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 services. DayangChem can provide different quantities of custom synthesis ch
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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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inquiryOur company was built in 2009 with an ISO certificate.In the past 6 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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inquiryWe are leading fine chemicals supplier in China and we had established stable business relationships with Samsung,LG,Merck,Thermo Fisher Scientific and so on.Our main business covers the fields below: 1.Noble Metal Catalysts (Pt.Pd...) 2.Orga
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inquiryOur Advantage Rich Experience Our products are sold all over Europe,North&South America, Sino-East, Asia and pacific area as well as Africa,we establish long term. Quality service Company cooperates with research institutes. We strictly con
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inquiryVINYL ACCA CAS:159622-10-3 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 organic intermediates
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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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inquiryBest quality & Attractive price & Professional service; Trial & Pilot & Commercial Hisunny Chemical is a leading manufacturer and supplier of chemicals in China. We develop produce and distribute high quality intermediates, specia
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inquiryOur company has been in existence for 10 years since its establishment. We have our own unique team. The company integrates independent research and development, production and sales. We have established famous brands at home and abroad. At present
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inquiryTriumph has the complete production of G- KG - MT service chain,we can make the new technology into productivity quickly in the research and development of new products. Main Service 1.Own made fine chemical products 2.Out sourcing and quality c
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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
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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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inquiryHANGZHOU THINK CHEMICAL CO., LTD. (THINKCHEM) is an integrative corporation of trade, research and contract manufacture. With about ten years of business experiences on the marketing & distribution, thinkchem specializes in exp
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inquiryShandong Mopai Biotechnology Co., LTD is a leading manufacturer and supplier of chemicals in China. We develop produce and distribute high quality pharmaceuticals, intermediates, special chemicals and OLED intermediates and other fine chemicals. W
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inquiryProduct Name: VINYL ACCA Synonyms: VINYL ACCA;VINYL ACCA A.K.A (1R,2S) N-BOC-1-AMINO-2-VINYL CYC;1R,2S)-1-[(tert-Butoxycarbonyl)amino]-2-vinylcyclopr…Appearance:Solid powder Storage:Sealed,light and oxygen resistant Package:aluminum foil bag,carton
