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. DayangChem can provide different quantities
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inquiryDIMETHYLZINC Basic information Product Name: DIMETHYLZINC Synonyms: (CH3)2Zn;dimethyl-zin;methylzinc;Zinc, dimethyl-;zincmethyl;DIMETHYLZINC;Dimethylzinc solution;D
The above product is Ality Chemical's strong item with best price, good quality and fast supply. Ality Chemical has been focusing on the research and production of this field for over 14 years. At the same time, we are always committed to providi
Our 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
Hangzhou KeyingChem Co., Ltd. exported this product to many countries and regions at best price. If you are looking for the material’s manufacturer or supplier in China, KeyingChem is your best choice. Pls contact with us freely for getting det
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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
Zibo 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:557-20-0
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inquirySuperior quality Appearance:Clear colorless solution Storage:Stored in cool, dry and ventilation place; Away from fire and heat Package:1kg/bag, 1kg/drum or 25kg/drum or as per your request. Application:Used for the preparation of PEO catalyst Tran
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 o
Product 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:557-20-0
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inquiryWe are leading fine chemicals supplier in China with ISO certificate, Our main business covers the fields below: 1.Noble Metal Catalysts (Pt.Pd...) 2.Organic Phosphine Ligands (Tert-butyl-phosphine.Cyclohexyl-phosphine...) 3.OLED
Cas:557-20-0
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inquiryLocated in Hangzhou National Hi-Tech Industrial Development Zone, zhongqichem is a technical company mainly focus on the Custom synthesis, manufacturing, sales of chemicals to various industries. Benefiting from the outstanding customer service and h
Appearance:95%+ Package:R&D,Pilot run Transportation:per client require Port:Express ,Air, Sea
high 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
R & D enterprises have their own stock in stockAppearance:To be subject to the object Package:Customized Application:pharmaceutical intermediates Transportation:Air Port:Shanghai;Guangzhou
Jinhua huayi chemical co., ltd. is dedicated to the development, production and marketing of chemicals. On the basis of equality and mutual benefit, and under the principle of customer first, credit first, quality first, we are ready to join hands
Our clients, like BASF,CHEMO,Brenntag,ASR,Evonik,Merck and etc.Appearance:COA Storage:in stock Application:MSDS/TDS
Product Description Description & Specification Category Pharmaceutical Raw Materials, Fine Chemicals, Bulk drug Standard Medical standard
Cas:557-20-0
