(S)-5-BOC-5-AZASPIRO[2.4]HEPTANE-6-CARBOXYLIC ACID(We are one of a few suppliers that can offer custom synthesis service of this product) We are specialized in custom synthesis, chemical/pharmaceutical/ pesticides outsourcing and cont
Cas:1129634-44-1
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inquiryItems Standard Result Assay (Ursolic acid) 98%min 98.22% ----------------------------------------------------------------
Cas:1129634-44-1
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inquiry(S)-5-(tert-Butoxycarbonyl)-5-azaspiro[2.4]heptane-6-carboxylic acid CAS No.:1129634-44-1 Name: (S)-5-(tert-Butoxycarbonyl)-5-azaspiro[2.4]heptane-6-carboxylic acid Molecular Structure Molecular Formula: C12H19
Cas:1129634-44-1
Min.Order:1 Kilogram
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Type:Other
inquiry(S)-5-BOC-5-AZASPIRO[2.4]HEPTANE-6-CARBOXYLIC ACID Basic information Product Name: (S)-5-BOC-5-AZASPIRO[2.4]HEPTANE-6-CARBOXYLIC ACID Synonyms: (S)-5-BOC-5-AZASPIRO
Cas:1129634-44-1
Min.Order:1 Kilogram
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inquiryCangzhou Enke Pharma Tech Co.,ltd. is located in Cangzhou City, Hebei province ,where is a famous petroleum chemical industry city in China. Enke Pharma a high-tech enterprise ,and we are dedicated to developing and manufacturing new api, intermedi
Cas:1129634-44-1
Min.Order:1 Kilogram
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inquiryDayangChem exported this product to many countries and regions at best price. If you are looking for the material's manufacturer or supplier in China, DayangChem is your best choice. Pls contact with us freely for getting detailed product spe
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inquiryOur 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
Cas:1129634-44-1
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inquiryProduct Description Product website: http://www.finerchem.com/pro01en/id/947.html Product Name (S)-5-(tert-Butoxycarbonyl)-5-azaspiro[2.4]heptane-6-carboxylic acid
Cas:1129634-44-1
Min.Order:1 Gram
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inquiryCompetitive Price High Quality Fast Delivery custom-made Welcome to Henan Tianfu Chemical Co., Ltd. website. Our company engages in Sodium Tripolyphosphate (STPP) and Sodium Hexametabphosphate (SHMP) production; development of noble me
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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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inquiryOur Advantage: high quality with competitive price High quality standard: BP/USP/EP Enterprise standard All purity customized Fast and safe delivery We have reliable forwarder who can help us deliver our goods more fast and safe. We
Cas:1129634-44-1
Min.Order:10 Kilogram
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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 powd
Cas:1129634-44-1
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inquiryName: (S)-5-Boc-5-Azaspiro[2.4]heptane-6-carboxylic acid Synonyms: Ledipasvir Intermediate-3 CAS:1129634-44-1 Appearance: white powder Storage:Store in cool and dry place, away from sun light. Package: 25kgs/drum Application: Pharmaceutical Inte
Cas:1129634-44-1
Min.Order:1 Kilogram
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inquiry1. Guaranteed purity; 2. Large quantity in stock; 3. Largest manufacturer; 4. Best service after shipment with email; 5. High quality & competitive price; Appearance:White Crystalline Powder Storage:Store in sealed conta
Cas:1129634-44-1
Min.Order:10 Gram
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inquiry1.No Less 8 years exporting experience. Clients can 100% received goods 2.Lower Price with higher quality 3,Free sample 4,We are sincerely responsible for the "product quality" and "After Service" Upbio is Specialized