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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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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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inquiry1, High quality with competitive price:2, Fast and safe delivery3.Excellent pre-sales and after-sales service4. Well-trained and professional technologist and sales with rich experience in the field for 5-10 yearsAppearance:see detailed specification
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inquiryStock products, own laboratory Package:Grams, Kilograms Application:For R&D Transportation:According to customer request Port:Shanghai
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inquiryLower price, sample is available,SDS test documents are available,large stock in warehouseAppearance:White powder Storage:Sealed and preserved Package:200/Kilograms Application:Fine chemical intermediates, used as the main raw material for the synthe
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inquiry1.A strong technical force and advanced processing equipments. The quality of the products has been strictly inspected and all kinds of index have reached or exceeded domestic and international standards.2. Now we have established long-term stable re
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Our clients, like BASF,CHEMO,Brenntag,ASR,Evonik,Merck and etc.Appearance:COA Storage:in stock Application:MSDS/TDS
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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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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
(1R,2S)-1-tert-butoxycarbonylamino-2-vinyl-cyclopropanecarboxylic acid methyl ester
(1R,2S)-1-(tert-butoxycarbonylamino)-2-vinylcyclopropanecarboxylic acid
Conditions | Yield |
---|---|
Stage #1: (1R,2S)-1-tert-butoxycarbonylamino-2-vinyl-cyclopropanecarboxylic acid methyl ester With lithium hydroxide; water In tetrahydrofuran; methanol at 20℃; for 19h; Stage #2: With hydrogenchloride In tetrahydrofuran; methanol; water pH=1; | 100% |
With lithium hydroxide monohydrate; water In tetrahydrofuran; methanol at 45℃; | 98% |
With potassium hydroxide In methanol |
(1R,2S)-1-(tert-butoxycarbonylamino)-2-vinylcyclopropanecarboxylic acid
Conditions | Yield |
---|---|
With acetic acid In water; ethyl acetate at 0℃; for 0.5h; | 100% |
With acetic acid In water; ethyl acetate at 0℃; for 0.5h; | 100% |
With acetic acid In water; ethyl acetate at 3℃; for 0.5h; | 472 mg |
di-tert-butyl dicarbonate
(1R,2S)-1-(tert-butoxycarbonylamino)-2-vinylcyclopropanecarboxylic acid
Conditions | Yield |
---|---|
Stage #1: di-tert-butyl dicarbonate; (1R,2S)-2-vinyl-1-aminocyclopropanecarboxylic acid With triethylamine In water; acetone at 20℃; for 20h; Stage #2: With citric acid In water pH=2 - 3; | 100% |
With triethylamine In water; acetone at 20℃; for 20h; | 100% |
With triethylamine In water; acetone at 20℃; for 20h; | 100% |
With sodium hydroxide In dichloromethane; water at 20 - 25℃; for 16h; pH=9.5 - 10; pH-value; | 8.97 g |
di-tert-butyl dicarbonate
(1R,2S)-1-(tert-butoxycarbonylamino)-2-vinylcyclopropanecarboxylic acid
Conditions | Yield |
---|---|
