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inquiry[(1S)-3-Methyl-1-[[(2R)-2-methyloxiranyl]carbonyl]butyl]carbamic acid 1,1-dimethylethyl ester CAS No.:247068-82-2 Name: [(1S)-3-Methyl-1-[[(2R)-2-methyloxiranyl]carbonyl]but
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inquirychengdu and import and export trade co., LTD., who registered capital of 10 million yuan, nearly to $2 million, we have a pharmaceutical raw materials factory production of pharmaceutical raw materials, and a reagent r&d center, and we do res
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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 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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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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inquiryCarbaMic acid, N-[(1S)-3-Methyl-1-[[(2R)-2-Methyl-2-oxiranyl]carbonyl]butyl]-, 1,1-diMethylethyl ester CAS:247068-82-2 Qingdao Belugas Import and Export Co., Ltd. is a scientific and technological company integrating research and development, produ
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inquiryAppearance:white or light yellow crystalline powder 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
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inquiryCompany Introduction 1. Established in 2005, with two independent business divisions: Fine chemicals division; Pharmaceutical division. 2. Main product: Optical brightener Textile auxiliary Dye stuff Pigments
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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
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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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inquiryCarbaMic acid, N-[(1S)-3-Methyl-1-[[(2R)-2-Methyl-2-oxiranyl]carbonyl]butyl]-, 1,1-diMethylethyl esterAppearance:white powder Storage:Shading, sealed, dry place. Package:according to customers' requirements Application:pharmaceutical intermediates r
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inquiryProduct name: Tert-Butyl (S)-4-Methyl-1-((R)-2-Methyloxiran-2-yl)-1-Oxopentan-2-ylcarbamate CAS No.:247068-82-2 Molecule Formula:C14H25NO4 Molecule Weight:271.35 Purity: 99.0% Package: 25kg/drum Description:White powder Manufacture Standards:E
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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,
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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,
Shandong 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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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 an
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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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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 custom synthe