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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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we produce and sell good chemicals around the world.Appearance:white power Storage:Keep it in dry,shady and cool place Package:as your requirement Application:Pharma;Industry;Agricultural;chemical reaserch Transportation:SEA OR AIR Port:China Main Po
DiethylzincAppearance:colorless transparent liquid Storage:0-6°C Package:500ml bottle, 30L steel cylinder, 300-500L storage tank. Application:Rieke and Organozinc Reagents Transportation:By express (Door to door) such as FEDEX, DHL, EMS for small amo
bulk?production Application:Pharmaceutical intermediates
in stock Application:557-20-0
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inquiry1.Professional synthesis laboratory and production base. 2.Strong synthesis team and service team. 3.Professional data management system. 4.We provide the professional test date and product information ,ex. HNMR ,CNMR,FNMR, HPLC/G
Cas:557-20-0
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inquiryConditions | Yield |
---|---|
In neat (no solvent) Sonication; (N2), ZnCl2 introduced into a flask connected to a condenser containingalcohol at -20°C, Et3Al (Et3Al/ZnCl2 2.2) dropped into flask over 10 min at room temp., stirred and heated at 100°C for 1 hed forfurther 20 min; distd.; NMR; | 86% |
In neat (no solvent) Sonication; (N2), ZnCl2 introduced into a flask connected to a condenser containingalcohol at -20°C, Et3Al (Et3Al/ZnCl2 2.4) dropped into flask over 10 min at room temp., stirred and heated at 100°C for 1 hed forfurther 20 min; distd.; NMR; | 85.2% |
In neat (no solvent) Sonication; (N2), ZnCl2 introduced into a flask connected to a condenser containingalcohol at -20°C, Et3Al (Et3Al/ZnCl2 2.6) dropped into flask over 10 min at room temp., stirred and heated at 100°C for 1 hed forfurther 20 min; distd.; NMR; | 81.1% |
Conditions | Yield |
---|---|
With copper(l) iodide; ethylzinc bromide In neat (no solvent) CuI, Zn were placed in reactor, evacuated for 10 min, filled with Ar, ligand and EtZnBr were added, heated to 38-40°C for 4.5 h, cooled to room temp.; vac. distilled; | 82% |
triethyl-alane; compound with diethyl ether
zinc(II) chloride
diethylzinc
Conditions | Yield |
---|---|
In neat (no solvent) Sonication; (N2), ZnCl2 introduced into a flask connected to a condenser containingalcohol at -20°C, Et3Al*Et2O (Et3Al*Et2O/ZnCl2 2.6) dropped intoflask over 10 min at room temp., stirred and heated at 100°C for1 hed for further 20 min; distd.; NMR; | 82% |
In neat (no solvent) Sonication; (N2), ZnCl2 introduced into a flask connected to a condenser containingalcohol at -20°C, Et3Al*Et2O (Et3Al*Et2O/ZnCl2 2.2) dropped intoflask over 10 min at room temp., stirred and heated at 100°C for1 hed for further 20 min; distd.; NMR; | 80% |
In neat (no solvent) Sonication; (N2), ZnCl2 introduced into a flask connected to a condenser containingalcohol at -20°C, Et3Al*Et2O (Et3Al*Et2O/ZnCl2 2.4) dropped intoflask over 10 min at room temp., stirred and heated at 100°C for1 hed for further 20 min; distd.; NMR; | 80.5% |
Conditions | Yield |
---|---|
In diethyl ether at -10 - -5℃; for 10h; Large scale; | 81% |