With acetic acid In water; ethyl acetate at 0℃; for 0.5h; | 99.5% |
N-Boc-(1R,2S)-1-amino-2-vinylcyclopropane carboxylic acid ethyl ester
(1R,2S)-1-(tert-butoxycarbonylamino)-2-vinylcyclopropanecarboxylic acid
Conditions | Yield |
---|---|
With sulfuric acid In water pH=2; | 99% |
With water; lithium hydroxide In tetrahydrofuran; methanol at 0 - 20℃; | 99% |
With water; lithium hydroxide In tetrahydrofuran; methanol at 0 - 20℃; | 99% |
methyl N-Boc-(1R,2S)-1-amino-2-vinylcyclopropane-carboxylate tosylate
(1R,2S)-1-(tert-butoxycarbonylamino)-2-vinylcyclopropanecarboxylic acid
Conditions | Yield |
---|---|
Stage #1: methyl N-Boc-(1R,2S)-1-amino-2-vinylcyclopropane-carboxylate tosylate With sodium hydroxide In tetrahydrofuran; water at 20 - 50℃; for 72h; Stage #2: With hydrogenchloride In water | 98% |
With water; sodium hydroxide In tetrahydrofuran at 20 - 50℃; for 72h; | 98% |
di-tert-butyl dicarbonate
sodium (1S,2S)-2-vinyl-1-carbamoylcyclopropanecarboxylate
(1R,2S)-1-(tert-butoxycarbonylamino)-2-vinylcyclopropanecarboxylic acid
Conditions | Yield |
---|---|
Stage #1: sodium (1S,2S)-2-vinyl-1-carbamoylcyclopropanecarboxylate With hypochloric acid In tetrahydrofuran; water at 0 - 60℃; for 3h; Stage #2: di-tert-butyl dicarbonate In tetrahydrofuran; water at 26℃; for 3h; Stage #3: With hydrogenchloride In tetrahydrofuran; water pH=3; | 70% |
dimethyl 2-vinylcyclopropane-1,1-dicarboxylate
(1R,2S)-1-(tert-butoxycarbonylamino)-2-vinylcyclopropanecarboxylic acid
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 2: Et3N, NaN3, ClCOOEt 3: Heating 4: aq. KOH / methanol View Scheme |
(1S,2S)-1-Azidocarbonyl-2-vinyl-cyclopropanecarboxylic acid methyl ester
(1R,2S)-1-(tert-butoxycarbonylamino)-2-vinylcyclopropanecarboxylic acid
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: Heating 2: aq. KOH / methanol View Scheme |
(1S,2S)-1-carbomethoxy-2-vinylcyclopropane-1-carboxylic acid
(1R,2S)-1-(tert-butoxycarbonylamino)-2-vinylcyclopropanecarboxylic acid
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: Et3N, NaN3, ClCOOEt 2: Heating 3: aq. KOH / methanol View Scheme |
di-tert-butyl dicarbonate
(1R,2S)-1-(tert-butoxycarbonylamino)-2-vinylcyclopropanecarboxylic acid
Conditions | Yield |
---|---|
Stage #1: (1R,2S)-1-amino-2-vinylcyclopropane carboxylic acid methyl ester tosylate salt; di-tert-butyl dicarbonate With sodium hydroxide; water In tetrahydrofuran at 18 - 22℃; for 96h; Stage #2: With hydrogenchloride; water at 0℃; pH=3 - 4; |
(1R,2S)-1-(tert-butoxycarbonylamino)-2-vinylcyclopropanecarboxylic acid
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: acetonitrile / 1 h / 20 °C / Resolution of racemate 2.1: sodium hydroxide / toluene; water 3.1: hypochloric acid / water; tetrahydrofuran / 3 h / 0 - 60 °C 3.2: 3 h / 26 °C 3.3: pH 3 View Scheme |
(1S,2S)-2-vinyl-1-carbamoylcyclopropanecarboxylic acid (S)-N-benzyl-1-phenylethylamine salt
(1R,2S)-1-(tert-butoxycarbonylamino)-2-vinylcyclopropanecarboxylic acid
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: sodium hydroxide / toluene; water 2.1: hypochloric acid / water; tetrahydrofuran / 3 h / 0 - 60 °C 2.2: 3 h / 26 °C 2.3: pH 3 View Scheme |
(1R,2S)-1-(tert-butoxycarbonylamino)-2-vinylcyclopropanecarboxylic acid
