Our 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
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inquiryS)-3-Cyano-5-methyl hexanoic acid ethyl ester CAS:181289-39-4 Qingdao Belugas Import and Export Co., Ltd. is a scientific and technological company integrating research and development, production and trade of chemical intermediates, specializing i
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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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inquiryStorage: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:Common products:Sea/Air/Courier Dangerous Chem:Sea/Ai
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inquiryHangzhou 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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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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inquiryTianfu Chemical, built in 2009, is a professional supplier for API materials in China. With 10 years development, we have bulit our own factory and lab to produce a certain of products. And we have established stable business relationships with ma
Cas:181289-39-4
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inquiryProduct name: (S)-Ethyl 3-Cyano-5-Methylhexanoate CAS No.:181289-39-4 Molecule Formula:C10H17NO2 Molecule Weight:183.25 Purity: 98.0% Package: 25kg/drum Description:White to off-white powder Manufacture Standards:Enterprise Standard
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inquiryGMP standard, high purity, competitive price, in stock 1. Quick Response: within 6 hours after receiving your email. 2. Quality Guarantee: All products are strictly tested by our QC, confirmed by QA, and approved by a third-party lab in China, USA,
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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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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:181289-39-4
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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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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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inquiryhigh purity lowest priceAppearance:solid or liquid Storage:in sealed air resistant place Package:Foil bag; Drum; Plastic bottle Application:Pharma;Industry;Agricultural Transportation:by sea or air Port:Beijing or Guangzhou
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inquiryKONING PHARMCHEM CO., LTD. has committed itself to a strategy of providing a unique service for companies involved in the manufacture of pharmaceuticals, healthcare products, food, cosmetics and other fine chemicals. Our products including but not li
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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? We can also provide MT1 peptide powder2.
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inquiryfactory?direct?sale Application:Fine chemical intermediates, used as the main raw material for the synthesis of various pesticides, medicines, surfactants, polymer monomers, and antifungal agents
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inquiryfactory?direct?saleAppearance:White powder Storage:Sealed and preserved Package:200/Kilograms Application:healing drugs Transportation:By sea Port:Shanghai/tianjin
