -78 - 0℃; for 3.5h; | 99% |
With n-butyllithium 1.) THF, hexane, -78 deg C, 25 min, 2.) THF, hexane, from -78 deg C to RT; Yield given; Multistep reaction; | |
With n-butyllithium; triphenylmethane In tetrahydrofuran at -78℃; |
4-Cyanochlorobenzene
(S)-4-Benzyl-2-oxazolidinone
Conditions | Yield |
---|---|
With tris(dibenzylideneacetone)dipalladium (0); caesium carbonate; johnphos In toluene at 115℃; for 15h; | 99% |
With potassium phosphate; [(π-allyl)Pd(tBuBrettPhos)]OTf In tert-butyl alcohol at 110℃; for 3h; Schlenk technique; Inert atmosphere; Sealed tube; | 95% |
With (PAd2-DalPhos)NiCl(o-tol); caesium carbonate In 1,4-dioxane at 90℃; for 18h; Inert atmosphere; Glovebox; Sealed tube; | 64% |
(S)-4-Benzyl-2-oxazolidinone
n-valeryl chloride
Conditions | Yield |
---|---|
With n-butyllithium In tetrahydrofuran; ethyl acetate | 99% |
(S)-4-Benzyl-2-oxazolidinone
3-cyclohexylpropionyl chloride
(4S)-3-(3-cyclohexyl-1-oxopropyl)-4-phenylmethyl-2-oxazolidinone
Conditions | Yield |
---|---|
Stage #1: (S)-4-Benzyl-2-oxazolidinone With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1h; Inert atmosphere; Stage #2: 3-cyclohexylpropionyl chloride In tetrahydrofuran; hexane at -78 - 20℃; Inert atmosphere; | 99% |
Stage #1: (S)-4-Benzyl-2-oxazolidinone With n-butyllithium In tetrahydrofuran at -78℃; for 2h; Inert atmosphere; Stage #2: 3-cyclohexylpropionyl chloride In tetrahydrofuran at -78 - 20℃; |
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