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: triethylamine / water; acetone / 20 h / 25 °C 1.2: 21 h / 0 - 25 °C 2.1: acetic acid / water; ethyl acetate / 0.5 h / 3 °C View Scheme |
di-tert-butyl dicarbonate
(1R,2S)-1-(tert-butoxycarbonylamino)-2-vinylcyclopropanecarboxylic acid
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: triethylamine / water; acetone / 20 h / 25 °C 1.2: 21 h / 0 - 25 °C 2.1: acetic acid / water; ethyl acetate / 0.5 h / 3 °C View Scheme | |
Multi-step reaction with 3 steps 1: tert-butyl methyl ether / 2 h / 20 °C 2: sodium hydroxide; Alcalase / dimethyl sulfoxide / 72 h / 40 °C / pH Ca.8 3: lithium hydroxide / tetrahydrofuran; water; methanol / 1 h / 20 °C View Scheme | |
Multi-step reaction with 3 steps 1.1: 20 °C / Heating / reflux 2.1: savinase 16.0L / dimethyl sulfoxide / 18 h / 40 °C / pH 8.5 / Heps.Na buffer 2.2: pH 2 3.1: lithium hydroxide; water / tetrahydrofuran; methanol / 20 °C View Scheme |
(1R,2S)/(1S,2R) 1-amino-2-vinylcyclopropane carboxylic acid ethyl ester
(1R,2S)-1-(tert-butoxycarbonylamino)-2-vinylcyclopropanecarboxylic acid
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: tert-butyl methyl ether / 2 h / 20 °C 2: sodium hydroxide; Alcalase / dimethyl sulfoxide / 72 h / 40 °C / pH Ca.8 3: lithium hydroxide / tetrahydrofuran; water; methanol / 1 h / 20 °C View Scheme | |
Multi-step reaction with 3 steps 1.1: 20 °C / Heating / reflux 2.1: savinase 16.0L / dimethyl sulfoxide / 18 h / 40 °C / pH 8.5 / Heps.Na buffer 2.2: pH 2 3.1: lithium hydroxide; water / tetrahydrofuran; methanol / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1: 20 °C / Heating / reflux 2: lithium hydroxide; water / tetrahydrofuran; methanol / 20 °C View Scheme |
(E)-ethyl 1-(benzylideneamino)-2-vinylcyclopropanecarboxylate
(1R,2S)-1-(tert-butoxycarbonylamino)-2-vinylcyclopropanecarboxylic acid
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: hydrogenchloride / ethyl acetate / 2 h 2: tert-butyl methyl ether / 2 h / 20 °C 3: sodium hydroxide; Alcalase / dimethyl sulfoxide / 72 h / 40 °C / pH Ca.8 4: lithium hydroxide / tetrahydrofuran; water; methanol / 1 h / 20 °C View Scheme | |
Multi-step reaction with 4 steps 1.1: hydrogenchloride; water / tert-butyl methyl ether / 2 h / 20 °C 1.2: 0 °C / pH 14 2.1: 20 °C / Heating / reflux 3.1: savinase 16.0L / dimethyl sulfoxide / 18 h / 40 °C / pH 8.5 / Heps.Na buffer 3.2: pH 2 4.1: lithium hydroxide; water / tetrahydrofuran; methanol / 20 °C View Scheme | |
Multi-step reaction with 3 steps 1.1: hydrogenchloride; water / tert-butyl methyl ether / 2 h / 20 °C 1.2: pH 14 2.1: 20 °C / Heating / reflux 3.1: lithium hydroxide; water / tetrahydrofuran; methanol / 20 °C View Scheme |
(1R,2S)-ethyl 1-(tert-butoxycarbonylamino)-2-vinylcyclopropanecarboxylate
(1R,2S)-1-(tert-butoxycarbonylamino)-2-vinylcyclopropanecarboxylic acid
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: sodium hydroxide; Alcalase / dimethyl sulfoxide / 72 h / 40 °C / pH Ca.8 2: lithium hydroxide / tetrahydrofuran; water; methanol / 1 h / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1: sodium hydroxide; Alcalase / dimethyl sulfoxide / 25 h / 40 °C 2: lithium hydroxide; water / tetrahydrofuran; methanol / 20 °C View Scheme |
C21H21NO2
(1R,2S)-1-(tert-butoxycarbonylamino)-2-vinylcyclopropanecarboxylic acid