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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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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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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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inquirySuperior quality, moderate price & quick delivery. Appearance:white powder Storage:Stored in cool, dry and ventilation place; Away from fire and heat Package: 1g/bag, 5g/bag, 10g/bag, 100g/bag, 1kg/bag or as per your request Application: It is
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inquiryTAIHO Unique Advantages:1.We're factory2.Free samples available3.Commodity inspection can be done4.ISO9001,Kosher certifications5.10 years experiences Storage:Store in cool &dry place Package:aluminium foil bag/fiber can/plastic drum Application:comp
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inquiryJ&H CHEM is one of China's leading providers of integrated fine chemical services including offering, research and development, Custom manufacturing business, as well as other Value-added customer services, for diversified range products of chemicals
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inquiryC14H25NO4 247068-82-2CarbaMic acid, N-[(1S)-3-Methyl-1-[[(2R)-2-Methyl-2-oxiranyl]carbonyl]butyl]-, 1,1-diMethylethyl esterAppearance:white powder Storage:Keep in dry and cool condition Package:as needed Application:oled api edc Transportation:by ai
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inquiryFredchem focus on CRO/CMO business and its own R&D of API/Intermediates Package:Kilograms/MT Application:Pharmaceutical field Transportation:According to customer request Port:Shanghai
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inquirySpecifications CAS No.: 247068-82-2 MF: C14H25NO4 Place of Origin: Zhejiang, China (Mainland) Type: Syntheses Material Intermediates Purity: 99.0% Min Brand Name: Luyunjia Model Number: High Purity Application: Fine Chemical Intermedi
Cas:247068-82-2
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inquiryWe product this chemical more than 10 years . We are very experience to export it to many countries, Our superior & stable quality , competitive price gain warm reception from our customers. Application:Chemical intermediate
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inquirytert-butyl ((2S)-4-methyl-1-((2R)-2-methyloxirane-2-yl)-1-oxopentan-2-yl)carbamate
Conditions | Yield |
---|---|
With sulfur trioxide pyridine complex; N-ethyl-N,N-diisopropylamine In dimethyl sulfoxide at 20℃; Green chemistry; | 91% |
With sulfur trioxide pyridine complex; N-ethyl-N,N-diisopropylamine In dimethyl sulfoxide at 20℃; Cooling with ice; | 83.3% |
With Dess-Martin periodane In dichloromethane at 0℃; for 3h; Dess-Martin Oxidation; Inert atmosphere; | 46% |
With sodium hypochlorite; 2-azatricyclo[3.3.1.13,7]decan-2-ol; sodium hydrogencarbonate In water; toluene at 0℃; for 5h; | 5.96 g |
With Dess-Martin periodane In dichloromethane at 20℃; |
tert-butyl [(1S)-3-methyl-1-(2-methylpropyl)-2-oxobut-3-en-1-yl]carbamate
tert-butyl ((2S)-4-methyl-1-((2R)-2-methyloxirane-2-yl)-1-oxopentan-2-yl)carbamate
Conditions | Yield |
---|---|
With (R)-La-BINOL; triphenylphosphine; tert-butyl alcohol In toluene at 20℃; for 0.5h; Solvent; | 85% |
With dihydrogen peroxide; benzonitrile; N-ethyl-N,N-diisopropylamine In methanol at 0℃; | 57% |
With tetramethyl ammoniumhydroxide; urea hydrogen peroxide adduct In methanol; benzonitrile at -10℃; for 20h; Reagent/catalyst; Solvent; Inert atmosphere; stereoselective reaction; | 40% |