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inquiryStrong R&D strength and team We have a R&D team with around 30 R&D personnel.All of our employees have chemical backgrounds and have worked in the chemical industry for many years.Our laboratory can synthesize target products with wei
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inquiry99%, in stock Shanghai AngewChemCo., Ltd. is an innovative enterprise on fine chemicals and pharmaceuticals. Based on Shanghai R&D center and Hunan chemical manufacturing plant, we offer chemical research, process development, and large-scale
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inquiry5-methyl-2-hexenoic acid ethyl ester
(S)-3-cyano-5-methylhexanoic acid ethyl ester
Conditions | Yield |
---|---|
With 1-(9-methylanthracene)-((R)-(6-hydroxy-4-quinolinyl)phenoxymethyl-2-yl)-5-ethenyl-1-azabicyclo[2.2.2]octane In hexane; water at 20℃; for 15h; Michael Addition; Green chemistry; stereoselective reaction; | 93.4% |
(S)-3-cyano-5-methylhexanoic acid ethyl ester
Conditions | Yield |
---|---|
With hydrogenchloride; acetic acid In water at 80 - 110℃; | 80% |
(R,S)-3-cyano-5-methylhexanoic acid ethyl ester
(S)-3-cyano-5-methylhexanoic acid ethyl ester
Conditions | Yield |
---|---|
With sodium hydroxide; Candida antarctica lipase B In water at 15℃; pH=7.2; Aqueous phosphate buffer; Resolution of racemate; | 77% |
(E)-ethyl 3-cyano-5-methylhex-2-enoate
(S)-3-cyano-5-methylhexanoic acid ethyl ester
Conditions | Yield |
---|---|
With NADP In isopropyl alcohol at 30℃; for 96h; Enzymatic reaction; enantioselective reaction; | 68.8% |
With Citrobacter sp. N-ethylmaleimide reductase; NADPH; NADH In dimethyl sulfoxide at 30℃; for 22h; pH=7; Product distribution / selectivity; Enzymatic reaction; Aqueous phosphate buffer; | n/a |
With nicotinamide-dependent cyclohexenone reductase from Zymomonas mobilis; NADH In aq. buffer at 30℃; for 24h; pH=7.5; Reagent/catalyst; Green chemistry; Enzymatic reaction; stereoselective reaction; | n/a |
3-cyano-5-methyl-hex-3-enoic acid ethyl ester
B
(S)-3-cyano-5-methylhexanoic acid ethyl ester
Conditions | Yield |
---|---|
With hydrogen; (Z,Z)-cycloocta-1,5-diene(R,R-1,2-bis(2,5-diethylphospholanyl)benzene)rhodium(I) tetrafluoroborate In methanol at 55℃; under 5171.48 Torr; Product distribution; Further Variations:; Reagents; Temperatures; Pressures; |
A
3-(S)-cyano-5-methyl-hexanoic acid
B
(S)-3-cyano-5-methylhexanoic acid ethyl ester
Conditions | Yield |
---|---|
With water; sodium chloride In dimethyl sulfoxide at 88 - 135℃; for 20.5h; | A n/a B n/a |
(S)-3-cyano-5-methylhexanoic acid ethyl ester
Conditions | Yield |
---|---|
With water; sodium chloride In toluene at 75 - 85℃; for 2h; Heating / reflux; |
L-leucine
(S)-3-cyano-5-methylhexanoic acid ethyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: sodium nitrite; sulfuric acid; potassium bromide / water / 6.5 h / -14 - 20 °C 2.1: thionyl chloride / cyclohexane / 13 h / 60 - 80 °C / Inert atmosphere 2.2: 25 °C / Inert atmosphere 3.1: phosphorus pentoxide / 80 °C / 12 Torr 4.1: sodium hydride / N,N-dimethyl-formamide; paraffin oil (nujol) / 10 - 25 °C 5.1: potassium chloride / water; dimethyl sulfoxide / 4 h / 150 - 160 °C View Scheme | |
