Elagolix CAS No.:834153-87-6 Name: Elagolix Synonyms: 4-[[(1R)-2-[5-(2-Fluoro-3-methoxyphenyl)-3-[[2-fluoro-6-(trifluoromethyl)phenyl]methyl]-3,6-dihydro-4-methyl-2,6-dioxo-1(2H)-pyrimidin
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inquiry1. Factory price and high quality must be guaranteed, base on 8 years of production and R&D experience2. Free samples will be provided,ensure specifications and quality are right for customer3. Customers will receive the most professional technical s
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inquiryShanghai Seasonsgreen Chemical is a high-tech research and development, production, sale and custom synthesis set in one high-tech chemical products enterprises. Our sales and marketing division is located in Shanghai, serving international pharmaceu
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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
Our company was built in 2009 with an ISO certificate. In the past 5 years, we have grown up as a famous fine chemicals supplier in China and we had established stable business relationships with Samsung,LG,Merck,Thermo Fisher Scientific and so o
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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 R&
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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
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inquiryhebei yanxi chemical 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 research and developmen
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1.Prompt Goods; 2.Flexible payment terms; 3.Documents & Certificate support. Name: Elagolix Structure: Formula: C32H30F5N3O5 Molecular Weight : 631.59 Synonyms: elagolix;4-[[(1R)-2-[5-(2-Fluoro-3-methoxyphenyl)-3-[[2-fluoro-6-(trifluorome
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inquiryelagolix CAS:834153-87-6 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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inquiryHebei Mojin Biotechnology Co., Ltd,Our business covers more than 30 countries, most of the big customers come from Europe, America and other countries in the world, we can guarantee the quality and price. In recent decades, with the efforts of all em
Cas:834153-87-6
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Established in May 2015, TaiChem Ltd. is initially invested by a British research and development company and started by PhDs back from aboard. The company is registered in China Medical City (CMC), Taizhou, Jiangsu Province, and the production site
Product name: Elagolix CAS No.:834153-87-6 Molecule Formula:C32H30F5N3O5 Molecule Weight:631.59 Purity: 99.0% Package: 25kg/drum Description:White powder Manufacture Standards:Enterprise Standard TESTING ITEMS SPE
Cas:834153-87-6
Min.Order:1 Kilogram
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inquiry1. DMF is available. 2. Under registerring in Russia and Turkey. Hangzhou 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. Huaro
Product Details Grade: pharmaceutical grade Purity:99%+ ProductionCapacity: 1000 Kilogram/Month Scope of use: For scientific research only(The product must be used legally) Our Advantage 1. Best quality with competitive price. 2. Quick shipping,
We are leading fine chemicals supplier in China with ISO certificate, Our main business covers the fields below: 1.Noble Metal Catalysts (Pt.Pd...) 2.Organic Phosphine Ligands (Tert-butyl-phosphine.Cyclohexyl-phosphine...) 3.OLED