tert-butyl ((2S)-4-methyl-1-((2R)-2-methyloxirane-2-yl)-1-oxopentan-2-yl)carbamate
Conditions | Yield |
---|---|
With 1,8-diazabicyclo[5.4.0]undec-7-ene In tert-butyl methyl ether at 20℃; for 12h; | 84% |
With 1,8-diazabicyclo[5.4.0]undec-7-ene In tert-butyl methyl ether at 20℃; for 24h; Reagent/catalyst; Inert atmosphere; Large scale; diastereoselective reaction; | 79% |
tert-butyl N-[(2S)-1-(-2-methyloxirane-2-yl)-1-hydroxy-4-methylpentan-2-yl]carbamate
tert-butyl ((2S)-4-methyl-1-((2R)-2-methyloxirane-2-yl)-1-oxopentan-2-yl)carbamate
Conditions | Yield |
---|---|
With Dess-Martin periodane In dichloromethane at 0℃; for 10h; Inert atmosphere; | 52% |
With Dess-Martin periodane In dichloromethane at 0 - 20℃; Inert atmosphere; | |
With Dess-Martin periodane In acetonitrile at 0 - 30℃; for 3h; | 4.5 g |
tert-butyl [(1S)-3-methyl-1-(2-methylpropyl)-2-oxobut-3-en-1-yl]carbamate
B
tert-butyl ((2S)-4-methyl-1-((2R)-2-methyloxirane-2-yl)-1-oxopentan-2-yl)carbamate
Conditions | Yield |
---|---|
With dihydrogen peroxide; benzonitrile; N-ethyl-N,N-diisopropylamine at 0 - 4℃; for 43h; Alkaline aqueous solution; | A 28% B 48% |
With i-PrEtN; dihydrogen peroxide In methanol; water; benzonitrile at 0 - 4℃; for 43h; Yield given; Yields of byproduct given; | |
Stage #1: tert-butyl [(1S)-3-methyl-1-(2-methylpropyl)-2-oxobut-3-en-1-yl]carbamate With C28H34F6MnN6O6S2; acetic acid In acetonitrile for 0.0833333h; Inert atmosphere; Stage #2: With dihydrogen peroxide In acetonitrile at -20℃; for 2h; Inert atmosphere; optical yield given as %ee; enantioselective reaction; |
di-tert-butyl dicarbonate
tert-butyl ((2S)-4-methyl-1-((2R)-2-methyloxirane-2-yl)-1-oxopentan-2-yl)carbamate
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0 - 20℃; for 13h; | 39% |
(1-isobutyl-3-methyl-2-oxo-but-3-enyl)carbamic acid tert-butyl ester
tert-butyl ((2S)-4-methyl-1-((2R)-2-methyloxirane-2-yl)-1-oxopentan-2-yl)carbamate
Conditions | Yield |
---|---|
With 1,1,1-trifluoro-2-propanone; sodium hydrogencarbonate In water; acetonitrile at -10℃; Inert atmosphere; | 38% |
N-(tert-butoxycarbonyl)-L-leucine-N'-methoxy-N'-methylamide
tert-butyl ((2S)-4-methyl-1-((2R)-2-methyloxirane-2-yl)-1-oxopentan-2-yl)carbamate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 92 percent / diethyl ether / 2.5 h / -78 °C 2: H2O2, i-PrEtN / benzonitrile; H2O; methanol / 43 h / 0 - 4 °C View Scheme | |
Multi-step reaction with 2 steps 1: tetrahydrofuran / 6 h / 0 °C / Inert atmosphere 2: potassium peroxymonosulfate; 1,1,1-trifluoro-2-propanone; sodium hydrogencarbonate / water; acetonitrile / Inert atmosphere View Scheme | |
Multi-step reaction with 2 steps 1.1: tetrahydrofuran / 6 h / 0 - 25 °C 2.1: sodium hydrogencarbonate 2.2: trifluoroacetone 2.3: 1 h / -10 °C View Scheme |
N-tert-butoxycarbonyl-L-leucine
tert-butyl ((2S)-4-methyl-1-((2R)-2-methyloxirane-2-yl)-1-oxopentan-2-yl)carbamate
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine / dichloromethane / 3 h / 25 °C / Inert atmosphere 2: tetrahydrofuran / 6 h / 0 °C / Inert atmosphere 3: potassium peroxymonosulfate; 1,1,1-trifluoro-2-propanone; sodium hydrogencarbonate / water; acetonitrile / Inert atmosphere View Scheme | |