Multi-step reaction with 7 steps 1.1: sodium nitrite; sulfuric acid; potassium bromide / water / 6.5 h / -14 - 20 °C 2.1: thionyl chloride / cyclohexane / 13 h / 60 - 80 °C / Inert atmosphere 2.2: 25 °C / Inert atmosphere 3.1: phosphorus pentoxide / 80 °C / 12 Torr 4.1: sodium hydride / N,N-dimethyl-formamide; paraffin oil (nujol) / 10 - 25 °C 5.1: potassium chloride / water; dimethyl sulfoxide / 4 h / 150 - 160 °C 6.1: sodium ethanolate / ethanol / 25 - 85 °C 7.1: sodium hydroxide / Candida antarctica lipase B / water / 15 °C / pH 7.2 / Aqueous phosphate buffer; Resolution of racemate View Scheme |
(S)-2-bromo-4-methylpentanoic acid
(S)-3-cyano-5-methylhexanoic acid ethyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: thionyl chloride / cyclohexane / 13 h / 60 - 80 °C / Inert atmosphere 1.2: 25 °C / Inert atmosphere 2.1: phosphorus pentoxide / 80 °C / 12 Torr 3.1: sodium hydride / N,N-dimethyl-formamide; paraffin oil (nujol) / 10 - 25 °C 4.1: potassium chloride / water; dimethyl sulfoxide / 4 h / 150 - 160 °C View Scheme | |
Multi-step reaction with 6 steps 1.1: thionyl chloride / cyclohexane / 13 h / 60 - 80 °C / Inert atmosphere 1.2: 25 °C / Inert atmosphere 2.1: phosphorus pentoxide / 80 °C / 12 Torr 3.1: sodium hydride / N,N-dimethyl-formamide; paraffin oil (nujol) / 10 - 25 °C 4.1: potassium chloride / water; dimethyl sulfoxide / 4 h / 150 - 160 °C 5.1: sodium ethanolate / ethanol / 25 - 85 °C 6.1: sodium hydroxide / Candida antarctica lipase B / water / 15 °C / pH 7.2 / Aqueous phosphate buffer; Resolution of racemate View Scheme |
ethyl 2-cyano-4-methylpentanoate
(S)-3-cyano-5-methylhexanoic acid ethyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: sodium hydride / N,N-dimethyl-formamide; paraffin oil (nujol) / 10 - 50 °C / Inert atmosphere 1.2: 20 °C / Inert atmosphere 2.1: dimethyl sulfoxide / 4 h / 150 - 160 °C 3.1: sodium hydroxide / Candida antarctica lipase B / water / 15 °C / pH 7.2 / Aqueous phosphate buffer; Resolution of racemate View Scheme | |
Multi-step reaction with 3 steps 1.1: sodium hydride / 1,2-dimethoxyethane; paraffin oil (nujol) / 10 - 50 °C 1.2: 20 °C 2.1: dimethyl sulfoxide / 4 h / 150 - 160 °C 3.1: sodium hydroxide / Candida antarctica lipase B / water / 15 °C / pH 7.2 / Aqueous phosphate buffer; Resolution of racemate View Scheme |
(S)-3-cyano-5-methylhexanoic acid ethyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: dicyclohexyl-carbodiimide / dichloromethane / 13 h / 0 - 25 °C 2: sodium ethanolate / ethanol / 25 - 85 °C 3: sodium hydroxide / Candida antarctica lipase B / water / 15 °C / pH 7.2 / Aqueous phosphate buffer; Resolution of racemate View Scheme |
(S)-3-cyano-2-ethoxycarbonyl-5-methyl-hexanoic acid ethyl ester
(S)-3-cyano-5-methylhexanoic acid ethyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: potassium chloride / water; dimethyl sulfoxide / 4 h / 150 - 160 °C 2: sodium ethanolate / ethanol / 25 - 85 °C 3: sodium hydroxide / Candida antarctica lipase B / water / 15 °C / pH 7.2 / Aqueous phosphate buffer; Resolution of racemate View Scheme |
(S)-3-cyano-2-ethoxycarbonyl-5-methyl-hexanoic acid ethyl ester
B
(S)-3-cyano-5-methylhexanoic acid ethyl ester
Conditions | Yield |
---|---|
With potassium chloride In water; dimethyl sulfoxide at 150 - 160℃; for 4h; | A n/a B n/a |
(2S)-2-bromo-4-methylpentanamide
(S)-3-cyano-5-methylhexanoic acid ethyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: phosphorus pentoxide / 80 °C / 12 Torr 2: sodium hydride / N,N-dimethyl-formamide; paraffin oil (nujol) / 10 - 25 °C 3: potassium chloride / water; dimethyl sulfoxide / 4 h / 150 - 160 °C View Scheme | |