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: hydrogenchloride; water / diethyl ether / 3.5 h / 20 °C 2.1: 20 °C / Heating / reflux 3.1: savinase 16.0L / dimethyl sulfoxide / 18 h / 40 °C / pH 8.5 / Heps.Na buffer 3.2: pH 2 4.1: lithium hydroxide; water / tetrahydrofuran; methanol / 20 °C View Scheme | |
Multi-step reaction with 3 steps 1: hydrogenchloride; water / diethyl ether / 3.5 h / 20 °C 2: 20 °C / Heating / reflux 3: lithium hydroxide; water / tetrahydrofuran; methanol / 20 °C View Scheme |
(1R,2S)-1-(tert-butoxycarbonylamino)-2-vinylcyclopropanecarboxylic acid
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: hydrogenchloride; water / tert-butyl methyl ether; toluene / 2 h / 20 °C 1.2: 0 °C / pH 14 2.1: tert-butyl methyl ether / 20 °C / Heating / reflux 3.1: sodium hydroxide / savinase 16.0 L / water; dimethyl sulfoxide / 66.66 h / 35 - 48 °C / pH 8.5 - 9 / Resolution of racemate; sodium borate buffer; Enzymatic reaction 4.1: methanol; lithium hydroxide; water / tetrahydrofuran / 20 °C 4.3: pH 4 View Scheme |
(1R,2S)-1-(tert-butoxycarbonylamino)-2-vinylcyclopropanecarboxylic acid
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: tert-butyl methyl ether / 20 °C / Heating / reflux 2.1: sodium hydroxide / savinase 16.0 L / water; dimethyl sulfoxide / 66.66 h / 35 - 48 °C / pH 8.5 - 9 / Resolution of racemate; sodium borate buffer; Enzymatic reaction 3.1: methanol; lithium hydroxide; water / tetrahydrofuran / 20 °C 3.3: pH 4 View Scheme | |
Multi-step reaction with 3 steps 1.1: tert-butyl methyl ether; toluene / 20 °C / Heating / reflux 2.1: esperase 8.0L / water; dimethyl sulfoxide / 90 h / 40 °C / pH 8.5 / Heps*Na buffer; Enzymatic reaction; Resolution of racemate 3.1: lithium hydroxide; water / tetrahydrofuran; methanol / 20 °C 3.2: pH 4 View Scheme | |
Multi-step reaction with 3 steps 1.1: tert-butyl methyl ether; toluene / 20 °C / Heating / reflux 2.1: sodium hydroxide; alcalase 2.4L; water / dimethyl sulfoxide / 86.66 h / 26 - 40 °C / pH 8.0 - 8.5 / Resolution of racemate; Enzymatic reaction; Aqueous phosphate buffer 3.1: lithium hydroxide; water / tetrahydrofuran; methanol / 20 °C 3.2: pH 4 View Scheme |
(1R,2S)-1-(tert-butoxycarbonylamino)-2-vinylcyclopropanecarboxylic acid
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: savinase 16.0L / dimethyl sulfoxide / 18 h / 40 °C / pH 8.5 / Heps.Na buffer 1.2: pH 2 2.1: lithium hydroxide; water / tetrahydrofuran; methanol / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1.1: sodium hydroxide / savinase 16.0 L / water; dimethyl sulfoxide / 66.66 h / 35 - 48 °C / pH 8.5 - 9 / Resolution of racemate; sodium borate buffer; Enzymatic reaction 2.1: methanol; lithium hydroxide; water / tetrahydrofuran / 20 °C 2.3: pH 4 View Scheme | |
Multi-step reaction with 2 steps 1.1: esperase 8.0L / water; dimethyl sulfoxide / 90 h / 40 °C / pH 8.5 / Heps*Na buffer; Enzymatic reaction; Resolution of racemate 2.1: lithium hydroxide; water / tetrahydrofuran; methanol / 20 °C 2.2: pH 4 View Scheme | |
Multi-step reaction with 2 steps 1.1: sodium hydroxide; alcalase 2.4L; water / dimethyl sulfoxide / 86.66 h / 26 - 40 °C / pH 8.0 - 8.5 / Resolution of racemate; Enzymatic reaction; Aqueous phosphate buffer 2.1: lithium hydroxide; water / tetrahydrofuran; methanol / 20 °C 2.2: pH 4 View Scheme |
cyclopropanesulphonamide