In not given treatment of (ethyl)Li with 0.5 equiv. of ZnCl2; |
Conditions | Yield |
---|---|
In benzene byproducts: methyl acetate; under N2, soln. of EtZnOMe and CH3COOC(t-Bu)CH2 in C6H6 slowly heated to 60°C for 1 h; volatiles (methyl acetate, Et2Zn) removed, residue dissolved in pentane, cooled to -30°C; | A 20% B n/a |
Conditions | Yield |
---|---|
With coppered zinc |
Conditions | Yield |
---|---|
With zinc(II) chloride |
ethyl-isobutyl zinc
diethylzinc
Conditions | Yield |
---|---|
at 25℃; Geschwindikeit der Umlagerung; |
Conditions | Yield |
---|---|
With zinc at 100℃; |
Conditions | Yield |
---|---|
With coppered zinc | |
With zinc copper |
Conditions | Yield |
---|---|
With zinc ueber mehrere Stufen; | |
With zinc at 150 - 160℃; | |
With diethyl ether; zinc at 130℃; Destillation des Reaktionsproduktes; |
Conditions | Yield |
---|---|
With diethyl ether |
diethylzinc
Conditions | Yield |
---|---|
With zinc |
Conditions | Yield |
---|---|
at 100℃; aehnlich wirken Cadmium und Wismut; |
Conditions | Yield |
---|---|
bei der Destillation in CO2-Strom; |
Conditions | Yield |
---|---|
With zinc entsteht zunaechst Aethylzinkjodid, welches durch Destillation zersetzt; |
Conditions | Yield |
---|---|
ethyl iodide, heated with granulated Zn and Zn dust at 80 up to 96°C, is forming ZnEt2 and ZnI2;; |
B
diethylzinc
Conditions | Yield |
---|---|
In neat (no solvent) Ar-atmosphere; 134°C, 0.10 torr (attempted sublimation); |
dineopentylzinc
B
diethylzinc
Conditions | Yield |
---|---|
In benzene-d6 Kinetics; stirred for a few min, left standing in NMR tube at 22°C for 1 h; reversible reaction; not isolated; (1)H NMR spectral data; |
Conditions | Yield |
---|---|
Stage #1: zinc dibromide With sodium methylate In diethyl ether at 0 - 20℃; for 0.416667 - 0.583333h; Stage #2: ethylmagnesium chloride In diethyl ether at 0 - 20℃; for 2.08333 - 2.16667h; Product distribution / selectivity; |
Conditions | Yield |
---|---|
In diethyl ether Product distribution / selectivity; | |
Stage #1: zinc dimethoxide With sodium methylate In diethyl ether at 0 - 20℃; for 0.166667 - 0.5h; Stage #2: ethylmagnesium bromide In diethyl ether at 0 - 20℃; for 2.08333 - 2.16667h; Product distribution / selectivity; | |
Stage #1: zinc dimethoxide With sodium benzoate In diethyl ether at 0 - 20℃; for 0.166667 - 0.5h; Stage #2: ethylmagnesium bromide In diethyl ether at 0 - 20℃; for 2.08333 - 2.16667h; Product distribution / selectivity; |
Conditions | Yield |
---|---|
In diethyl ether Product distribution / selectivity; |
Conditions | Yield |
---|---|
In diethyl ether Product distribution / selectivity; | |
Stage #1: zinc(II) chloride With sodium methylate In diethyl ether at 0 - 20℃; for 0.416667 - 0.583333h; Stage #2: ethylmagnesium chloride In diethyl ether at 0 - 20℃; for 2.08333 - 2.16667h; Product distribution / selectivity; |
Conditions | Yield |
---|---|
In diethyl ether Product distribution / selectivity; |
Conditions | Yield |
---|---|
In diethyl ether Product distribution / selectivity; |
cyclohexenone
diethylzinc
3-ethyl cyclohexanone
Conditions | Yield |
---|---|