Cas:1129634-44-1
Min.Order:1 Kilogram
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inquiryHangzhou Huarong Pharm Co., Ltd. established since 2009 , has been always focusing on supplying products and services to our clients in the field of small molecule drug. Huarong Pharm has built platforms for the research, development and manufac
Cas:1129634-44-1
Min.Order:1 Gram
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Type:Lab/Research institutions
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 prese
Cas:1129634-44-1
Min.Order:1 Kilogram
FOB Price: $42.0 / 56.0
Type:Trading Company
inquiry(S)-5-BOC-5-AZASPIRO[2.4]HEPTANE-6-CARBOXYLIC ACID CAS:1129634-44-1 Qingdao Belugas Import and Export Co., Ltd. is a scientific and technological company integrating research and development, production and trade of chemical intermediates, specializ
Cas:1129634-44-1
Min.Order:1 Gram
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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
Cas:1129634-44-1
Min.Order:1 Kilogram
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inquiryWe are concentrating on the R&D and technical service of APIs and pharmaceutical intermediates Application:Pharmaceutical intermediate Port:Chinese main port
Cas:1129634-44-1
Min.Order:1 Kilogram
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Type:Trading Company
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
Cas:1129634-44-1
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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 qua
Cas:1129634-44-1
Min.Order:100 Gram
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Type:Lab/Research institutions
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
Cas:1129634-44-1
Min.Order:0 Metric Ton
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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
Cas:1129634-44-1
Min.Order:1 Gram
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Type:Lab/Research institutions
inquiryA substitute for perfluorooctanoic acid, mainly used as a surfactant, dispersant, additive, etc Appearance:White solid or Colorless liquid Purity:99.3 % We will ship the goods in a timely manner as required We can provide relevant documents acc
Cas:1129634-44-1
Min.Order:4 Kilogram
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Type:Lab/Research institutions
inquiryBoiling Point: 377.4±35.0 °C(Predicted) PKA: 4.04±0.20(Predicted) PSA: 66.84000 Density: 1.23±0.1 g/cm3(Predicted) LogP: 1.79850 Storage Temp.: 2-8°C Purity/Quality: 99% Appearance:white powder Storage:cool and dry
Cas:1129634-44-1
Min.Order:1 Gram
FOB Price: $6.0
Type:Trading Company
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
Cas:1129634-44-1
Min.Order:0
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inquiryMassive Chemical is certified with ISO9001 and ISO14001 manufacturer for this product. We will offer all documents as requirement for the materials which includes, Certificate of Analysis, Material Safety Data Sheet, and Method of Analysis and
Cas:1129634-44-1
Min.Order:1 Gram
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inquiryZibo Hangyu Biotechnology Development Co., Ltd is a leading manufacturer and supplier of chemicals in China. We develop produce and distribute high quality pharmaceuticals, intermediates, special chemicals and OLED intermediates and other fine chemi
Cas:1129634-44-1
Min.Order:10 Gram
FOB Price: $100.0
Type:Lab/Research institutions
inquiry(S)-5-BOC-5-AZASPIRO[2.4]HEPTANE-6-CARBOXYLIC ACIDAppearance:white powder Storage:Protected from light, stored hermetically and in a dry place Package:according to customers' requirements Application:Pharmaceutical Transportation:By air(EMS or EUB or