Multi-step reaction with 5 steps 1: phosphorus pentoxide / 80 °C / 12 Torr 2: sodium hydride / N,N-dimethyl-formamide; paraffin oil (nujol) / 10 - 25 °C 3: potassium chloride / water; dimethyl sulfoxide / 4 h / 150 - 160 °C 4: sodium ethanolate / ethanol / 25 - 85 °C 5: sodium hydroxide / Candida antarctica lipase B / water / 15 °C / pH 7.2 / Aqueous phosphate buffer; Resolution of racemate View Scheme |
(2S)-2-bromo-4-methylpentanenitrile
(S)-3-cyano-5-methylhexanoic acid ethyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: sodium hydride / N,N-dimethyl-formamide; paraffin oil (nujol) / 10 - 25 °C 2: potassium chloride / water; dimethyl sulfoxide / 4 h / 150 - 160 °C View Scheme | |
Multi-step reaction with 4 steps 1: sodium hydride / N,N-dimethyl-formamide; paraffin oil (nujol) / 10 - 25 °C 2: potassium chloride / water; dimethyl sulfoxide / 4 h / 150 - 160 °C 3: sodium ethanolate / ethanol / 25 - 85 °C 4: sodium hydroxide / Candida antarctica lipase B / water / 15 °C / pH 7.2 / Aqueous phosphate buffer; Resolution of racemate View Scheme |
ethyl 3-carbamoyl-5-methylhexanoate
(S)-3-cyano-5-methylhexanoic acid ethyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: thionyl chloride / 13 h / 80 °C 2: sodium hydroxide / Candida antarctica lipase B / water / 15 °C / pH 7.2 / Aqueous phosphate buffer; Resolution of racemate View Scheme |
diethyl 2-cyano-2-isobutylsuccinate
(S)-3-cyano-5-methylhexanoic acid ethyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: dimethyl sulfoxide / 4 h / 150 - 160 °C 2: sodium hydroxide / Candida antarctica lipase B / water / 15 °C / pH 7.2 / Aqueous phosphate buffer; Resolution of racemate View Scheme |
(S)-3-cyano-5-methylhexanoic acid ethyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: thionyl chloride / cyclohexane / 13 h / 60 - 80 °C / Inert atmosphere 1.2: 25 °C / Inert atmosphere 2.1: thionyl chloride / 13 h / 80 °C 3.1: sodium hydroxide / Candida antarctica lipase B / water / 15 °C / pH 7.2 / Aqueous phosphate buffer; Resolution of racemate View Scheme |
isopentanoyl chloride
(S)-3-cyano-5-methylhexanoic acid ethyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: toluene; acetonitrile / 4 h / 100 - 105 °C 2.1: n-butyllithium / hexane; tetrahydrofuran / 0.5 h / 0 °C 2.2: 0 - 20 °C 3.1: NADH; NADPH; Citrobacter sp. N-ethylmaleimide reductase / dimethyl sulfoxide / 22 h / 30 °C / pH 7 / Enzymatic reaction; Aqueous phosphate buffer View Scheme | |
Multi-step reaction with 3 steps 1.1: toluene; acetonitrile / 4 h / 100 - 105 °C 2.1: n-butyllithium / hexane; tetrahydrofuran / 0.5 h / 0 °C 2.2: 0 - 20 °C 3.1: NADH; NADPH; Lycopersicon esculentum 12-oxophytodienoate reductase / dimethyl sulfoxide / 22 h / 30 °C / pH 7 / Enzymatic reaction; Aqueous phosphate buffer View Scheme |
isopentanoyl chloride
B
(S)-3-cyano-5-methylhexanoic acid ethyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: toluene; acetonitrile / 4 h / 100 - 105 °C 2.1: n-butyllithium / hexane; tetrahydrofuran / 0.5 h / 0 °C 2.2: 0 - 20 °C 3.1: NADPH; recombinant OPR1 reductase (tomato) / dimethyl sulfoxide / 45 h / 30 °C / pH 7 / Enzymatic reaction; Aqueous phosphate buffer View Scheme |
4-methyl-2-pentanone