Multi-step reaction with 3 steps 1.1: triethylamine; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 1.2: 3 h / 25 °C 2.1: tetrahydrofuran / 6 h / 0 - 25 °C 3.1: sodium hydrogencarbonate 3.2: trifluoroacetone 3.3: 1 h / -10 °C View Scheme | |
Multi-step reaction with 3 steps 1.1: isobutyl chloroformate; 4-methyl-morpholine / dichloromethane / -10 - 20 °C 2.1: tert.-butyl lithium / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere 2.2: Inert atmosphere 3.1: N-ethyl-N,N-diisopropylamine; dihydrogen peroxide / methanol / 2 h View Scheme |
tert-butyl N-[(4S)-3-hydroxy-2,6-dimethylhept-1-en-4-yl]carbamate
tert-butyl ((2S)-4-methyl-1-((2R)-2-methyloxirane-2-yl)-1-oxopentan-2-yl)carbamate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 3 h / 0 °C 2: Dess-Martin periodane / dichloromethane / 0 - 20 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 2 steps 1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0 - 30 °C 2: Dess-Martin periodane / acetonitrile / 3 h / 0 - 30 °C View Scheme | |
Multi-step reaction with 2 steps 1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 3 h / 0 °C 2: Dess-Martin periodane / dichloromethane / 10 h / 0 °C / Inert atmosphere View Scheme |
tert-butyl ((2S)-4-methyl-1-((2R)-2-methyloxirane-2-yl)-1-oxopentan-2-yl)carbamate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: bis(acetylacetonate)oxovanadium; tert.-butylhydroperoxide / dichloromethane / 1 h / 0 °C / Inert atmosphere 2: Dess-Martin periodane / dichloromethane / 3 h / 0 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 2 steps 1: vanadium trisacetylacetonate; tert.-butylhydroperoxide / dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere; Green chemistry 2: N-ethyl-N,N-diisopropylamine; sulfur trioxide pyridine complex / dimethyl sulfoxide / 20 °C / Green chemistry View Scheme | |
Multi-step reaction with 2 steps 1: bis(acetylacetonate)oxovanadium; tert.-butylhydroperoxide / dichloromethane / 0 °C / Inert atmosphere 2: N-ethyl-N,N-diisopropylamine; sulfur trioxide pyridine complex / dimethyl sulfoxide / 20 °C / Cooling with ice View Scheme | |
Multi-step reaction with 2 steps 1: bis(acetylacetonate)oxovanadium; tert.-butylhydroperoxide / dichloromethane / 2 h / 0 °C 2: Dess-Martin periodane / dichloromethane / 20 °C View Scheme |
tert-butyl ((2S)-4-methyl-1-((2R)-2-methyloxirane-2-yl)-1-oxopentan-2-yl)carbamate
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: piperdinium acetate; piperidine / tetrahydrofuran / 8 h / 68 °C / Green chemistry 2: aluminum isopropoxide; isopropyl alcohol / toluene / 50 °C / Green chemistry 3: vanadium trisacetylacetonate; tert.-butylhydroperoxide / dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere; Green chemistry 4: N-ethyl-N,N-diisopropylamine; sulfur trioxide pyridine complex / dimethyl sulfoxide / 20 °C / Green chemistry View Scheme | |
Multi-step reaction with 4 steps 1: piperidine; piperidinyl acetate / tetrahydrofuran / 3 h / Reflux 2: aluminum isopropoxide / toluene; isopropyl alcohol / 20 - 50 °C 3: bis(acetylacetonate)oxovanadium; tert.-butylhydroperoxide / dichloromethane / 0 °C / Inert atmosphere 4: N-ethyl-N,N-diisopropylamine; sulfur trioxide pyridine complex / dimethyl sulfoxide / 20 °C / Cooling with ice View Scheme | |