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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,
elagolix Chemical Properties Boiling point 728.6±70.0 °C(Predicted) density 1.350 pka 4.40±0.10(Predicted) Appearance:powder Storage:
factory?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
4-((R)-2-[5-(2-fluoro-3-methoxyphenyl)-3-(2-fluoro-6-trifluoromethylbenzyl)-4-methyl-2,6-dioxo-3,6-dihydro-2H-pyrimidine-1-yl]-1-phenylethylamino)butyric acid ethyl ester
4-((R)-2-[5-(2- fluoro-3-methoxy-phenyl)-3-(2-fluoro-6-trifluoromethyl-benzyl)-4-methyl-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl ]-1- phenylethylamino)-butyric acid
Conditions | Yield |
---|---|
Stage #1: ethyl (R)-4-((2-(5-(2-fluoro-3-methoxyphenyl)-3-(2-fluoro-6-(trifluoromethyl)benzyl)-4-methyl-2,6-dioxo-3,6-dihydropyrimidin-1(2H)-yl)-1-phenylethyl)amino)butanoate With sodium hydroxide; water In ethanol at 35℃; for 2h; Stage #2: With hydrogenchloride In water at 10 - 22℃; for 17h; pH=6.1; | 91% |
With water; sodium hydroxide In ethanol at 35℃; | 86% |
With water; sodium hydroxide In ethanol at 50℃; for 2h; | 83.59% |
4-((R)-2-[5-(2- fluoro-3-methoxy-phenyl)-3-(2-fluoro-6-trifluoromethyl-benzyl)-4-methyl-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl ]-1- phenylethylamino)-butyric acid
Conditions | Yield |
---|---|
With water; sodium hydroxide In ethanol at 55 - 60℃; | 89% |
4-((R)-2-[5-(2- fluoro-3-methoxy-phenyl)-3-(2-fluoro-6-trifluoromethyl-benzyl)-4-methyl-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl ]-1- phenylethylamino)-butyric acid
Conditions | Yield |
---|---|
With water; potassium carbonate In tetrahydrofuran at 50℃; for 6h; Solvent; Temperature; | 82% |
3-[(2R)-amino-2-phenylethyl]-5-(2-fluoro-3-methoxyphenyl)-1-[2-fluoro-6-(trifluoromethyl)benzyl]-6-methyl-2,4(1H,3H)-pyrimidinedione trifluoroacetate
Succinic semialdehyde
4-((R)-2-[5-(2- fluoro-3-methoxy-phenyl)-3-(2-fluoro-6-trifluoromethyl-benzyl)-4-methyl-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl ]-1- phenylethylamino)-butyric acid
Conditions | Yield |
---|---|
With sodium tris(acetoxy)borohydride; acetic acid In dichloromethane at 25℃; for 18h; Reagent/catalyst; Solvent; Temperature; | 65% |
methyl (R)-4-{2-[5-(2-fluoro-3-methoxyphenyl)-3-[2-fluoro-6-(trifluoromethyl)benzyl]-4-methyl-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl]-1-phenylethylamino}butyrate
4-((R)-2-[5-(2- fluoro-3-methoxy-phenyl)-3-(2-fluoro-6-trifluoromethyl-benzyl)-4-methyl-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl ]-1- phenylethylamino)-butyric acid
Conditions | Yield |
---|---|
With water; lithium hydroxide In methanol at 45℃; |
3-[(2R)-amino-2-phenylethyl]-5-(2-fluoro-3-methoxyphenyl)-1-[2-fluoro-6-(trifluoromethyl)benzyl]-6-methyl-2,4(1H,3H)-pyrimidinedione trifluoroacetate
4-((R)-2-[5-(2- fluoro-3-methoxy-phenyl)-3-(2-fluoro-6-trifluoromethyl-benzyl)-4-methyl-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl ]-1- phenylethylamino)-butyric acid
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 52 °C 2: sodium hydroxide; water / ethanol / 35 °C View Scheme | |
Multi-step reaction with 2 steps 1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 60 °C 2: sodium hydroxide; water / ethanol / 2 h / 50 °C View Scheme | |
Multi-step reaction with 2 steps 1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 60 °C 2: sodium hydroxide; water / ethanol / 2 h / 50 °C View Scheme |
5-(2-fluoro-3-methoxyphenyl)-1-{[2-fluoro-6-(trifluoromethyl)phenyl]methyl}-6-methylpyrimidine-2,4(1H,3H)-dione