With copper(l) iodide; C19H19N2O2P In dichloromethane at -20℃; for 12h; | 100% |
With N-benzylbenzenesulfonamide In toluene at 0℃; for 1h; | 99% |
copper(I) 2-[(R)-Me2NCH2]-5-(Me3Si)-benzenethiolate In diethyl ether; hexane at -20℃; for 4h; Michael addition; | 99% |
2-ethoxylbenzaldehyde
diethylzinc
A
(R)-1-(2-ethoxyphenyl)-1-propanol
B
(S)-1-(2-ethoxyphenyl)-1-propanol
Conditions | Yield |
---|---|
Zn(II) complex with chiral Lewis acid-Lewis base ligand In toluene at 20℃; for 3h; | A n/a B 100% |
With Quinine In toluene Yield given. Yields of byproduct given. Title compound not separated from byproducts; | |
With N-ethyl (3S)-3-diphenylhydroxymethyl-2-azabicyclo<2.2.2>octane In hexane; toluene for 7h; Ambient temperature; Yield given. Yields of byproduct given; |
diethylzinc
4-methyl-benzaldehyde
(S)-1-(4-methylphenyl)propan-1-ol
Conditions | Yield |
---|---|
(1S)-1-(9-piperidylfluoren-9-yl)ethanol In hexane; toluene at 0℃; for 4h; Addition; | 100% |
Stage #1: diethylzinc In toluene at 0℃; for 0.5h; Stage #2: 4-methyl-benzaldehyde In toluene at 0 - 20℃; for 48h; Reagent/catalyst; enantioselective reaction; | 99% |
Stage #1: diethylzinc; 4-methyl-benzaldehyde With diphenyl-((S)-1-((S)-1-phenylethyl)aziridin-2-yl)-methanol In hexane; toluene at 0 - 25℃; for 48.5h; Inert atmosphere; Stage #2: With ammonium chloride In hexane; water; toluene Saturated solution; optical yield given as %ee; enantioselective reaction; | 98% |
Conditions | Yield |
---|---|
Stage #1: diethylzinc With (Ra)-3,3'-bis(diphenylphosphinoyl)-BINOL In tetrahydrofuran; toluene at -78℃; for 0.5h; Stage #2: 4-chlorobenzaldehyde In tetrahydrofuran; toluene at -20℃; for 24h; | 100% |
(1R,2S)-(-)-1-phenyl-2-piperidinopropane-1-thiol In toluene at 0℃; for 12h; | 99% |
With 1,1-diethyl-3-(3'-indolyl)-(2S)-(N-methyl-N-3'',3''-dimethylbutylamino)-1-propanol In hexane; toluene at 20℃; for 96h; Addition; | 99% |
Conditions | Yield |
---|---|
R,S-1,2-disubstituted ferrocenyl amino alcohol 8o In hexane for 1h; Ambient temperature; | 100% |
With (R,R)-(2,4,6-Me3C6H2-CH=N-CH(Ph))2; (R)-(+)-3,3'-diphenyl-[1,1'-binaphthalene]-2,2'-diol In hexane; dichloromethane 1.) -78 deg C, 4 h, 2.) -20 deg, 1 h; | 99% |
With 2-tert-butyl-6-((2S,4S,5R)-3,4-dimethyl-5-phenyloxazolidyn-2-yl)-4-methylphenol In hexane; toluene at 20℃; for 72h; Inert atmosphere; optical yield given as %ee; enantioselective reaction; | 99% |
diethylzinc
1-naphthaldehyde
(R)-1-(1-naphthyl)propanol
Conditions | Yield |
---|---|
(1R,2S)-(-)-1-phenyl-2-piperidinopropane-1-thiol In toluene at 0℃; for 12h; | 100% |
Stage #1: diethylzinc; 1-naphthaldehyde With diphenyl-((R)-1-((S)-1-phenylethyl)aziridin-2-yl)-methanol In hexane; toluene at 0 - 25℃; for 48.5h; Inert atmosphere; Stage #2: With ammonium chloride In hexane; water; toluene Saturated solution; optical yield given as %ee; enantioselective reaction; | 99% |
Stage #1: diethylzinc With (1R,3S)-1-benzyl-6,7-dimethoxy-3-[(5R)-4-methoxy-6-methyl-5,6,7,8-tetrahydro[1,3]dioxolo[4,5-g]isoquinolin-5-yl]-1,3-dihydro-2-benzofuran-1-ol In hexane; toluene at 0℃; for 0.0833333h; Stage #2: 1-naphthaldehyde In hexane; toluene at 0℃; for 2h; Catalytic behavior; Reagent/catalyst; Temperature; enantioselective reaction; | 99% |