Multi-step reaction with 4 steps 1: piperdinium acetate; piperidine / tetrahydrofuran / 12 h / 68 °C 2: aluminum isopropoxide; isopropyl alcohol / toluene / 3 h / 50 °C 3: tert.-butylhydroperoxide; tris(acetylacetonato)vanadium(III) / dichloromethane / 12 h / 0 - 20 °C 4: N-ethyl-N,N-diisopropylamine; sulfur trioxide pyridine complex / dimethyl sulfoxide / 6 h View Scheme |
N-tert-butoxycarbonyl-L-leucine
B
tert-butyl ((2S)-4-methyl-1-((2R)-2-methyloxirane-2-yl)-1-oxopentan-2-yl)carbamate
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: isobutyl chloroformate; 4-methyl-morpholine; triethylamine / dichloromethane / -20 - 20 °C / Inert atmosphere 2: tetrahydrofuran / 6 h / 0 - 5 °C / Inert atmosphere 3: sodium hypochlorite; pyridine / water / 2 h / -5 - 0 °C View Scheme | |
Multi-step reaction with 3 steps 1.1: Trimethylacetic acid / Isopropyl acetate / -10 - 0 °C 1.2: -10 - 25 °C 2.1: isopropylmagnesium chloride; magnesium / tetrahydrofuran; n-heptane / 3 h / -10 - 42 °C / Inert atmosphere 3.1: acetic acid; dihydrogen peroxide; C28H34F6MnN6O6S2 / acetonitrile / 2 h / -20 °C View Scheme |
N-(tert-butoxycarbonyl)-L-leucine-N'-methoxy-N'-methylamide
B
tert-butyl ((2S)-4-methyl-1-((2R)-2-methyloxirane-2-yl)-1-oxopentan-2-yl)carbamate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: tetrahydrofuran / 6 h / 0 - 5 °C / Inert atmosphere 2: sodium hypochlorite; pyridine / water / 2 h / -5 - 0 °C View Scheme |
tert-butyl N-[(2S)-1-(-2-methyloxirane-2-yl)-1-hydroxy-4-methylpentan-2-yl]carbamate
B
tert-butyl ((2S)-4-methyl-1-((2R)-2-methyloxirane-2-yl)-1-oxopentan-2-yl)carbamate
Conditions | Yield |
---|---|
With Dess-Martin periodane In acetonitrile at 5 - 20℃; Inert atmosphere; |
L-leucine
tert-butyl ((2S)-4-methyl-1-((2R)-2-methyloxirane-2-yl)-1-oxopentan-2-yl)carbamate
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: sodium hydroxide / water / 20 h / 25 - 30 °C 2.1: 4-methyl-morpholine; chloroformic acid ethyl ester / dichloromethane / 0.33 h / -15 - -10 °C / Inert atmosphere 2.2: 2 h / -15 - -10 °C 3.1: magnesium; iodine / tetrahydrofuran / 2.5 h / 50 - 55 °C / Inert atmosphere 3.2: 8.25 h / 0 - 30 °C 4.1: potassium carbonate; benzonitrile; dihydrogen peroxide / methanol / 6 h / 25 - 30 °C View Scheme |
di-tert-butyl dicarbonate
tert-butyl ((2S)-4-methyl-1-((2R)-2-methyloxirane-2-yl)-1-oxopentan-2-yl)carbamate
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: sodium hydroxide / water / 20 h / 25 - 30 °C 2.1: 4-methyl-morpholine; chloroformic acid ethyl ester / dichloromethane / 0.33 h / -15 - -10 °C / Inert atmosphere 2.2: 2 h / -15 - -10 °C 3.1: magnesium; iodine / tetrahydrofuran / 2.5 h / 50 - 55 °C / Inert atmosphere 3.2: 8.25 h / 0 - 30 °C 4.1: potassium carbonate; benzonitrile; dihydrogen peroxide / methanol / 6 h / 25 - 30 °C View Scheme |
tert-butyl [(1S)-3-methyl-1-(2-methylpropyl)-2-oxobut-3-en-1-yl]carbamate
B
tert-butyl ((2S)-4-methyl-1-((2R)-2-methyloxirane-2-yl)-1-oxopentan-2-yl)carbamate
Conditions | Yield |
---|---|
With dihydrogen peroxide; potassium hydroxide; N-(4-iodobenzyl)cinchoninium bromide at 0 - 4℃; Catalytic behavior; Reagent/catalyst; Temperature; Overall yield = 97 %; Overall yield = 131 g; Optical yield = 84 %ee; |
N-Boc-D-Leu
tert-butyl ((2S)-4-methyl-1-((2R)-2-methyloxirane-2-yl)-1-oxopentan-2-yl)carbamate