4-((R)-2-[5-(2- fluoro-3-methoxy-phenyl)-3-(2-fluoro-6-trifluoromethyl-benzyl)-4-methyl-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl ]-1- phenylethylamino)-butyric acid
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: potassium carbonate / N,N-dimethyl-formamide / 55 °C 2: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 52 °C 3: sodium hydroxide; water / ethanol / 35 °C View Scheme | |
Multi-step reaction with 3 steps 1: potassium carbonate / N,N-dimethyl-formamide / 7 h / 100 °C 2: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 60 °C 3: sodium hydroxide; water / ethanol / 2 h / 50 °C View Scheme | |
Multi-step reaction with 3 steps 1: potassium carbonate / N,N-dimethyl-formamide / 7 h / 100 °C 2: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 60 °C 3: sodium hydroxide; water / ethanol / 2 h / 50 °C View Scheme |
1-{[2-fluoro-6-(trifluoromethyl)phenyl]methyl}-5-iodo-6-methylpyrimidine-2,4(1H,3H)-dione
4-((R)-2-[5-(2- fluoro-3-methoxy-phenyl)-3-(2-fluoro-6-trifluoromethyl-benzyl)-4-methyl-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl ]-1- phenylethylamino)-butyric acid
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: potassium hydroxide; tri tert-butylphosphoniumtetrafluoroborate / acetone; water / 0.83 h / 15 - 45 °C 2: potassium carbonate / N,N-dimethyl-formamide / 55 °C 3: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 52 °C 4: sodium hydroxide; water / ethanol / 35 °C View Scheme |
(2-fluoro-3-methoxyphenyl)boronic acid
4-((R)-2-[5-(2- fluoro-3-methoxy-phenyl)-3-(2-fluoro-6-trifluoromethyl-benzyl)-4-methyl-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl ]-1- phenylethylamino)-butyric acid
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: potassium hydroxide; tri tert-butylphosphoniumtetrafluoroborate / acetone; water / 0.83 h / 15 - 45 °C 2: potassium carbonate / N,N-dimethyl-formamide / 55 °C 3: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 52 °C 4: sodium hydroxide; water / ethanol / 35 °C View Scheme | |
Multi-step reaction with 7 steps 1.1: methanol; water / 24 h / 70 °C 2.1: tetra(n-butyl)ammonium hydroxide / water / 0.03 h / Inert atmosphere 2.2: 1 h / 80 °C / Inert atmosphere 3.1: 5,5-dimethyl-1,3-cyclohexadiene / 6 h / Reflux 4.1: toluene / 4 h / Reflux 4.2: 2 h / Reflux 5.1: potassium carbonate / N,N-dimethyl-formamide / 7 h / 100 °C 6.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 60 °C 7.1: sodium hydroxide; water / ethanol / 2 h / 50 °C View Scheme | |
Multi-step reaction with 7 steps 1.1: methanol; water / 24 h / 70 °C 2.1: tetra(n-butyl)ammonium hydroxide / water / 0.03 h / Inert atmosphere 2.2: 1 h / 80 °C / Inert atmosphere 3.1: 5,5-dimethyl-1,3-cyclohexadiene / 6 h / Reflux 4.1: toluene / 4 h / Reflux 4.2: 2 h / Reflux 5.1: potassium carbonate / N,N-dimethyl-formamide / 7 h / 100 °C 6.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 60 °C 7.1: sodium hydroxide; water / ethanol / 2 h / 50 °C View Scheme | |
Multi-step reaction with 7 steps 1.1: methanol; water / 24 h / 70 °C 2.1: tetra(n-butyl)ammonium hydroxide / water / 0.03 h / Inert atmosphere 2.2: 1 h / 80 °C / Inert atmosphere 3.1: 5,5-dimethyl-1,3-cyclohexadiene / 6 h / Reflux 4.1: toluene / 4 h / Reflux 4.2: 2 h / Reflux 5.1: potassium carbonate / N,N-dimethyl-formamide / 7 h / 100 °C 6.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 60 °C 7.1: sodium hydroxide; water / ethanol / 2 h / 50 °C View Scheme | |