Cas:1129634-44-1
Min.Order:1 Gram
Negotiable
Type:Other
inquiry(6S)-5-tert-butyl 6-methyl 5-azaspiro[2.4]heptane-5,6-dicarboxylate
(6S)-(5-(tert-butoxycarbonyl))-5-azaspiro[2.4]heptane-6-carboxylic acid
Conditions | Yield |
---|---|
Stage #1: (6S)-5-tert-butyl 6-methyl 5-azaspiro[2.4]heptane-5,6-dicarboxylate With lithium hydroxide monohydrate; water In ethanol at 20℃; for 20h; Stage #2: With hydrogenchloride In water pH=2; Ice bath; | 100% |
With water; sodium hydroxide In ethanol for 24h; | 34% |
With water; lithium hydroxide In tetrahydrofuran; methanol at 60℃; for 16h; | |
With water; lithium hydroxide In tetrahydrofuran at 20℃; | 2.4 g |
(6S)-(5-(tert-butoxycarbonyl))-5-azaspiro[2.4]heptane-6-carboxylic acid
Conditions | Yield |
---|---|
With hydrogenchloride In Isopropyl acetate; water at 0℃; pH=3 - 4; | 100% |
di-tert-butyl dicarbonate
(6S)-(5-(tert-butoxycarbonyl))-5-azaspiro[2.4]heptane-6-carboxylic acid
Conditions | Yield |
---|---|
Stage #1: (S)-5-azaspiro[2.4]heptane-6-carboxylic acid D-di-p-methylbenzoyltartrate With hydrogenchloride In dichloromethane; water for 0.333333h; pH=2-3; Stage #2: di-tert-butyl dicarbonate With sodium hydroxide In dichloromethane; water at 0 - 50℃; pH=10-11; | 100% |
(6S)-1,1-dibromo-5-(tert-butoxycarbonyl)-5-azaspiro[2.4]heptane-6-carboxylic acid
(6S)-(5-(tert-butoxycarbonyl))-5-azaspiro[2.4]heptane-6-carboxylic acid
Conditions | Yield |
---|---|
With leaded bronze CuSn7Pb15 In methanol; N,N-dimethyl-formamide at 25℃; Reagent/catalyst; Solvent; Electrolysis; | 98% |
With N-methyl-N,N,N-triethylammonium methylsulfate In N,N-dimethyl-formamide at 25℃; Electrolysis; | 93% |
With palladium 10% on activated carbon; hydrogen; potassium hydroxide In isopropyl alcohol at 40℃; under 760.051 Torr; Inert atmosphere; | 82% |
(6S)-(5-(tert-butoxycarbonyl))-5-azaspiro[2.4]heptane-6-carboxylic acid
Conditions | Yield |
---|---|
With sodium hydroxide In tetrahydrofuran at 0 - 20℃; for 4h; | 97% |
di-tert-butyl dicarbonate
(6S)-(5-(tert-butoxycarbonyl))-5-azaspiro[2.4]heptane-6-carboxylic acid
Conditions | Yield |
---|---|
Stage #1: di-tert-butyl dicarbonate; (S)-5-azaspiro[2.4]heptane-6-carboxylic acid D-tartrate With hydrogenchloride In dichloromethane; water pH=2; Stage #2: di-tert-butyl dicarbonate With sodium hydroxide In dichloromethane; water at 0 - 20℃; for 15h; pH=10; | 93% |
(6S)-(5-(tert-butoxycarbonyl))-5-azaspiro[2.4]heptane-6-carboxylic acid
Conditions | Yield |
---|---|
Stage #1: C13H22BrNO4 With sodium hydride In tetrahydrofuran at 0 - 50℃; for 10h; Stage #2: With sodium hydroxide In tetrahydrofuran; water at 50℃; for 5h; Solvent; Reagent/catalyst; | 92% |
(6S)-5-tert-butyl 6-methyl 1,1-dibromo-5-azaspiro[2.4]heptane-5,6-dicarboxylate
(6S)-(5-(tert-butoxycarbonyl))-5-azaspiro[2.4]heptane-6-carboxylic acid
Conditions | Yield |
---|---|
With V-50; hypophosphorous acid; triethylamine In water at 100℃; | 79% |
Multi-step reaction with 2 steps 1: water; lithium hydroxide monohydrate / tetrahydrofuran; methanol / 1.5 h / 20 °C 2: 2,2'-azobis(isobutyronitrile); tris-(trimethylsilyl)silane / toluene / 7 h / 110 °C View Scheme |
(6S)-(5-(tert-butoxycarbonyl))-5-azaspiro[2.4]heptane-6-carboxylic acid
Conditions | Yield |
---|---|
With water; lithium hydroxide In 2-methyltetrahydrofuran at 50℃; | 71% |
(S)-6-hydroxymethyl-5-azaspiro[2.4]heptane-5-carboxylic acid tert-butyl ester
(6S)-(5-(tert-butoxycarbonyl))-5-azaspiro[2.4]heptane-6-carboxylic acid
Conditions | Yield |
---|---|
With Jones reagent In acetone at 0 - 37℃; for 2h; | 70% |
(6S)-(5-(tert-butoxycarbonyl))-5-azaspiro[2.4]heptane-6-carboxylic acid
Conditions | Yield |
---|---|