(S)-3-cyano-5-methylhexanoic acid ethyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: sodium hydride / tetrahydrofuran / 0.33 h / 5 - 15 °C / Inert atmosphere 1.2: 19 h / 15 - 25 °C 1.3: pH 6 2.1: tetramethyl ammoniumhydroxide / hexane; water / 0.67 h / 5 - 15 °C / Inert atmosphere 2.2: 2.5 h / 5 - 10 °C 3.1: tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl-formamide / 15 h / 70 °C / Inert atmosphere 4.1: NADH; NADPH; Citrobacter sp. N-ethylmaleimide reductase / dimethyl sulfoxide / 22 h / 30 °C / pH 7 / Enzymatic reaction; Aqueous phosphate buffer View Scheme | |
Multi-step reaction with 4 steps 1.1: sodium hydride / tetrahydrofuran / 0.33 h / 5 - 15 °C / Inert atmosphere 1.2: 19 h / 15 - 25 °C 1.3: pH 6 2.1: tetramethyl ammoniumhydroxide / hexane; water / 0.67 h / 5 - 15 °C / Inert atmosphere 2.2: 2.5 h / 5 - 10 °C 3.1: tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl-formamide / 15 h / 70 °C / Inert atmosphere 4.1: NADH; NADPH; Lycopersicon esculentum 12-oxophytodienoate reductase / dimethyl sulfoxide / 22 h / 30 °C / pH 7 / Enzymatic reaction; Aqueous phosphate buffer View Scheme | |
Multi-step reaction with 4 steps 1.1: sodium hydride / tetrahydrofuran / 0.33 h / 5 - 15 °C / Inert atmosphere 1.2: 19 h / 15 - 25 °C 1.3: pH 6 2.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.5 h / 0 - 10 °C / Inert atmosphere 2.2: 1.5 h / 0 - 10 °C 3.1: tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl-formamide / 15 h / 70 °C / Inert atmosphere 4.1: NADH; NADPH; Lycopersicon esculentum 12-oxophytodienoate reductase / dimethyl sulfoxide / 22 h / 30 °C / pH 7 / Enzymatic reaction; Aqueous phosphate buffer View Scheme |
4-methyl-2-pentanone
B
(S)-3-cyano-5-methylhexanoic acid ethyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: sodium hydride / tetrahydrofuran / 0.33 h / 5 - 15 °C / Inert atmosphere 1.2: 19 h / 15 - 25 °C 1.3: pH 6 2.1: tetramethyl ammoniumhydroxide / hexane; water / 0.67 h / 5 - 15 °C / Inert atmosphere 2.2: 2.5 h / 5 - 10 °C 3.1: tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl-formamide / 15 h / 70 °C / Inert atmosphere 4.1: NADPH; recombinant OPR1 reductase (tomato) / dimethyl sulfoxide / 45 h / 30 °C / pH 7 / Enzymatic reaction; Aqueous phosphate buffer View Scheme | |
Multi-step reaction with 4 steps 1.1: sodium hydride / tetrahydrofuran / 0.33 h / 5 - 15 °C / Inert atmosphere 1.2: 19 h / 15 - 25 °C 1.3: pH 6 2.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.5 h / 0 - 10 °C / Inert atmosphere 2.2: 1.5 h / 0 - 10 °C 3.1: tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl-formamide / 15 h / 70 °C / Inert atmosphere 4.1: NADPH; recombinant OPR1 reductase (tomato) / dimethyl sulfoxide / 45 h / 30 °C / pH 7 / Enzymatic reaction; Aqueous phosphate buffer View Scheme | |
Multi-step reaction with 4 steps 1.1: sodium hydride / tetrahydrofuran; mineral oil / 0 - 20 °C 1.2: 19 h / 0 - 20 °C 2.1: tetramethyl ammoniumhydroxide / water; hexane / 0.67 h / 5 - 15 °C / Inert atmosphere 2.2: 2.5 h / 5 - 10 °C / Inert atmosphere 3.1: tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl-formamide / 15 h / 70 °C / Inert atmosphere 4.1: Saccharomyces pastorianus old yellow enzyme, isoenzyme OYE3; NADH / aq. buffer / 24 h / 30 °C / pH 7.5 / Green chemistry; Enzymatic reaction View Scheme |
5-methyl-3-oxo-hexanoic acid ethyl ester
(S)-3-cyano-5-methylhexanoic acid ethyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.5 h / 0 - 10 °C / Inert atmosphere 1.2: 1.5 h / 0 - 10 °C 2.1: tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl-formamide / 15 h / 70 °C / Inert atmosphere 3.1: NADH; NADPH; Lycopersicon esculentum 12-oxophytodienoate reductase / dimethyl sulfoxide / 22 h / 30 °C / pH 7 / Enzymatic reaction; Aqueous phosphate buffer View Scheme | |