(1R,2S)-1-(tert-butoxycarbonylamino)-2-vinylcyclopropanecarboxylic acid
tert-butyl ((1R,2S)-1-{[(cyclopropylsulfonyl)amino]carbonyl}-2-vinylcyclopropyl)carbamate
Conditions | Yield |
---|---|
With 1,1'-carbonyldiimidazole at 20℃; Reflux; | 100% |
Stage #1: (1R,2S)-1-(tert-butoxycarbonylamino)-2-vinylcyclopropanecarboxylic acid With 1,1'-carbonyldiimidazole In tetrahydrofuran for 0.833333h; Heating / reflux; Stage #2: cyclopropanesulphonamide With 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran at 20℃; for 20h; | 92% |
Stage #1: (1R,2S)-1-(tert-butoxycarbonylamino)-2-vinylcyclopropanecarboxylic acid With 1,1'-carbonyldiimidazole In tetrahydrofuran for 0.833333h; Heating / reflux; Stage #2: cyclopropanesulphonamide With 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran for 20h; | 92% |
1-benzylcyclo-propylsulfonamide
(1R,2S)-1-(tert-butoxycarbonylamino)-2-vinylcyclopropanecarboxylic acid
C21H28N2O5S
Conditions | Yield |
---|---|
Stage #1: (1R,2S)-1-(tert-butoxycarbonylamino)-2-vinylcyclopropanecarboxylic acid With 1,1'-carbonyldiimidazole In tetrahydrofuran for 1.5h; Heating / reflux; Stage #2: 1-benzylcyclo-propylsulfonamide With 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran at 20℃; for 72h; | 100% |
Stage #1: (1R,2S)-1-(tert-butoxycarbonylamino)-2-vinylcyclopropanecarboxylic acid With 1,1'-carbonyldiimidazole In tetrahydrofuran for 1.5h; Heating / reflux; Stage #2: 1-benzylcyclo-propylsulfonamide With 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran at 20℃; for 72h; | 100% |
(1R,2S)-1-(tert-butoxycarbonylamino)-2-vinylcyclopropanecarboxylic acid
Conditions | Yield |
---|---|
Stage #1: (1R,2S)-1-(tert-butoxycarbonylamino)-2-vinylcyclopropanecarboxylic acid With methanesulfonic acid In dichloromethane at 25℃; for 3h; Stage #2: With triethylamine In dichloromethane at 25℃; for 0.5h; | 100% |
(1R,2S)-1-(tert-butoxycarbonylamino)-2-vinylcyclopropanecarboxylic acid
C18H28N2O5S
Conditions | Yield |
---|---|
Stage #1: (1R,2S)-1-(tert-butoxycarbonylamino)-2-vinylcyclopropanecarboxylic acid With 1,1'-carbonyldiimidazole In tetrahydrofuran at 78℃; for 0.75h; Stage #2: 1-cyclopropylmethyl-cyclopropanesulfonic acid amide With 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran at 20℃; for 14h; | 98% |
Stage #1: (1R,2S)-1-(tert-butoxycarbonylamino)-2-vinylcyclopropanecarboxylic acid With 1,1'-carbonyldiimidazole In tetrahydrofuran at 78℃; for 0.75h; Stage #2: 1-cyclopropylmethyl-cyclopropanesulfonic acid amide With 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran at 20℃; for 14h; | 98% |
N,N-dimethylsulfamide
(1R,2S)-1-(tert-butoxycarbonylamino)-2-vinylcyclopropanecarboxylic acid
C13H23N3O5S
Conditions | Yield |
---|---|
Stage #1: (1R,2S)-1-(tert-butoxycarbonylamino)-2-vinylcyclopropanecarboxylic acid With 1,1'-carbonyldiimidazole In tetrahydrofuran at 20℃; for 3h; Stage #2: N,N-dimethylsulfamide With 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran at 20℃; for 15h; | 97% |
1-(Fluoro methyl)cyclopropane-1-sulfonamide
(1R,2S)-1-(tert-butoxycarbonylamino)-2-vinylcyclopropanecarboxylic acid
tert-butyl (1R,2S)-1-(1-(fluoromethyl)cyclopropylsulfonylcarbamoyl)-2-vinylcyclopropylcarbamate
Conditions | Yield |
---|---|