With (1S,2R)-1-amino-2-indanol In 2-methyltetrahydrofuran at 55℃; for 1.16667h; | 33% |
Multi-step reaction with 2 steps 1: 2-methyltetrahydrofuran / 1 h / 55 °C 2: hydrogenchloride / water; 2-methyltetrahydrofuran / 0.5 h View Scheme | |
Multi-step reaction with 2 steps 1: isopropyl alcohol; Isopropyl acetate / 60 °C 2: hydrogenchloride / water; Isopropyl acetate / 0 °C / pH 3 - 4 View Scheme |
di-tert-butyl dicarbonate
(6S)-(5-(tert-butoxycarbonyl))-5-azaspiro[2.4]heptane-6-carboxylic acid
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: triethylamine 2.1: sodium periodate; ruthenium trichloride 4.1: diethylzinc; trifluoroacetic acid / hexane; dichloromethane / 1 h / -5 °C / Inert atmosphere 4.2: 72 h / -5 - 30 °C / Inert atmosphere 4.3: 24 h / 20 °C 5.1: water; sodium hydroxide / ethanol / 24 h View Scheme | |
Multi-step reaction with 5 steps 1.1: triethylamine 2.1: sodium periodate; ruthenium trichloride 4.1: diethylzinc; trifluoroacetic acid / hexane; dichloromethane / 1 h / -5 °C / Inert atmosphere 4.2: 72 h / -5 - 30 °C / Inert atmosphere 5.1: water; sodium hydroxide / ethanol / 24 h View Scheme |
(S)-1-tert-butyl 2-methyl 4-methylenepyrrolidine-1,2-dicarboxylate
(6S)-(5-(tert-butoxycarbonyl))-5-azaspiro[2.4]heptane-6-carboxylic acid
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: diethylzinc; trifluoroacetic acid / hexane; dichloromethane / 1 h / -5 °C / Inert atmosphere 1.2: 72 h / -5 - 30 °C / Inert atmosphere 1.3: 24 h / 20 °C 2.1: water; sodium hydroxide / ethanol / 24 h View Scheme | |
Multi-step reaction with 2 steps 1.1: diethylzinc; trifluoroacetic acid / hexane; dichloromethane / 1 h / -5 °C / Inert atmosphere 1.2: 72 h / -5 - 30 °C / Inert atmosphere 2.1: water; sodium hydroxide / ethanol / 24 h View Scheme | |
Multi-step reaction with 3 steps 1.1: tetrabutylammomium bromide / 1,2-dichloro-ethane / 3.17 h / 70 °C / Inert atmosphere 2.1: 2,2'-azobis(isobutyronitrile); tris-(trimethylsilyl)silane / toluene / 24 h / 0 - 90 °C 3.1: water; lithium hydroxide monohydrate / ethanol / 20 h / 20 °C 3.2: pH 2 / Ice bath View Scheme |
4R-4-hydroxyproline
(6S)-(5-(tert-butoxycarbonyl))-5-azaspiro[2.4]heptane-6-carboxylic acid
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1.1: thionyl chloride 2.1: triethylamine 3.1: sodium periodate; ruthenium trichloride 5.1: diethylzinc; trifluoroacetic acid / hexane; dichloromethane / 1 h / -5 °C / Inert atmosphere 5.2: 72 h / -5 - 30 °C / Inert atmosphere 5.3: 24 h / 20 °C 6.1: water; sodium hydroxide / ethanol / 24 h View Scheme | |
Multi-step reaction with 6 steps 1.1: thionyl chloride 2.1: triethylamine 3.1: sodium periodate; ruthenium trichloride 5.1: diethylzinc; trifluoroacetic acid / hexane; dichloromethane / 1 h / -5 °C / Inert atmosphere 5.2: 72 h / -5 - 30 °C / Inert atmosphere 6.1: water; sodium hydroxide / ethanol / 24 h View Scheme |
(S)-1-(tert-butoxycarbonyl)-4-methylenepyrrolidine-2-carboxylic acid
(6S)-(5-(tert-butoxycarbonyl))-5-azaspiro[2.4]heptane-6-carboxylic acid
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: potassium carbonate; N,N-dimethyl-formamide / 7 h / 20 °C 2.1: tetrabutylammomium bromide / 1,2-dichloro-ethane / 3.17 h / 70 °C / Inert atmosphere 3.1: 2,2'-azobis(isobutyronitrile); tris-(trimethylsilyl)silane / toluene / 24 h / 0 - 90 °C 4.1: water; lithium hydroxide monohydrate / ethanol / 20 h / 20 °C 4.2: pH 2 / Ice bath View Scheme | |
Multi-step reaction with 4 steps 1: potassium carbonate; N,N-dimethyl-formamide / 7 h / 20 °C 2: tetrabutylammomium bromide / 1,2-dichloro-ethane / 3.17 h / 70 °C / Inert atmosphere 3: water; lithium hydroxide monohydrate / tetrahydrofuran; methanol / 1.5 h / 20 °C 4: 2,2'-azobis(isobutyronitrile); tris-(trimethylsilyl)silane / toluene / 7 h / 110 °C View Scheme | |