Conditions | Yield |
---|---|
With P-1-(4',6'-dimethyl-2'-hydroxyphenyl)-2-(N,N-di-n-butylaminomethyl)naphthalene In hexane at 20℃; for 16h; | 100% |
titanium(IV) isopropylate; 1,3,5-[(M)-2-(2-HOCH2-1-naphthyl)-3,5-Me2C6H2OCH2]3-benzene In hexane; dichloromethane at 40℃; for 16h; | 100% |
With (1R,2R)-N,N'-bis[(2,4,6-trimethylphenyl)methylene]-1,2-cyclohexane-diamine; (R)-(+)-3,3'-diphenyl-[1,1'-binaphthalene]-2,2'-diol In hexane; dichloromethane at -78 - -20℃; for 5h; | 100% |
Conditions | Yield |
---|---|
(1S,2R)-(-)-2-(N,N-di-n-butylamino)-1-phenylpropan-1-ol In hexane 1.) r.t., 20 min; 2.) 0 deg C, 16 h; | 100% |
With (R,R)-(2,4,6-Me3C6H2-CH=N-CH(Ph))2; (R)-(+)-3,3'-diphenyl-[1,1'-binaphthalene]-2,2'-diol In hexane; dichloromethane 1.) -78 deg C, 4 h, 2.) -20 deg, 1 h; | 100% |
Stage #1: diethylzinc; benzaldehyde With (1S,2R,3S,5S)-6,6-dimethyl-3-morpholinobicyclo[3.1.1]heptan-2-ol; (1R,2S,3R,5R)-6,6-dimethyl-3-morpholinobicyclo[3.1.1]heptan-2-ol In hexane at -15 - 0℃; for 18h; Inert atmosphere; Stage #2: With water; ammonium chloride In hexane at 0℃; optical yield given as %ee; enantioselective reaction; | 100% |
diethylzinc
4-methoxy-benzaldehyde
(R)-1-(4'-methoxyphenyl)-1-propanol
Conditions | Yield |
---|---|
With (1R,2R)-N,N'-bis[(2,4,6-trimethylphenyl)methylene]-1,2-cyclohexane-diamine; (R)-(+)-3,3'-diphenyl-[1,1'-binaphthalene]-2,2'-diol In hexane; dichloromethane at -78 - -20℃; for 5h; | 100% |
Stage #1: diethylzinc; 4-methoxy-benzaldehyde With (2R,3S,3aS,4aR,6R,8aS)-2-isopropyl-6,9,9-trimethyl-3-phenyldecahydro-4aH-pyrrolo[2,1-b][1,3]benzoxazin-3-ol In hexane; toluene at 20℃; Inert atmosphere; Stage #2: With ammonium chloride In hexane; water; toluene optical yield given as %ee; enantioselective reaction; | 99% |
Stage #1: diethylzinc With polystyrene supported nickel(II) complexes derived from α-amino amides In toluene at 0℃; for 0.166667h; Green chemistry; Stage #2: 4-methoxy-benzaldehyde In toluene at 0℃; for 36h; Inert atmosphere; Green chemistry; enantioselective reaction; | 98% |
diethylzinc
ortho-anisaldehyde
(-)-(S)-1-(o-methoxyphenyl)propanol
Conditions | Yield |
---|---|
(1S,2R)-(-)-2-(N,N-di-n-butylamino)-1-phenylpropan-1-ol In hexane 1.) r.t., 20 min; 2.) 0 deg C, 16 h; | 100% |
Stage #1: diethylzinc; ortho-anisaldehyde With diphenyl-((S)-1-((S)-1-phenylethyl)aziridin-2-yl)-methanol In hexane; toluene at 0 - 25℃; for 48.5h; Inert atmosphere; Stage #2: With ammonium chloride In hexane; water; toluene Saturated solution; optical yield given as %ee; enantioselective reaction; | 99% |
With dibutylamino thioacetate derivative of (+)-norephedrine In hexane at 0 - 20℃; for 6h; | 97% |
Conditions | Yield |
---|---|
With chiral (OCHPhCHMeN(i-Pr))PNMe2; copper(I) triflate In hexane; toluene at -30℃; for 3h; Addition; | 100% |
copper(I) 2-(Me2NCH2)-3-(Me3Si)-naphthalene-1-thiolate In diethyl ether; hexane at -20℃; for 4h; Michael addition; | 98% |
With magnesium bromide In diethyl ether for 1h; Ambient temperature; | 92% |
Conditions | Yield |