Multi-step reaction with 3 steps 1.1: tetramethyl ammoniumhydroxide / hexane; water / 0.67 h / 5 - 15 °C / Inert atmosphere 1.2: 2.5 h / 5 - 10 °C 2.1: tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl-formamide / 15 h / 70 °C / Inert atmosphere 3.1: NADH; NADPH; Citrobacter sp. N-ethylmaleimide reductase / dimethyl sulfoxide / 22 h / 30 °C / pH 7 / Enzymatic reaction; Aqueous phosphate buffer View Scheme | |
Multi-step reaction with 3 steps 1.1: tetramethyl ammoniumhydroxide / hexane; water / 0.67 h / 5 - 15 °C / Inert atmosphere 1.2: 2.5 h / 5 - 10 °C 2.1: tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl-formamide / 15 h / 70 °C / Inert atmosphere 3.1: NADH; NADPH; Lycopersicon esculentum 12-oxophytodienoate reductase / dimethyl sulfoxide / 22 h / 30 °C / pH 7 / Enzymatic reaction; Aqueous phosphate buffer View Scheme |
5-methyl-3-oxo-hexanoic acid ethyl ester
B
(S)-3-cyano-5-methylhexanoic acid ethyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.5 h / 0 - 10 °C / Inert atmosphere 1.2: 1.5 h / 0 - 10 °C 2.1: tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl-formamide / 15 h / 70 °C / Inert atmosphere 3.1: NADPH; recombinant OPR1 reductase (tomato) / dimethyl sulfoxide / 45 h / 30 °C / pH 7 / Enzymatic reaction; Aqueous phosphate buffer View Scheme | |
Multi-step reaction with 3 steps 1.1: tetramethyl ammoniumhydroxide / hexane; water / 0.67 h / 5 - 15 °C / Inert atmosphere 1.2: 2.5 h / 5 - 10 °C 2.1: tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl-formamide / 15 h / 70 °C / Inert atmosphere 3.1: NADPH; recombinant OPR1 reductase (tomato) / dimethyl sulfoxide / 45 h / 30 °C / pH 7 / Enzymatic reaction; Aqueous phosphate buffer View Scheme | |
Multi-step reaction with 3 steps 1.1: tetramethyl ammoniumhydroxide / water; hexane / 0.67 h / 5 - 15 °C / Inert atmosphere 1.2: 2.5 h / 5 - 10 °C / Inert atmosphere 2.1: tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl-formamide / 15 h / 70 °C / Inert atmosphere 3.1: Saccharomyces pastorianus old yellow enzyme, isoenzyme OYE3; NADH / aq. buffer / 24 h / 30 °C / pH 7.5 / Green chemistry; Enzymatic reaction View Scheme |
3-methylbutanoyl cyanide
(S)-3-cyano-5-methylhexanoic acid ethyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: n-butyllithium / hexane; tetrahydrofuran / 0.5 h / 0 °C 1.2: 0 - 20 °C 2.1: NADH; NADPH; Citrobacter sp. N-ethylmaleimide reductase / dimethyl sulfoxide / 22 h / 30 °C / pH 7 / Enzymatic reaction; Aqueous phosphate buffer View Scheme | |
Multi-step reaction with 2 steps 1.1: n-butyllithium / hexane; tetrahydrofuran / 0.5 h / 0 °C 1.2: 0 - 20 °C 2.1: NADH; NADPH; Lycopersicon esculentum 12-oxophytodienoate reductase / dimethyl sulfoxide / 22 h / 30 °C / pH 7 / Enzymatic reaction; Aqueous phosphate buffer View Scheme |
3-methylbutanoyl cyanide
B
(S)-3-cyano-5-methylhexanoic acid ethyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: n-butyllithium / hexane; tetrahydrofuran / 0.5 h / 0 °C 1.2: 0 - 20 °C 2.1: NADPH; recombinant OPR1 reductase (tomato) / dimethyl sulfoxide / 45 h / 30 °C / pH 7 / Enzymatic reaction; Aqueous phosphate buffer View Scheme |