Multi-step reaction with 2 steps 1: benzyltrimethylammonium chloride; sodium hydroxide / dichloromethane / 33 - 38 °C 2: palladium 10% on activated carbon; potassium hydroxide; hydrogen / isopropyl alcohol / 40 °C / 760.05 Torr / Inert atmosphere View Scheme | |
Multi-step reaction with 2 steps 1: sodium hydroxide; benzyltrimethylammonium chloride / dichloromethane / 1 h / 28 - 38 °C 2: potassium hydroxide; 8 % Pd/C; hydrogen / isopropyl alcohol / 38 °C / 1520.1 Torr View Scheme | |
Multi-step reaction with 3 steps 1.1: potassium carbonate / N,N-dimethyl-formamide / 20 °C 2.1: trifluoroacetic acid; diethylzinc / dichloromethane; hexane / 2 h / 5 °C / Inert atmosphere 2.2: 90 h / Inert atmosphere 3.1: water; lithium hydroxide / tetrahydrofuran / 20 °C View Scheme |
(3R,7aS)-3-phenyl-tetrahydro-pyrrolo[1,2-c]oxazol-5-one
(6S)-(5-(tert-butoxycarbonyl))-5-azaspiro[2.4]heptane-6-carboxylic acid
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1.1: lithium hexamethyldisilazane / tetrahydrofuran / 2 h / -50 - -40 °C 1.2: 0.5 h / -55 - -45 °C 2.1: potassium hydrogencarbonate / methanol; water / 10 - 50 °C 3.1: potassium tert-butylate / tetrahydrofuran / 1 h / 10 - 60 °C 3.2: 10 - 60 °C 4.1: lithium aluminium tetrahydride / tetrahydrofuran / 1.5 h / 50 - 60 °C 5.1: palladium 10% on activated carbon; ammonium formate / methanol; water / 10 - 50 °C / Inert atmosphere 6.1: dichloromethane / 20 - 45 °C 6.2: 20 °C 7.1: Jones reagent / acetone / 2 h / 0 - 37 °C View Scheme |
(6S)-(5-(tert-butoxycarbonyl))-5-azaspiro[2.4]heptane-6-carboxylic acid
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1.1: potassium hydrogencarbonate / methanol; water / 10 - 50 °C 2.1: potassium tert-butylate / tetrahydrofuran / 1 h / 10 - 60 °C 2.2: 10 - 60 °C 3.1: lithium aluminium tetrahydride / tetrahydrofuran / 1.5 h / 50 - 60 °C 4.1: palladium 10% on activated carbon; ammonium formate / methanol; water / 10 - 50 °C / Inert atmosphere 5.1: dichloromethane / 20 - 45 °C 5.2: 20 °C 6.1: Jones reagent / acetone / 2 h / 0 - 37 °C View Scheme |
(3R,7aS)-6-methylene-3-phenyltetrahydropyrrolo[1,2-c]oxazol-5(1H)-one
(6S)-(5-(tert-butoxycarbonyl))-5-azaspiro[2.4]heptane-6-carboxylic acid
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: potassium tert-butylate / tetrahydrofuran / 1 h / 10 - 60 °C 1.2: 10 - 60 °C 2.1: lithium aluminium tetrahydride / tetrahydrofuran / 1.5 h / 50 - 60 °C 3.1: palladium 10% on activated carbon; ammonium formate / methanol; water / 10 - 50 °C / Inert atmosphere 4.1: dichloromethane / 20 - 45 °C 4.2: 20 °C 5.1: Jones reagent / acetone / 2 h / 0 - 37 °C View Scheme |
(3’R,7a’S)-3’-phenyldihydro-1‘H-spiro[cyclopropane-1,6’-pyrrolo[1,2-c][1,3]oxazol]-5’-one
(6S)-(5-(tert-butoxycarbonyl))-5-azaspiro[2.4]heptane-6-carboxylic acid
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: lithium aluminium tetrahydride / tetrahydrofuran / 1.5 h / 50 - 60 °C 2.1: palladium 10% on activated carbon; ammonium formate / methanol; water / 10 - 50 °C / Inert atmosphere 3.1: dichloromethane / 20 - 45 °C 3.2: 20 °C 4.1: Jones reagent / acetone / 2 h / 0 - 37 °C View Scheme |
((S)-(5-benzyl-5-azaspiro[2.4]heptan-6-yl)methanol)
(6S)-(5-(tert-butoxycarbonyl))-5-azaspiro[2.4]heptane-6-carboxylic acid
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: palladium 10% on activated carbon; ammonium formate / methanol; water / 10 - 50 °C / Inert atmosphere 2.1: dichloromethane / 20 - 45 °C 2.2: 20 °C 3.1: Jones reagent / acetone / 2 h / 0 - 37 °C View Scheme |
(S)-1-(5-azaspiro[2.4]hept-6-yl)methanol
(6S)-(5-(tert-butoxycarbonyl))-5-azaspiro[2.4]heptane-6-carboxylic acid
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: dichloromethane / 20 - 45 °C 1.2: 20 °C 2.1: Jones reagent / acetone / 2 h / 0 - 37 °C View Scheme |