---|---|
With (R,R)-(2,4,6-Me3C6H2-CH=N-CH(Ph))2; (R)-(+)-3,3'-diphenyl-[1,1'-binaphthalene]-2,2'-diol In hexane; dichloromethane 1.) -78 deg C, 4 h, 2.) -20 deg, 1 h; | 100% |
With titanium(IV) isopropylate; (1R,2R)-(+)-1,2-(3,3',5,5'-tetrachloro-2,2'-dihydroxydibenzosulfonamido)cyclohexane In hexane at -23℃; | 98% |
With (-)-η5-(pentamethylcyclopentadienyl)-η5-(2-((2-hydroxy-2,2-diphenylethyl)oxymethyl)pyrrolyl)iron In toluene Ambient temperature; | 94% |
Conditions | Yield |
---|---|
With (1R,3S,4S)-2-<(R)-1-phenylethyl>-2-azabicyclo<2.2.1>heptane-3-exo-methanethiol In hexane; toluene for 7h; Ambient temperature; | 100% |
cyclohexenone
diethylzinc
3-ethylcyclohexanone
Conditions | Yield |
---|---|
With copper(I) thiophene-2-carboxylate; chiral biphenol P-N ligand In diethyl ether | 100% |
With copper(II) bis(trifluoromethanesulfonate); (11aR)-(+)-10,11,12,13-tetrahydrodiindeno[7,1-de:1', 7'-fg][1,3,2]dioxaphosphocin-5-bis[(R)-1-phenylethyl]amine In toluene at 25℃; for 2h; Product distribution; Further Variations:; Reagents; Solvents; Temperatures; | 99% |
With copper(I) trifluoromethanesulfonate benzene; bis[(S,S)-H8-BINOL][(S)-BINOL]diphosphite In diethyl ether at -30℃; for 15h; | 99% |
diethylzinc
Conditions | Yield |
---|---|
With trimethylsilyl trifluoromethanesulfonate In diethyl ether at -78℃; for 1h; | 100% |
With trimethylsilyl trifluoromethanesulfonate In dichloromethane at -78℃; for 0.6h; | 90% |
Conditions | Yield |
---|---|
(1S)-1-(9-piperidylfluoren-9-yl)ethanol In hexane; toluene at 0℃; for 4h; Addition; | 100% |
Stage #1: diethylzinc In toluene at 0℃; for 0.5h; Inert atmosphere; Stage #2: 4-fluorobenzaldehyde In toluene at 0℃; for 6h; Inert atmosphere; Stage #3: With ammonium chloride In water; toluene at 0℃; Inert atmosphere; optical yield given as %ee; enantioselective reaction; | 92% |
Stage #1: diethylzinc With (Sa)-1-[2-diphenylhydroxymethyl-6-(trifluoromethyl)phenyl]-2-(1-pyrrolidinomethyl)-1H-pyrrole In hexane at 20℃; for 1h; Inert atmosphere; Stage #2: 4-fluorobenzaldehyde In hexane at 0℃; for 16h; Inert atmosphere; enantioselective reaction; | 91% |
Conditions | Yield |
---|---|
(1S)-1-(9-piperidylfluoren-9-yl)ethanol In hexane; toluene at 0℃; for 4h; Addition; | 100% |
Stage #1: diethylzinc With 2,2'-(propane-2,2-diyl)bis(6,6-dimethyl-5,6,7,8-tetrahydro-5,7-methanoquinoline-8,2-diyl)bis(diphenylmethanol) In toluene at 20℃; for 0.166667h; Inert atmosphere; Stage #2: m-Chlorobenzaldehyde In toluene at -20℃; for 57h; Inert atmosphere; enantioselective reaction; | 99% |
Stage #1: diethylzinc With (1'R,2R,3R)-1-(1'-phenylethyl)-2-phenyl-3-hydroxyazetidine In toluene at 20℃; for 0.333333h; Stage #2: m-Chlorobenzaldehyde In toluene at 20℃; for 29h; Inert atmosphere; enantioselective reaction; | 98% |
diethyl ethylidenemalonate
diethylzinc
sec-butyl-malonic acid diethyl ester
Conditions | Yield |
---|---|
With copper(II) bis(trifluoromethanesulfonate); (S)-(1,1'-binaphthalene)-2,2'-diylbis(diphenylphosphine) In hexane; toluene at 0℃; for 3h; | 100% |
With copper(II) bis(trifluoromethanesulfonate); triethyl phosphite In hexane; toluene -20 deg C and 20 min, 0 deg C; | 95% |