(S)-3-cyano-5-methylhexanoic acid ethyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl-formamide / 15 h / 70 °C / Inert atmosphere 2: NADH; NADPH; Lycopersicon esculentum 12-oxophytodienoate reductase / dimethyl sulfoxide / 22 h / 30 °C / pH 7 / Enzymatic reaction; Aqueous phosphate buffer View Scheme | |
Multi-step reaction with 2 steps 1: tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl-formamide / 70 °C 2: NADP / isopropyl alcohol / 96 h / 30 °C / Enzymatic reaction View Scheme |
B
(S)-3-cyano-5-methylhexanoic acid ethyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl-formamide / 15 h / 70 °C / Inert atmosphere 2: NADPH; recombinant OPR1 reductase (tomato) / dimethyl sulfoxide / 45 h / 30 °C / pH 7 / Enzymatic reaction; Aqueous phosphate buffer View Scheme |
(Z)-ethyl 3-cyano-5-methylhex-2-enoate
(S)-3-cyano-5-methylhexanoic acid ethyl ester
Conditions | Yield |
---|---|
With Lycopersicon esculentum 12-oxophytodienoate reductase; NADPH; NADH In dimethyl sulfoxide at 30℃; for 22h; pH=7; Product distribution / selectivity; Enzymatic reaction; Aqueous phosphate buffer; | |
With NADP In isopropyl alcohol at 30℃; for 96h; Enzymatic reaction; enantioselective reaction; | n/a |
(Z)-ethyl 3-cyano-5-methylhex-2-enoate
B
(S)-3-cyano-5-methylhexanoic acid ethyl ester
Conditions | Yield |
---|---|
With recombinant OPR1 reductase (tomato); NADPH In dimethyl sulfoxide at 30℃; for 45h; pH=7; Enzymatic reaction; Aqueous phosphate buffer; | A n/a B n/a |
propan-1-ol
(S)-3-cyano-5-methylhexanoic acid ethyl ester
(S)-propyl 3-cyano-5-methylhexanoate
Conditions | Yield |
---|---|
With hydrogenchloride In water for 24h; Reflux; | 99% |
(S)-3-cyano-5-methylhexanoic acid ethyl ester
(S)-4-isobutyl-pyrrolidin-2-one
Conditions | Yield |
---|---|
With 5%-palladium/activated carbon; hydrogen In ethanol at 25℃; under 37503.8 Torr; for 6h; Reagent/catalyst; Temperature; Autoclave; Green chemistry; | 97.2% |
methanol
(S)-3-cyano-5-methylhexanoic acid ethyl ester
Conditions | Yield |
---|---|
With hydrogenchloride In water for 24h; Reflux; | 73% |
(S)-3-cyano-5-methylhexanoic acid ethyl ester
pregabilin
Conditions | Yield |
---|---|
Stage #1: (S)-3-cyano-5-methylhexanoic acid ethyl ester With potassium hydroxide; water In ethanol at 20 - 25℃; for 1.5h; Stage #2: With hydrogen; sponge nickel In ethanol; water under 2585.81 Torr; for 19h; Stage #3: With acetic acid In ethanol; water at 0 - 75℃; | |
Multi-step reaction with 3 steps 1: potassium hydroxide; water / 6 h / 25 °C 2: hydrogen / Raney Nickel / water / 30 °C 3: acetic acid / ethanol / 35 °C / pH 7.5 View Scheme | |
Stage #1: (S)-3-cyano-5-methylhexanoic acid ethyl ester With potassium hydroxide In Isopropyl acetate; water at 20℃; for 1h; Stage #2: With hydrogen; nickel In Isopropyl acetate; water for 5h; | |
Multi-step reaction with 2 steps 1: 5%-palladium/activated carbon; hydrogen / ethanol / 6 h / 25 °C / 37503.8 Torr / Autoclave; Green chemistry 2: sodium hydroxide; ethanol / 5 h / 40 °C / Green chemistry View Scheme |
(S)-3-cyano-5-methylhexanoic acid ethyl ester
Conditions | Yield |
---|---|
With potassium hydroxide; water at 25℃; for 4h; | |
With water; potassium hydroxide at 25℃; for 6h; | |
With potassium hydroxide In ethanol at 20 - 25℃; for 5h; | 4.8 g |
(S)-3-cyano-5-methylhexanoic acid ethyl ester
pregabalin potassium salt
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: potassium hydroxide; water / 6 h / 25 °C 2: hydrogen / Raney Nickel / water / 30 °C View Scheme |
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