Multi-step reaction with 7 steps 1.1: methanol; water / 24 h / 70 °C 2.1: tetra(n-butyl)ammonium hydroxide / water / 0.03 h / Inert atmosphere 2.2: 1 h / 80 °C / Inert atmosphere 3.1: 5,5-dimethyl-1,3-cyclohexadiene / 6 h / Reflux 4.1: toluene / 4 h / Reflux 4.2: 2 h / Reflux 5.1: potassium carbonate / N,N-dimethyl-formamide / 7 h / 100 °C 6.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 60 °C 7.1: sodium hydroxide; water / ethanol / 2 h / 50 °C View Scheme |
(S)-(+)-<2-<(methylsulfonyl)oxy>-1-phenylethyl>carbamic acid 1,1-dimethylethyl ester
4-((R)-2-[5-(2- fluoro-3-methoxy-phenyl)-3-(2-fluoro-6-trifluoromethyl-benzyl)-4-methyl-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl ]-1- phenylethylamino)-butyric acid
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: potassium carbonate / N,N-dimethyl-formamide / 55 °C 2: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 52 °C 3: sodium hydroxide; water / ethanol / 35 °C View Scheme |
(2S)-2-[(tert-butoxycarbonyl)amino]-2-phenylethanoic acid
4-((R)-2-[5-(2- fluoro-3-methoxy-phenyl)-3-(2-fluoro-6-trifluoromethyl-benzyl)-4-methyl-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl ]-1- phenylethylamino)-butyric acid
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 0 - 10 °C 2: potassium carbonate / N,N-dimethyl-formamide / 55 °C 3: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 52 °C 4: sodium hydroxide; water / ethanol / 35 °C View Scheme |
4-((R)-2-[5-(2- fluoro-3-methoxy-phenyl)-3-(2-fluoro-6-trifluoromethyl-benzyl)-4-methyl-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl ]-1- phenylethylamino)-butyric acid
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: toluene / 105 - 110 °C 1.2: 105 - 110 °C 2.1: potassium carbonate; sodium iodide / N,N-dimethyl-formamide / 90 - 100 °C 3.1: sodium hydroxide; water / ethanol / 55 - 60 °C View Scheme | |
Multi-step reaction with 4 steps 1.1: toluene / 4 h / Reflux 1.2: 2 h / Reflux 2.1: potassium carbonate / N,N-dimethyl-formamide / 7 h / 100 °C 3.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 60 °C 4.1: sodium hydroxide; water / ethanol / 2 h / 50 °C View Scheme | |
Multi-step reaction with 4 steps 1.1: toluene / 4 h / Reflux 1.2: 2 h / Reflux 2.1: potassium carbonate / N,N-dimethyl-formamide / 7 h / 100 °C 3.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 60 °C 4.1: sodium hydroxide; water / ethanol / 2 h / 50 °C View Scheme |
5-bromo-6-methyluracil
4-((R)-2-[5-(2- fluoro-3-methoxy-phenyl)-3-(2-fluoro-6-trifluoromethyl-benzyl)-4-methyl-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl ]-1- phenylethylamino)-butyric acid
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: potassium carbonate / N,N-dimethyl-formamide / 75 - 85 °C 2: iron(III)-acetylacetonate; N,N,N,N,-tetramethylethylenediamine / tetrahydrofuran / 0 - 45 °C 3: potassium carbonate; sodium iodide / N,N-dimethyl-formamide / 90 - 100 °C 4: sodium hydroxide; water / ethanol / 55 - 60 °C View Scheme |
1-(bromomethyl)-2-fluoro-6-(trifluoromethyl)benzene
4-((R)-2-[5-(2- fluoro-3-methoxy-phenyl)-3-(2-fluoro-6-trifluoromethyl-benzyl)-4-methyl-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl ]-1- phenylethylamino)-butyric acid
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: potassium carbonate / N,N-dimethyl-formamide / 75 - 85 °C 2: iron(III)-acetylacetonate; N,N,N,N,-tetramethylethylenediamine / tetrahydrofuran / 0 - 45 °C 3: potassium carbonate; sodium iodide / N,N-dimethyl-formamide / 90 - 100 °C 4: sodium hydroxide; water / ethanol / 55 - 60 °C View Scheme |
5-bromo-1-[2-fluoro-6-(trifluoromethyl)benzyl]-6-methylpyrimidine-2,4-(1H,3H)-dione