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: 1,1'-carbonyldiimidazole / tetrahydrofuran; tert-butyl methyl ether / 1 h / 0 - 5 °C 1.2: 1 h / 0 - 10 °C 2.1: 2-bromoprop-1-ene; magnesium / tetrahydrofuran / 0 - 50 °C / Inert atmosphere 3.1: acetic acid; dihydrogen peroxide / acetonitrile; water / 2 h / -20 - -10 °C 4.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / tert-butyl methyl ether / 12 h / 20 °C View Scheme | |
Multi-step reaction with 5 steps 1: tert-butyl methyl ether / 1.42 h / 0 - 5 °C / Inert atmosphere; Large scale 2: tert-butyl methyl ether / 1.5 h / 0 - 10 °C / Inert atmosphere; Large scale 3: magnesium; iodine / tetrahydrofuran; 2-methyltetrahydrofuran / 26 h / 40 - 45 °C / Inert atmosphere; Flow reactor; Large scale 4: dihydrogen peroxide; acetic acid; C30H36F6MnN6O6S2 / acetonitrile; water / 3.5 h / -20 - -15 °C / Inert atmosphere; Large scale 5: 1,8-diazabicyclo[5.4.0]undec-7-ene / tert-butyl methyl ether / 24 h / 20 °C / Inert atmosphere; Large scale View Scheme |
tert-butyl ((2S)-4-methyl-1-((2R)-2-methyloxirane-2-yl)-1-oxopentan-2-yl)carbamate
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 2-bromoprop-1-ene; magnesium / tetrahydrofuran / 0 - 50 °C / Inert atmosphere 2: acetic acid; dihydrogen peroxide / acetonitrile; water / 2 h / -20 - -10 °C 3: 1,8-diazabicyclo[5.4.0]undec-7-ene / tert-butyl methyl ether / 12 h / 20 °C View Scheme | |
Multi-step reaction with 3 steps 1: magnesium; iodine / tetrahydrofuran; 2-methyltetrahydrofuran / 26 h / 40 - 45 °C / Inert atmosphere; Flow reactor; Large scale 2: dihydrogen peroxide; acetic acid; C30H36F6MnN6O6S2 / acetonitrile; water / 3.5 h / -20 - -15 °C / Inert atmosphere; Large scale 3: 1,8-diazabicyclo[5.4.0]undec-7-ene / tert-butyl methyl ether / 24 h / 20 °C / Inert atmosphere; Large scale View Scheme |
tert-butyl ((2S)-4-methyl-1-((2R)-2-methyloxirane-2-yl)-1-oxopentan-2-yl)carbamate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: acetic acid; dihydrogen peroxide / acetonitrile; water / 2 h / -20 - -10 °C 2: 1,8-diazabicyclo[5.4.0]undec-7-ene / tert-butyl methyl ether / 12 h / 20 °C View Scheme |
(S)-tert-butyl (4-methyl-1-morpholino-1-oxopentan-2-yl)carbamate
B
tert-butyl ((2S)-4-methyl-1-((2R)-2-methyloxirane-2-yl)-1-oxopentan-2-yl)carbamate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: isopropylmagnesium chloride; magnesium / tetrahydrofuran; n-heptane / 3 h / -10 - 42 °C / Inert atmosphere 2: acetic acid; dihydrogen peroxide; C28H34F6MnN6O6S2 / acetonitrile / 2 h / -20 °C View Scheme |
tert-butyl ((2S)-4-methyl-1-((2R)-2-methyloxirane-2-yl)-1-oxopentan-2-yl)carbamate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: tert.-butylhydroperoxide; tris(acetylacetonato)vanadium(III) / dichloromethane / 12 h / 0 - 20 °C 2: N-ethyl-N,N-diisopropylamine; sulfur trioxide pyridine complex / dimethyl sulfoxide / 6 h View Scheme |
tert-butyl ((2S)-4-methyl-1-((2R)-2-methyloxirane-2-yl)-1-oxopentan-2-yl)carbamate
Conditions | Yield |
---|---|
With sulfur trioxide pyridine complex; N-ethyl-N,N-diisopropylamine In dimethyl sulfoxide for 6h; |
Boc-Leu-Cl
tert-butyl ((2S)-4-methyl-1-((2R)-2-methyloxirane-2-yl)-1-oxopentan-2-yl)carbamate
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: triethylamine / isopropyl alcohol 2: tetrahydrofuran / 19 h / -10 - 25 °C / Inert atmosphere; Large scale 3: sodium hypochlorite; pyridine / water / 4.75 h / -15 - -5 °C View Scheme |