(S)-Pyroglutaminol
(6S)-(5-(tert-butoxycarbonyl))-5-azaspiro[2.4]heptane-6-carboxylic acid
Conditions | Yield |
---|---|
Multi-step reaction with 8 steps 1.1: toluene-4-sulfonic acid / toluene / Reflux; Dean-Stark 2.1: lithium hexamethyldisilazane / tetrahydrofuran / 2 h / -50 - -40 °C 2.2: 0.5 h / -55 - -45 °C 3.1: potassium hydrogencarbonate / methanol; water / 10 - 50 °C 4.1: potassium tert-butylate / tetrahydrofuran / 1 h / 10 - 60 °C 4.2: 10 - 60 °C 5.1: lithium aluminium tetrahydride / tetrahydrofuran / 1.5 h / 50 - 60 °C 6.1: palladium 10% on activated carbon; ammonium formate / methanol; water / 10 - 50 °C / Inert atmosphere 7.1: dichloromethane / 20 - 45 °C 7.2: 20 °C 8.1: Jones reagent / acetone / 2 h / 0 - 37 °C View Scheme |
Chloroiodomethane
(S)-1-(tert-butoxycarbonyl)-4-methylenepyrrolidine-2-carboxylic acid
A
(6S)-(5-(tert-butoxycarbonyl))-5-azaspiro[2.4]heptane-6-carboxylic acid
Conditions | Yield |
---|---|
Stage #1: Chloroiodomethane; (S)-1-(tert-butoxycarbonyl)-4-methylenepyrrolidine-2-carboxylic acid With diethylzinc In n-heptane; dichloromethane at -5 - 20℃; for 19.5h; Stage #2: With lithium hydroxide monohydrate; water In methanol at 15 - 25℃; for 13.5h; Stage #3: With iodine; sodium hydrogencarbonate In water at 25℃; for 40h; |
[1-(hydroxymethyl)cyclopropyl]methanol
(6S)-(5-(tert-butoxycarbonyl))-5-azaspiro[2.4]heptane-6-carboxylic acid
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: triphenylphosphine; 1H-imidazole; iodine / dichloromethane / 2.5 h / 0 - 10 °C 2: sodium hydride / mineral oil; N,N-dimethyl acetamide / 1 h / 0 - 11 °C 3: water; lithium hydroxide / 2-methyltetrahydrofuran / 50 °C 4: 2-methyltetrahydrofuran / 1 h / 55 °C 5: hydrogenchloride / water; 2-methyltetrahydrofuran / 0.5 h View Scheme | |
Multi-step reaction with 6 steps 1: triethylamine / acetone / 3 h / 0 - 20 °C 2: sodium iodide / acetone / 35 °C 3: sodium hydride / mineral oil; N,N-dimethyl acetamide / 1 h / 0 - 11 °C 4: water; lithium hydroxide / 2-methyltetrahydrofuran / 50 °C 5: 2-methyltetrahydrofuran / 1 h / 55 °C 6: hydrogenchloride / water; 2-methyltetrahydrofuran / 0.5 h View Scheme | |
Multi-step reaction with 4 steps 1: triphenylphosphine; iodine; 1H-imidazole / dichloromethane / 3 h / 10 °C 2: sodium hydride / N,N-dimethyl acetamide; mineral oil / 4.5 h / 0 - 11 °C 3: lithium hydroxide; water / 2-methyltetrahydrofuran / 50 °C / Inert atmosphere 4: (1S,2R)-1-amino-2-indanol / 2-methyltetrahydrofuran / 1.17 h / 55 °C View Scheme |
[1-(hydroxymethyl)cyclopropyl]methanol
A
(6S)-(5-(tert-butoxycarbonyl))-5-azaspiro[2.4]heptane-6-carboxylic acid
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: triphenylphosphine; 1H-imidazole; iodine / dichloromethane / 2.5 h / 0 - 10 °C 2: sodium hydride / mineral oil; N,N-dimethyl acetamide / 1 h / 0 - 11 °C 3: Novozym® 435 / aq. phosphate buffer; acetonitrile / 40 °C / pH 7 / Resolution of racemate View Scheme | |
Multi-step reaction with 4 steps 1: triethylamine / acetone / 3 h / 0 - 20 °C 2: sodium iodide / acetone / 35 °C 3: sodium hydride / mineral oil; N,N-dimethyl acetamide / 1 h / 0 - 11 °C 4: Novozym® 435 / aq. phosphate buffer; acetonitrile / 40 °C / pH 7 / Resolution of racemate View Scheme |
1,1-bis(iodomethyl)cyclopropane
(6S)-(5-(tert-butoxycarbonyl))-5-azaspiro[2.4]heptane-6-carboxylic acid
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: sodium hydride / mineral oil; N,N-dimethyl acetamide / 1 h / 0 - 11 °C 2: water; lithium hydroxide / 2-methyltetrahydrofuran / 50 °C 3: 2-methyltetrahydrofuran / 1 h / 55 °C 4: hydrogenchloride / water; 2-methyltetrahydrofuran / 0.5 h View Scheme | |