diethylzinc
1,3-diphenyl-propen-3-one
1,3-diphenylpentan-1-one
Conditions | Yield |
---|---|
With copper(I) trifluoromethanesulfonate benzene complex In diethyl ether; hexane at -20℃; for 22h; Michael addition; | 100% |
With copper(II) choride dihydrate; (o-hydroxyphenyl)diphenylphosphine In tetrahydrofuran at -20℃; for 2h; | 98% |
With 3,7-bis[(1'S,2'R)-2'-OH-1'-Me-2'-PhEt]-3,7-diaza-C7H12N2; bis(acetylacetonate)nickel(II) In hexane; acetonitrile at -30℃; for 16h; Addition; | 96% |
diethylzinc
3-methoxy-benzaldehyde
(1S)-1-(3-methoxyphenyl)propan-1-ol
Conditions | Yield |
---|---|
(1S)-1-(9-piperidylfluoren-9-yl)ethanol In hexane; toluene at 0℃; for 4h; Addition; | 100% |
Stage #1: diethylzinc In toluene at 0℃; for 0.5h; Stage #2: 3-methoxy-benzaldehyde In toluene at 0 - 20℃; for 48h; Reagent/catalyst; enantioselective reaction; | 99% |
With (3S,4S)-2,2-dimethyl-4-[N-(9'-phenylfluoren-9'-yl)amino]pentan-3-ol In hexane; toluene at 18℃; for 1h; Addition; | 97% |
Conditions | Yield |
---|---|
(1S)-1-(9-piperidylfluoren-9-yl)ethanol In hexane; toluene at 0℃; for 4h; Addition; | 100% |
Stage #1: diethylzinc With 2,2'-(propane-2,2-diyl)bis(6,6-dimethyl-5,6,7,8-tetrahydro-5,7-methanoquinoline-8,2-diyl)bis(diphenylmethanol) In toluene at 20℃; for 0.166667h; Inert atmosphere; Stage #2: m-tolyl aldehyde In toluene at -20℃; for 57h; Inert atmosphere; enantioselective reaction; | 95% |
Stage #1: m-tolyl aldehyde With (E,4R,5S)-N-allyl-5-cyclohexyl-5-hydroxy-4-morpholinopent-2-enamide In toluene at 20℃; for 0.333333h; Inert atmosphere; Stage #2: diethylzinc In hexane; toluene at 20℃; for 6h; Reagent/catalyst; Inert atmosphere; enantioselective reaction; | 95% |
4-tert-Butylbenzaldehyde
diethylzinc
1-(4-tert-butylphenyl)propan-1-ol
Conditions | Yield |
---|---|
With (R,R)-(2,4,6-Me3C6H2-CH=N-CH(Ph))2; (R)-(+)-3,3'-diphenyl-[1,1'-binaphthalene]-2,2'-diol In hexane; dichloromethane 1.) -78 deg C, 4 h, 2.) -20 deg, 1 h; | 100% |
With (1R,2R)-N,N'-bis[(2,4,6-trimethylphenyl)methylene]-1,2-cyclohexane-diamine; (R)-(+)-3,3'-diphenyl-[1,1'-binaphthalene]-2,2'-diol In hexane; dichloromethane at -78 - -20℃; for 5h; | 100% |
With titanium(IV) isopropylate at 80℃; for 1h; Time; Inert atmosphere; | 60 %Chromat. |
With magnesium chloride at 80℃; for 0.5h; Reagent/catalyst; Inert atmosphere; | 24.2 %Chromat. |
Conditions | Yield |
---|---|
With (R,R)-(2,4,6-Me3C6H2-CH=N-CH(Ph))2; (R)-(+)-3,3'-diphenyl-[1,1'-binaphthalene]-2,2'-diol In hexane; dichloromethane 1.) -78 deg C, 4 h, 2.) -20 deg, 1 h; | 100% |
With (1R,2R)-N,N'-bis[(2,4,6-trimethylphenyl)methylene]-1,2-cyclohexane-diamine; (R)-(+)-3,3'-diphenyl-[1,1'-binaphthalene]-2,2'-diol In hexane; dichloromethane at -78 - -20℃; for 5h; | 100% |
Stage #1: diethylzinc With titanium(IV) isopropylate; (1R,2R)-1,2-bis(3,5-dibromophenyl)ethane-1,2-diol In hexane; dichloromethane at 25℃; for 0.333333h; Inert atmosphere; Stage #2: 3-methoxy-benzaldehyde In hexane; dichloromethane at 0℃; for 24h; Reagent/catalyst; Inert atmosphere; | 53% |
diethylzinc
β-nitroacroleine dimethyl acetal
Conditions | Yield |