[(R)-1-(Imidazole-1-carbonyl)-3-methyl-butyl]-carbamic acid tert-butyl ester
tert-butyl ((2S)-4-methyl-1-((2R)-2-methyloxirane-2-yl)-1-oxopentan-2-yl)carbamate
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: tert-butyl methyl ether / 1.5 h / 0 - 10 °C / Inert atmosphere; Large scale 2: magnesium; iodine / tetrahydrofuran; 2-methyltetrahydrofuran / 26 h / 40 - 45 °C / Inert atmosphere; Flow reactor; Large scale 3: dihydrogen peroxide; acetic acid; C30H36F6MnN6O6S2 / acetonitrile; water / 3.5 h / -20 - -15 °C / Inert atmosphere; Large scale 4: 1,8-diazabicyclo[5.4.0]undec-7-ene / tert-butyl methyl ether / 24 h / 20 °C / Inert atmosphere; Large scale View Scheme |
heptafluorobutyric Acid
tert-butyl ((2S)-4-methyl-1-((2R)-2-methyloxirane-2-yl)-1-oxopentan-2-yl)carbamate
Conditions | Yield |
---|---|
In dichloromethane at 0 - 23℃; for 2h; Inert atmosphere; | 94% |
trifluoroacetic acid
tert-butyl ((2S)-4-methyl-1-((2R)-2-methyloxirane-2-yl)-1-oxopentan-2-yl)carbamate
Conditions | Yield |
---|---|
In dichloromethane at 20℃; for 4h; | 88% |
With trifluoroacetic acid | |
In dichloromethane for 0.5h; Inert atmosphere; |
4-chlorobenzoyl chloride
tert-butyl ((2S)-4-methyl-1-((2R)-2-methyloxirane-2-yl)-1-oxopentan-2-yl)carbamate
C16H20BrNO3
Conditions | Yield |
---|---|
Stage #1: tert-butyl ((2S)-4-methyl-1-((2R)-2-methyloxirane-2-yl)-1-oxopentan-2-yl)carbamate With trifluoroacetic acid In dichloromethane at 25℃; for 1.5h; Stage #2: 4-chlorobenzoyl chloride With N-ethyl-N,N-diisopropylamine In chloroform at 25℃; for 16h; | 61% |
tert-butyl ((2S)-4-methyl-1-((2R)-2-methyloxirane-2-yl)-1-oxopentan-2-yl)carbamate
trichloroacetic acid
Conditions | Yield |
---|---|
In n-heptane; dichloromethane; tert-butyl methyl ether at 0 - 20℃; Inert atmosphere; | 36% |
tert-butyl ((2S)-4-methyl-1-((2R)-2-methyloxirane-2-yl)-1-oxopentan-2-yl)carbamate
C26H46N4O6
Conditions | Yield |
---|---|
Stage #1: tert-butyl ((2S)-4-methyl-1-((2R)-2-methyloxirane-2-yl)-1-oxopentan-2-yl)carbamate With trifluoroacetic acid In dichloromethane at 25℃; for 1h; Stage #2: C17H31N3O5 With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In dichloromethane at 25℃; for 12h; | 23% |
trifluoroacetic acid
tert-butyl ((2S)-4-methyl-1-((2R)-2-methyloxirane-2-yl)-1-oxopentan-2-yl)carbamate
tert-butyl ((2S)-4-methyl-1-((2R)-2-methyloxirane-2-yl)-1-oxopentan-2-yl)carbamate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 130 mg / PyBOP; DiPEA / CH2Cl2; dimethylformamide / 3 h View Scheme |
tert-butyl ((2S)-4-methyl-1-((2R)-2-methyloxirane-2-yl)-1-oxopentan-2-yl)carbamate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 27.3 percent / BOP; DiPEA / dimethylformamide / 3 h View Scheme |
tert-butyl ((2S)-4-methyl-1-((2R)-2-methyloxirane-2-yl)-1-oxopentan-2-yl)carbamate
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 27.3 percent / BOP; DiPEA / dimethylformamide / 3 h 2: 91 percent / TFA / CH2Cl2 / 0.5 h View Scheme |
tert-butyl ((2S)-4-methyl-1-((2R)-2-methyloxirane-2-yl)-1-oxopentan-2-yl)carbamate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 8.6 mg / BOP; DiPEA / CH2Cl2 / 1 h View Scheme |
tert-butyl ((2S)-4-methyl-1-((2R)-2-methyloxirane-2-yl)-1-oxopentan-2-yl)carbamate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 18.7 mg / PyBOP; DiPEA / CH2Cl2 / 1 h View Scheme |