Multi-step reaction with 3 steps 1: sodium hydride / N,N-dimethyl acetamide; mineral oil / 4.5 h / 0 - 11 °C 2: lithium hydroxide; water / 2-methyltetrahydrofuran / 50 °C / Inert atmosphere 3: (1S,2R)-1-amino-2-indanol / 2-methyltetrahydrofuran / 1.17 h / 55 °C View Scheme |
1,1-bis(iodomethyl)cyclopropane
A
(6S)-(5-(tert-butoxycarbonyl))-5-azaspiro[2.4]heptane-6-carboxylic acid
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: sodium hydride / mineral oil; N,N-dimethyl acetamide / 1 h / 0 - 11 °C 2: Novozym® 435 / aq. phosphate buffer; acetonitrile / 40 °C / pH 7 / Resolution of racemate View Scheme |
picolinic acid hydrazide
(6S)-(5-(tert-butoxycarbonyl))-5-azaspiro[2.4]heptane-6-carboxylic acid
Conditions | Yield |
---|---|
Stage #1: (6S)-5-[(tert-butoxy)carbonyl]-5-azaspiro[2.4]heptane-6-carboxylic acid With 1-methyl-1H-imidazole; methanesulfonyl chloride In N,N-dimethyl-formamide at 0℃; for 0.25h; Stage #2: picolinic acid hydrazide In N,N-dimethyl-d6-formamide for 6h; | 100% |
Stage #1: (6S)-5-[(tert-butoxy)carbonyl]-5-azaspiro[2.4]heptane-6-carboxylic acid With 1-methyl-1H-imidazole; methanesulfonyl chloride In N,N-dimethyl-formamide at 0℃; for 0.25h; Stage #2: picolinic acid hydrazide In N,N-dimethyl-formamide for 6h; | 100% |
(6S)-(5-(tert-butoxycarbonyl))-5-azaspiro[2.4]heptane-6-carboxylic acid
Conditions | Yield |
---|---|
With triethylamine In acetonitrile at 0 - 20℃; for 2h; | 100% |
(6S)-(5-(tert-butoxycarbonyl))-5-azaspiro[2.4]heptane-6-carboxylic acid
Conditions | Yield |
---|---|
Stage #1: (6S)-5-[(tert-butoxy)carbonyl]-5-azaspiro[2.4]heptane-6-carboxylic acid With potassium carbonate In acetone at 35℃; for 3h; Inert atmosphere; Stage #2: 1-(7-bromo-9,9-difluoro-9-hydrofluoren-2-yl)-2-chloroethanone With sodium iodide In acetone at 35℃; for 3h; | 97% |
With potassium carbonate; potassium iodide In acetone at 60℃; for 3h; | 88% |
With N-ethyl-N,N-diisopropylamine; potassium iodide In acetonitrile at 20℃; for 5h; | |
Stage #1: (6S)-5-[(tert-butoxy)carbonyl]-5-azaspiro[2.4]heptane-6-carboxylic acid With potassium tert-butylate In tetrahydrofuran at 30℃; for 25h; Stage #2: 1-(7-bromo-9,9-difluoro-9-hydrofluoren-2-yl)-2-chloroethanone In acetone at 50℃; for 1.5h; Temperature; |
(6S)-(5-(tert-butoxycarbonyl))-5-azaspiro[2.4]heptane-6-carboxylic acid
2-bromo-1-(4-iodophenyl)ethanone
C20H24INO5
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃; for 3h; | 96% |
With N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃; for 0.25h; |
(6S)-(5-(tert-butoxycarbonyl))-5-azaspiro[2.4]heptane-6-carboxylic acid
(S)-6-hydroxymethyl-5-azaspiro[2.4]heptane-5-carboxylic acid tert-butyl ester
Conditions | Yield |
---|---|
With borane-dimethyl sulfide complex In tetrahydrofuran at -4 - 24℃; for 4.5h; Solvent; Temperature; | 92.8% |
With borane-THF |
(6S)-(5-(tert-butoxycarbonyl))-5-azaspiro[2.4]heptane-6-carboxylic acid
methyl chloroformate
C10H15NO4
Conditions | Yield |
---|---|
With triethylamine | 92% |
(6S)-(5-(tert-butoxycarbonyl))-5-azaspiro[2.4]heptane-6-carboxylic acid
Conditions | Yield |
---|---|
With potassium tert-butylate In tetrahydrofuran; 2-methyltetrahydrofuran at 20 - 40℃; for 3h; | 86% |
(6S)-(5-(tert-butoxycarbonyl))-5-azaspiro[2.4]heptane-6-carboxylic acid
(S)-5-(tert-butoxycarbonyl)-5-azaspiro[2.4]heptane-6-carboxylate
Conditions | Yield |
---|---|
With potassium tert-butylate In 2-methyltetrahydrofuran at 20 - 40℃; for 3.5h; | 86% |
With potassium tert-butylate In tetrahydrofuran at 10 - 40℃; for 6h; | 86% |
(6S)-(5-(tert-butoxycarbonyl))-5-azaspiro[2.4]heptane-6-carboxylic acid
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In dichloromethane at 20℃; | 85% |
(6S)-(5-(tert-butoxycarbonyl))-5-azaspiro[2.4]heptane-6-carboxylic acid
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In dichloromethane at 20℃; | 82% |
(6S)-(5-(tert-butoxycarbonyl))-5-azaspiro[2.4]heptane-6-carboxylic acid