4-((R)-2-[5-(2- fluoro-3-methoxy-phenyl)-3-(2-fluoro-6-trifluoromethyl-benzyl)-4-methyl-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl ]-1- phenylethylamino)-butyric acid
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: iron(III)-acetylacetonate; N,N,N,N,-tetramethylethylenediamine / tetrahydrofuran / 0 - 45 °C 2: potassium carbonate; sodium iodide / N,N-dimethyl-formamide / 90 - 100 °C 3: sodium hydroxide; water / ethanol / 55 - 60 °C View Scheme |
1-bromo-2-fluoro-3-methoxybenzene
4-((R)-2-[5-(2- fluoro-3-methoxy-phenyl)-3-(2-fluoro-6-trifluoromethyl-benzyl)-4-methyl-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl ]-1- phenylethylamino)-butyric acid
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: potassium carbonate; L-proline; copper(l) iodide / dimethyl sulfoxide / 45 - 50 °C / Inert atmosphere 2.1: toluene / 105 - 110 °C 2.2: 105 - 110 °C 3.1: potassium carbonate; sodium iodide / N,N-dimethyl-formamide / 90 - 100 °C 4.1: sodium hydroxide; water / ethanol / 55 - 60 °C View Scheme |
4-((R)-2-[5-(2- fluoro-3-methoxy-phenyl)-3-(2-fluoro-6-trifluoromethyl-benzyl)-4-methyl-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl ]-1- phenylethylamino)-butyric acid
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: toluene / 4 h / Reflux 1.2: 2 h / Reflux 2.1: potassium carbonate / N,N-dimethyl-formamide / 7 h / 100 °C 3.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 60 °C 4.1: sodium hydroxide; water / ethanol / 2 h / 50 °C View Scheme | |
Multi-step reaction with 4 steps 1.1: toluene / 4 h / Reflux 1.2: 2 h / Reflux 2.1: potassium carbonate / N,N-dimethyl-formamide / 7 h / 100 °C 3.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 60 °C 4.1: sodium hydroxide; water / ethanol / 2 h / 50 °C View Scheme |
4-((R)-2-[5-(2- fluoro-3-methoxy-phenyl)-3-(2-fluoro-6-trifluoromethyl-benzyl)-4-methyl-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl ]-1- phenylethylamino)-butyric acid
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: toluene / 4 h / Reflux 1.2: 2 h / Reflux 2.1: potassium carbonate / N,N-dimethyl-formamide / 7 h / 100 °C 3.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 60 °C 4.1: sodium hydroxide; water / ethanol / 2 h / 50 °C View Scheme | |
Multi-step reaction with 4 steps 1.1: toluene / 4 h / Reflux 1.2: 2 h / Reflux 2.1: potassium carbonate / N,N-dimethyl-formamide / 7 h / 100 °C 3.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 60 °C 4.1: sodium hydroxide; water / ethanol / 2 h / 50 °C View Scheme |
4-((R)-2-[5-(2- fluoro-3-methoxy-phenyl)-3-(2-fluoro-6-trifluoromethyl-benzyl)-4-methyl-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl ]-1- phenylethylamino)-butyric acid
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: toluene / 4 h / Reflux 1.2: 2 h / Reflux 2.1: potassium carbonate / N,N-dimethyl-formamide / 7 h / 100 °C 3.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 60 °C 4.1: sodium hydroxide; water / ethanol / 2 h / 50 °C View Scheme | |
Multi-step reaction with 4 steps 1.1: toluene / 4 h / Reflux 1.2: 2 h / Reflux 2.1: potassium carbonate / N,N-dimethyl-formamide / 7 h / 100 °C 3.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 60 °C 4.1: sodium hydroxide; water / ethanol / 2 h / 50 °C View Scheme |
(2-fluoro-6-(trifluoromethyl) phenyl)methanamine
4-((R)-2-[5-(2- fluoro-3-methoxy-phenyl)-3-(2-fluoro-6-trifluoromethyl-benzyl)-4-methyl-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl ]-1- phenylethylamino)-butyric acid