tert-butyl ((2S)-4-methyl-1-((2R)-2-methyloxirane-2-yl)-1-oxopentan-2-yl)carbamate
(2S)-2-amino-4-methyl-1-[(2R)-2-methyloxiran-2-yl]pentan-1-one
Conditions | Yield |
---|---|
With trifluoroacetic acid at 20℃; for 0.0333333 - 0.333333h; | |
With trifluoroacetic acid In dichloromethane at 25℃; for 1.5h; Inert atmosphere; | |
With trifluoroacetic acid In dichloromethane at 0 - 20℃; for 1h; |
tert-butyl ((2S)-4-methyl-1-((2R)-2-methyloxirane-2-yl)-1-oxopentan-2-yl)carbamate
C16H20BrNO3
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: trifluoroacetic acid / dichloromethane / 1.5 h / 25 °C / Inert atmosphere 2: N-ethyl-N,N-diisopropylamine / dichloromethane / 16 h / 25 °C / Inert atmosphere View Scheme |
tert-butyl ((2S)-4-methyl-1-((2R)-2-methyloxirane-2-yl)-1-oxopentan-2-yl)carbamate
Carmaphycin A
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: trifluoroacetic acid / dichloromethane / 1.5 h / 25 °C / Inert atmosphere 2: benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / dichloromethane / 20 h / 25 °C / Inert atmosphere View Scheme |
tert-butyl ((2S)-4-methyl-1-((2R)-2-methyloxirane-2-yl)-1-oxopentan-2-yl)carbamate
Carmaphycin B
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: trifluoroacetic acid / dichloromethane / 1.5 h / 25 °C / Inert atmosphere 2: benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / dichloromethane / 15 h / 25 °C / Inert atmosphere View Scheme |
tert-butyl ((2S)-4-methyl-1-((2R)-2-methyloxirane-2-yl)-1-oxopentan-2-yl)carbamate
C40H53N5O7S
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: dichloromethane 2: N-ethyl-N,N-diisopropylamine; DEPBT / dichloromethane / 2 h View Scheme |
tert-butyl ((2S)-4-methyl-1-((2R)-2-methyloxirane-2-yl)-1-oxopentan-2-yl)carbamate
C44H61N7O8
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: dichloromethane 2: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 20 °C 3: dichloromethane / 4 h / 20 °C 4: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 20 °C View Scheme |
tert-butyl ((2S)-4-methyl-1-((2R)-2-methyloxirane-2-yl)-1-oxopentan-2-yl)carbamate
C42H55N5O8S
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: dichloromethane 2: N-ethyl-N,N-diisopropylamine; DEPBT / dichloromethane / 2 h 3: pyridine / 20 °C View Scheme |
tert-butyl ((2S)-4-methyl-1-((2R)-2-methyloxirane-2-yl)-1-oxopentan-2-yl)carbamate
C44H60N6O8S
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: dichloromethane 2: N-ethyl-N,N-diisopropylamine; DEPBT / dichloromethane / 2 h 3: N-ethyl-N,N-diisopropylamine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 20 °C View Scheme |
tert-butyl ((2S)-4-methyl-1-((2R)-2-methyloxirane-2-yl)-1-oxopentan-2-yl)carbamate
C37H58N6O9
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: dichloromethane 2.1: N-ethyl-N,N-diisopropylamine; DEPBT / dichloromethane / 0.5 h 2.2: 20 °C 3.1: sodium hydride / tetrahydrofuran / 0.5 h / 20 °C 3.2: 6 h / 20 °C View Scheme |
tert-butyl ((2S)-4-methyl-1-((2R)-2-methyloxirane-2-yl)-1-oxopentan-2-yl)carbamate
C43H58N6O8S
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: dichloromethane 2.1: DEPBT / dichloromethane / 2 h / 0 °C 2.2: 0 - 20 °C View Scheme |
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