Stage #1: (1R,2S)-1-(tert-butoxycarbonylamino)-2-vinylcyclopropanecarboxylic acid With 1,1'-carbonyldiimidazole In N,N-dimethyl-formamide at 55℃; for 4h; Stage #2: 1-(Fluoro methyl)cyclopropane-1-sulfonamide With 1,8-diazabicyclo[5.4.0]undec-7-ene In N,N-dimethyl-formamide at 55℃; for 18h; | 96% |
Stage #1: (1R,2S)-1-(tert-butoxycarbonylamino)-2-vinylcyclopropanecarboxylic acid With 1,8-diazabicyclo[5.4.0]undec-7-ene; 1,1'-carbonyldiimidazole In N,N-dimethyl-formamide at 55℃; for 4h; Stage #2: 1-(Fluoro methyl)cyclopropane-1-sulfonamide In N,N-dimethyl-formamide at 55℃; for 18h; | 96% |
With hydrogenchloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1,1'-carbonyldiimidazole In N,N-dimethyl-formamide |
1-(Fluoro methyl)cyclopropane-1-sulfonamide
1,8-diazabicyclo[5.4.0]undec-7-ene
1,1'-carbonyldiimidazole
(1R,2S)-1-(tert-butoxycarbonylamino)-2-vinylcyclopropanecarboxylic acid
tert-butyl (1R,2S)-1-(1-(fluoromethyl)cyclopropylsulfonylcarbamoyl)-2-vinylcyclopropylcarbamate
Conditions | Yield |
---|---|
With hydrogenchloride In N,N-dimethyl-formamide | 96% |
With hydrogenchloride In N,N-dimethyl-formamide | 96% |
methanol
(1R,2S)-1-(tert-butoxycarbonylamino)-2-vinylcyclopropanecarboxylic acid
(1R,2S)-1-tert-butoxycarbonylamino-2-vinyl-cyclopropanecarboxylic acid methyl ester
Conditions | Yield |
---|---|
With diazomethyl-trimethyl-silane In hexane; toluene at 20℃; for 0.5h; | 92% |
sulfamic acid 1-methyl-cyclopropyl ester
(1R,2S)-1-(tert-butoxycarbonylamino)-2-vinylcyclopropanecarboxylic acid
(1R,2S)-[2-vinyl-1-(1-methylcyclopropoxysulfonylaminocarbonyl)cyclopropyl]carbamic acid tert-butyl ester
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine; HATU In dichloromethane at 20℃; for 72h; | 88% |
(1R,2S)-1-(tert-butoxycarbonylamino)-2-vinylcyclopropanecarboxylic acid
tert-butyl ((1R,2S)-1-{[(cyclopropylsulfonyl)amino]carbonyl}-2-vinylcyclopropyl)carbamate
Conditions | Yield |
---|---|
With CDI; 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran | 87% |
(1R,2S)-1-(tert-butoxycarbonylamino)-2-vinylcyclopropanecarboxylic acid
diazomethyl-trimethyl-silane
(1R,2S)-1-tert-butoxycarbonylamino-2-vinyl-cyclopropanecarboxylic acid methyl ester
Conditions | Yield |
---|---|
In methanol; diethyl ether; toluene at 25℃; for 0.5h; | 84% |
benzoic acid hydrazide
(1R,2S)-1-(tert-butoxycarbonylamino)-2-vinylcyclopropanecarboxylic acid
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine; HATU In dichloromethane at 20℃; for 3.5h; | 83% |
N-cyclohexyl-cyclohexanamine
(1R,2S)-1-(tert-butoxycarbonylamino)-2-vinylcyclopropanecarboxylic acid
Conditions | Yield |
---|---|
In ethyl acetate at 20℃; for 20h; | 80% |
In ethyl acetate at 0 - 20℃; for 21h; | 11.5 g |
In ethyl acetate at 20℃; for 20h; | 11.5 g |
1-methylcyclopropane-1-sulfonamide
(1R,2S)-1-(tert-butoxycarbonylamino)-2-vinylcyclopropanecarboxylic acid
tert-butyl [(1R,2S)-2-ethenyl-1-{[(1-methylcyclopropyl)sulfonyl]carbamoyl}cyclopropyl]carbamate
Conditions | Yield |
---|---|
Stage #1: (1R,2S)-1-(tert-butoxycarbonylamino)-2-vinylcyclopropanecarboxylic acid With 1,1'-carbonyldiimidazole In tetrahydrofuran at 85℃; for 0.5h; Stage #2: 1-methylcyclopropane-1-sulfonamide With 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran at 20℃; for 16h; | 79% |