Conditions | Yield |
---|---|
With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine In ethyl acetate at 20 - 60℃; | 76% |
(6S)-(5-(tert-butoxycarbonyl))-5-azaspiro[2.4]heptane-6-carboxylic acid
trifluoroacetic acid
Conditions | Yield |
---|---|
In dichloromethane at 0 - 20℃; for 16h; | 75% |
In dichloromethane at 20℃; for 2h; |
(6S)-(5-(tert-butoxycarbonyl))-5-azaspiro[2.4]heptane-6-carboxylic acid
benzyl chloroformate
(S)-5-((benzyloxy)carbonyl)-5-azaspiro[2.4]heptane-6-carboxylic acid
Conditions | Yield |
---|---|
Stage #1: (6S)-5-[(tert-butoxy)carbonyl]-5-azaspiro[2.4]heptane-6-carboxylic acid With trifluoroacetic acid In dichloromethane at 20℃; for 3h; Stage #2: benzyl chloroformate With sodium hydrogencarbonate In water at 0 - 20℃; | 75% |
pyrid-2-ylhydrazine
(6S)-(5-(tert-butoxycarbonyl))-5-azaspiro[2.4]heptane-6-carboxylic acid
Conditions | Yield |
---|---|
Stage #1: (6S)-5-[(tert-butoxy)carbonyl]-5-azaspiro[2.4]heptane-6-carboxylic acid With 1-methyl-1H-imidazole; methanesulfonyl chloride In N,N-dimethyl-formamide at 0℃; for 0.25h; Stage #2: pyrid-2-ylhydrazine In N,N-dimethyl-d6-formamide for 6h; | 71% |
Stage #1: (6S)-5-[(tert-butoxy)carbonyl]-5-azaspiro[2.4]heptane-6-carboxylic acid With 1-methyl-1H-imidazole; methanesulfonyl chloride In N,N-dimethyl-formamide at 0℃; for 0.25h; Stage #2: pyrid-2-ylhydrazine In N,N-dimethyl-formamide for 6h; | 71% |
(6S)-(5-(tert-butoxycarbonyl))-5-azaspiro[2.4]heptane-6-carboxylic acid
Conditions | Yield |
---|---|
Stage #1: N-cyclohexyl-2-fluoro-6-nitrobenzamide With thionyl chloride In N,N-dimethyl-formamide at 80℃; for 2h; Inert atmosphere; Stage #2: (6S)-5-[(tert-butoxy)carbonyl]-5-azaspiro[2.4]heptane-6-carboxylic acid With triethylamine In dichloromethane at 0 - 20℃; for 7h; Inert atmosphere; | 56% |
(6S)-(5-(tert-butoxycarbonyl))-5-azaspiro[2.4]heptane-6-carboxylic acid
2-amino-5-fluorobenzoic acid
aniline
Conditions | Yield |
---|---|
Stage #1: (6S)-5-[(tert-butoxy)carbonyl]-5-azaspiro[2.4]heptane-6-carboxylic acid; 2-amino-5-fluorobenzoic acid With pyridine; triphenyl phosphite at 70℃; Inert atmosphere; Stage #2: aniline at 70℃; for 3h; Inert atmosphere; | 54% |
(6S)-(5-(tert-butoxycarbonyl))-5-azaspiro[2.4]heptane-6-carboxylic acid
Conditions | Yield |
---|---|
Stage #1: N-cyclopentyl-2-fluoro-6-nitrobenzamide With thionyl chloride In N,N-dimethyl-formamide at 80℃; for 2h; Inert atmosphere; Stage #2: (6S)-5-[(tert-butoxy)carbonyl]-5-azaspiro[2.4]heptane-6-carboxylic acid With triethylamine In dichloromethane at 0 - 20℃; for 7h; Inert atmosphere; | 53% |
(6S)-(5-(tert-butoxycarbonyl))-5-azaspiro[2.4]heptane-6-carboxylic acid
2-amino-6-fluorobenzoic acid
aniline
Conditions | Yield |
---|---|
Stage #1: (6S)-5-[(tert-butoxy)carbonyl]-5-azaspiro[2.4]heptane-6-carboxylic acid; 2-amino-6-fluorobenzoic acid With pyridine; triphenyl phosphite at 70℃; Inert atmosphere; Stage #2: aniline at 70℃; for 3h; Inert atmosphere; | 53% |
(6S)-(5-(tert-butoxycarbonyl))-5-azaspiro[2.4]heptane-6-carboxylic acid
para-bromophenacyl bromide
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃; for 2h; | 50% |
(6S)-(5-(tert-butoxycarbonyl))-5-azaspiro[2.4]heptane-6-carboxylic acid
2-chloro-6-aminobenzoic acid
aniline
Conditions | Yield |
---|---|
Stage #1: (6S)-5-[(tert-butoxy)carbonyl]-5-azaspiro[2.4]heptane-6-carboxylic acid; 2-chloro-6-aminobenzoic acid With pyridine; triphenyl phosphite at 70℃; Inert atmosphere; Stage #2: aniline for 3h; Inert atmosphere; | 49% |
Stage #1: (6S)-5-[(tert-butoxy)carbonyl]-5-azaspiro[2.4]heptane-6-carboxylic acid; 2-chloro-6-aminobenzoic acid With pyridine; triphenyl phosphite at 70℃; Inert atmosphere; Stage #2: aniline at 70℃; for 3h; Inert atmosphere; | 49% |
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