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: hydrogenchloride / water / 3 h / Reflux 2.1: toluene / 4 h / Reflux 2.2: 2 h / Reflux 3.1: potassium carbonate / N,N-dimethyl-formamide / 7 h / 100 °C 4.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 60 °C 5.1: sodium hydroxide; water / ethanol / 2 h / 50 °C View Scheme | |
Multi-step reaction with 5 steps 1.1: hydrogenchloride / water / 3 h / Reflux 2.1: toluene / 4 h / Reflux 2.2: 2 h / Reflux 3.1: potassium carbonate / N,N-dimethyl-formamide / 7 h / 100 °C 4.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 60 °C 5.1: sodium hydroxide; water / ethanol / 2 h / 50 °C View Scheme | |
Multi-step reaction with 5 steps 1.1: hydrogenchloride / water / 3 h / Reflux 2.1: toluene / 4 h / Reflux 2.2: 2 h / Reflux 3.1: potassium carbonate / N,N-dimethyl-formamide / 7 h / 100 °C 4.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 60 °C 5.1: sodium hydroxide; water / ethanol / 2 h / 50 °C View Scheme |
2-fluoro-6-(trifluoromethyl)benzaldehyde
4-((R)-2-[5-(2- fluoro-3-methoxy-phenyl)-3-(2-fluoro-6-trifluoromethyl-benzyl)-4-methyl-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl ]-1- phenylethylamino)-butyric acid
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1.1: hydroxylamine hydrochloride; sodium hydroxide / water; ethanol / 1 h 1.2: 2 h 2.1: hydrogenchloride / water / 3 h / Reflux 3.1: toluene / 4 h / Reflux 3.2: 2 h / Reflux 4.1: potassium carbonate / N,N-dimethyl-formamide / 7 h / 100 °C 5.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 60 °C 6.1: sodium hydroxide; water / ethanol / 2 h / 50 °C View Scheme | |
Multi-step reaction with 6 steps 1.1: hydroxylamine hydrochloride; sodium hydroxide / water; ethanol / 1 h 1.2: 2 h 2.1: hydrogenchloride / water / 3 h / Reflux 3.1: toluene / 4 h / Reflux 3.2: 2 h / Reflux 4.1: potassium carbonate / N,N-dimethyl-formamide / 7 h / 100 °C 5.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 60 °C 6.1: sodium hydroxide; water / ethanol / 2 h / 50 °C View Scheme | |
Multi-step reaction with 6 steps 1.1: hydroxylamine hydrochloride; sodium hydroxide / water; ethanol / 1 h 1.2: 2 h 2.1: hydrogenchloride / water / 3 h / Reflux 3.1: toluene / 4 h / Reflux 3.2: 2 h / Reflux 4.1: potassium carbonate / N,N-dimethyl-formamide / 7 h / 100 °C 5.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 60 °C 6.1: sodium hydroxide; water / ethanol / 2 h / 50 °C View Scheme |
N-{[2-fluoro-6-(trifluoromethyl)phenyl]methyl}urea
4-((R)-2-[5-(2- fluoro-3-methoxy-phenyl)-3-(2-fluoro-6-trifluoromethyl-benzyl)-4-methyl-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl ]-1- phenylethylamino)-butyric acid
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: toluene / 4 h / Reflux 1.2: 2 h / Reflux 2.1: potassium carbonate / N,N-dimethyl-formamide / 7 h / 100 °C 3.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 60 °C 4.1: sodium hydroxide; water / ethanol / 2 h / 50 °C View Scheme | |
Multi-step reaction with 4 steps 1.1: toluene / 4 h / Reflux 1.2: 2 h / Reflux 2.1: potassium carbonate / N,N-dimethyl-formamide / 7 h / 100 °C 3.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 60 °C 4.1: sodium hydroxide; water / ethanol / 2 h / 50 °C View Scheme | |
Multi-step reaction with 4 steps 1.1: toluene / 4 h / Reflux 1.2: 2 h / Reflux 2.1: potassium carbonate / N,N-dimethyl-formamide / 7 h / 100 °C 3.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 60 °C 4.1: sodium hydroxide; water / ethanol / 2 h / 50 °C View Scheme |