Stage #1: (1R,2S)-1-(tert-butoxycarbonylamino)-2-vinylcyclopropanecarboxylic acid With 1,1'-carbonyldiimidazole In tetrahydrofuran for 1h; Inert atmosphere; Reflux; Stage #2: 1-methylcyclopropane-1-sulfonamide With 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran for 20h; Inert atmosphere; | 76% |
Stage #1: (1R,2S)-1-(tert-butoxycarbonylamino)-2-vinylcyclopropanecarboxylic acid With 1,1'-carbonyldiimidazole In tetrahydrofuran at 85℃; for 2h; Stage #2: 1-methylcyclopropane-1-sulfonamide With 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran at 75℃; | 74.2% |
(1R,2S)-1-(tert-butoxycarbonylamino)-2-vinylcyclopropanecarboxylic acid
(1R,2S)-ethyl 2-((tert-butoxycarbonyl)amino)[1,1′-bi(cyclopropane)]-2-carboxylate
Conditions | Yield |
---|---|
With diazomethane; palladium diacetate In diethyl ether at 20℃; for 19h; | 78% |
(1R,2S)-1-(tert-butoxycarbonylamino)-2-vinylcyclopropanecarboxylic acid
tert-butyl [(1R,2S)-2-ethenyl-1-{[(1-methylcyclopropyl)sulfonyl]carbamoyl}cyclopropyl]carbamate
Conditions | Yield |
---|---|
With CDI; 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran | 77% |
1-methylcyclopropane-1-sulfonamide
(1R,2S)-1-(tert-butoxycarbonylamino)-2-vinylcyclopropanecarboxylic acid
Conditions | Yield |
---|---|
Stage #1: (1R,2S)-1-(tert-butoxycarbonylamino)-2-vinylcyclopropanecarboxylic acid With 1,1'-carbonyldiimidazole In tetrahydrofuran at 20℃; for 2h; Reflux; Stage #2: 1-methylcyclopropane-1-sulfonamide With 1,8-diazabicyclo[5.4.0]undec-7-ene at 0 - 20℃; for 16h; | 65% |
benzenesulfonamide
(1R,2S)-1-(tert-butoxycarbonylamino)-2-vinylcyclopropanecarboxylic acid
tert-butyl (1R,2S)-1-{[(phenylsulfonyl)amino]carbonyl}-2-vinylcyclopropylcarbamate
Conditions | Yield |
---|---|
With 1,8-diazabicyclo[5.4.0]undec-7-ene; 1,1'-carbonyldiimidazole In tetrahydrofuran at 20℃; | 62% |
benzenesufonyl hydrazide
(1R,2S)-1-(tert-butoxycarbonylamino)-2-vinylcyclopropanecarboxylic acid
Conditions | Yield |
---|---|
With diisopropyl-carbodiimide In dichloromethane at 20℃; for 2h; | 60% |
(1R,2S)-1-(tert-butoxycarbonylamino)-2-vinylcyclopropanecarboxylic acid
(1R,2R)-1-(tert-butoxycarbonylamino)-2-ethylcyclopropanecarboxylic acid
Conditions | Yield |
---|---|
With 10 wt% Pd(OH)2 on carbon; hydrogen In tert-butyl methyl ether under 760.051 Torr; for 3h; | 49% |
With hydrogen; palladium hydroxide on carbon In tert-butyl methyl ether at 20℃; under 760.051 Torr; for 5h; Product distribution / selectivity; | 42% |
With hydrogen; palladium on activated charcoal |
1-ethyl cyclopropane-1-sulfonamide
(1R,2S)-1-(tert-butoxycarbonylamino)-2-vinylcyclopropanecarboxylic acid
1-ethyl-cyclopropanesulfonic acid [1(R)-N-Boc-amino-2(S)-vinyl-cyclopropanecarbonyl]-amide
Conditions | Yield |
---|---|
Stage #1: (1R,2S)-1-(tert-butoxycarbonylamino)-2-vinylcyclopropanecarboxylic acid With 1,1'-carbonyldiimidazole In tetrahydrofuran for 1h; Heating / reflux; Stage #2: 1-ethyl cyclopropane-1-sulfonamide With 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran at 20℃; Stage #3: With hydrogenchloride In tetrahydrofuran; water pH=1; | 32% |
(1R,2S)-1-(tert-butoxycarbonylamino)-2-vinylcyclopropanecarboxylic acid
Conditions | Yield |
---|---|
Stage #1: (1R,2S)-1-(tert-butoxycarbonylamino)-2-vinylcyclopropanecarboxylic acid With 1,1'-carbonyldiimidazole In tetrahydrofuran at 70℃; for 2h; Stage #2: With ammonia In tetrahydrofuran at 0 - 20℃; Further stages.; |
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