---|---|
With chiral PhP(OC(2-naphth)2CH(OCMe2O)CHC(2-naphth)22O); copper(II) bis(trifluoromethanesulfonate) In toluene at -30℃; Addition; | 100% |
With racemic 1,1'-bi(2-naphthol) based phosphoramidite; copper(II) bis(trifluoromethanesulfonate) In hexane; toluene at -45℃; for 3h; | 64% |
cyclohexenone
diethylzinc
(R)-3-ethylcyclohexanone
Conditions | Yield |
---|---|
With copper(I) thiophene-2-carboxylate; chiral binapthol P-N ligand In diethyl ether | 100% |
With copper(I) bromide dimethylsulfide complex; 2-(diphenylphosphanyl)benzoyl-L-valyl-L-valine methyl ester In diethyl ether at -30℃; for 2h; Product distribution; Further Variations:; Temperatures; Reagents; Solvents; | 98% |
With copper(I) trifluoromethanesulfonate benzene; [(2-PPh2)C6H4CH]-Val-Phe-NH-Bu In toluene at -30℃; for 6h; | 98% |
Conditions | Yield |
---|---|
Stage #1: diethylzinc; m-tolyl aldehyde With (1S,2R,3S,5S)-6,6-dimethyl-2-morpholinobicyclo[3.1.1]heptan-3-ol; (1R,2S,3R,5R)-6,6-dimethyl-2-morpholinobicyclo[3.1.1]heptan-3-ol In hexane at -15 - 0℃; for 18h; Inert atmosphere; Stage #2: With water; ammonium chloride In hexane at 0℃; optical yield given as %ee; enantioselective reaction; | 100% |
With 4-methyl-N-{[(1S,2S)-2-(pyrrolidin-1-yl)cyclohexyl]methyl}benzenesulfonamide In hexane at 0℃; for 24h; Inert atmosphere; optical yield given as %ee; enantioselective reaction; | 97% |
With titanium(IV) isopropylate In dichloromethane at 0℃; | 96% |
Conditions | Yield |
---|---|
With chiral binapthol P-N ligand; copper(II) bis(trifluoromethanesulfonate) In toluene | 100% |
With n-butyllithium; C21H29N2O(1+)*F6P(1-); copper(II) bis(trifluoromethanesulfonate) In diethyl ether at 20℃; for 1h; Inert atmosphere; optical yield given as %ee; enantioselective reaction; | 99% |
With copper(I) trifluoromethanesulfonate benzene; [(2-PPh2)C6H4CH]-Val-Phe-NH-Bu In toluene at -30℃; for 12h; | 98% |
diethylzinc
acetic anhydride
isobutyraldehyde
2-methyl-3-pentyl acetate
Conditions | Yield |
---|---|
Stage #1: diethylzinc; isobutyraldehyde With (Rp,S)-5-[C6H11-CH(Me)-N=C(Me)]-4-OH-[2.2]paracyclophane In hexane at 0℃; for 14h; Stage #2: acetic anhydride In hexane at 20℃; for 24h; Further stages.; | 100% |
Conditions | Yield |
---|---|
With bromine; N,N-dimethyl-formamide; zinc; palladium on activated charcoal In tetrahydrofuran; toluene at 20℃; for 17h; Fukuyama coupling reaction; | 100% |
With bromine; N,N-dimethyl-formamide; zinc; palladium on activated charcoal In tetrahydrofuran; toluene at 20℃; for 17h; Fukuyama coupling reaction; | 100% |
3,4 difluorobenzaldehyde
diethylzinc
(S)-1-(3,4-Difluoro-phenyl)-propan-1-ol
Conditions | Yield |
---|---|
With titanium(IV) isopropylate; N,N’-(1R,2R)-cyclohexane-1,2-diylbis(1,1,1-trifluoromethanesulfonamide) In toluene at -78℃; | 100% |
Stage #1: diethylzinc With titanium(IV) isopropylate; C48H34O4 In diethyl ether; hexane at 0℃; for 0.5h; Inert atmosphere; Stage #2: 3,4 difluorobenzaldehyde In diethyl ether; hexane at 20℃; for 5h; Inert atmosphere; optical yield given as %ee; enantioselective reaction; | 92% |
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