4-((R)-2-[5-(2- fluoro-3-methoxy-phenyl)-3-(2-fluoro-6-trifluoromethyl-benzyl)-4-methyl-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl ]-1- phenylethylamino)-butyric acid
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1.1: tetra(n-butyl)ammonium hydroxide / water / 0.03 h / Inert atmosphere 1.2: 1 h / 80 °C / Inert atmosphere 2.1: 5,5-dimethyl-1,3-cyclohexadiene / 6 h / Reflux 3.1: toluene / 4 h / Reflux 3.2: 2 h / Reflux 4.1: potassium carbonate / N,N-dimethyl-formamide / 7 h / 100 °C 5.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 60 °C 6.1: sodium hydroxide; water / ethanol / 2 h / 50 °C View Scheme | |
Multi-step reaction with 6 steps 1.1: tetra(n-butyl)ammonium hydroxide / water / 0.03 h / Inert atmosphere 1.2: 1 h / 80 °C / Inert atmosphere 2.1: 5,5-dimethyl-1,3-cyclohexadiene / 6 h / Reflux 3.1: toluene / 4 h / Reflux 3.2: 2 h / Reflux 4.1: potassium carbonate / N,N-dimethyl-formamide / 7 h / 100 °C 5.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 60 °C 6.1: sodium hydroxide; water / ethanol / 2 h / 50 °C View Scheme | |
Multi-step reaction with 6 steps 1.1: tetra(n-butyl)ammonium hydroxide / water / 0.03 h / Inert atmosphere 1.2: 1 h / 80 °C / Inert atmosphere 2.1: 5,5-dimethyl-1,3-cyclohexadiene / 6 h / Reflux 3.1: toluene / 4 h / Reflux 3.2: 2 h / Reflux 4.1: potassium carbonate / N,N-dimethyl-formamide / 7 h / 100 °C 5.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 60 °C 6.1: sodium hydroxide; water / ethanol / 2 h / 50 °C View Scheme | |
Multi-step reaction with 6 steps 1.1: tetra(n-butyl)ammonium hydroxide / water / 0.03 h / Inert atmosphere 1.2: 1 h / 80 °C / Inert atmosphere 2.1: 5,5-dimethyl-1,3-cyclohexadiene / 6 h / Reflux 3.1: toluene / 4 h / Reflux 3.2: 2 h / Reflux 4.1: potassium carbonate / N,N-dimethyl-formamide / 7 h / 100 °C 5.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 60 °C 6.1: sodium hydroxide; water / ethanol / 2 h / 50 °C View Scheme |
4-((R)-2-[5-(2- fluoro-3-methoxy-phenyl)-3-(2-fluoro-6-trifluoromethyl-benzyl)-4-methyl-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl ]-1- phenylethylamino)-butyric acid
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: 5,5-dimethyl-1,3-cyclohexadiene / 6 h / Reflux 2.1: toluene / 4 h / Reflux 2.2: 2 h / Reflux 3.1: potassium carbonate / N,N-dimethyl-formamide / 7 h / 100 °C 4.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 60 °C 5.1: sodium hydroxide; water / ethanol / 2 h / 50 °C View Scheme | |
Multi-step reaction with 5 steps 1.1: 5,5-dimethyl-1,3-cyclohexadiene / 6 h / Reflux 2.1: toluene / 4 h / Reflux 2.2: 2 h / Reflux 3.1: potassium carbonate / N,N-dimethyl-formamide / 7 h / 100 °C 4.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 60 °C 5.1: sodium hydroxide; water / ethanol / 2 h / 50 °C View Scheme | |
Multi-step reaction with 5 steps 1.1: 5,5-dimethyl-1,3-cyclohexadiene / 6 h / Reflux 2.1: toluene / 4 h / Reflux 2.2: 2 h / Reflux 3.1: potassium carbonate / N,N-dimethyl-formamide / 7 h / 100 °C 4.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 60 °C 5.1: sodium hydroxide; water / ethanol / 2 h / 50 °C View Scheme | |
Multi-step reaction with 5 steps 1.1: 5,5-dimethyl-1,3-cyclohexadiene / 6 h / Reflux 2.1: toluene / 4 h / Reflux 2.2: 2 h / Reflux 3.1: potassium carbonate / N,N-dimethyl-formamide / 7 h / 100 °C 4.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 60 °C 5.1: sodium hydroxide; water / ethanol / 2 h / 50 °C View Scheme |
2-fluoro-1-iodo-3-methoxybenzene
4-((R)-2-[5-(2- fluoro-3-methoxy-phenyl)-3-(2-fluoro-6-trifluoromethyl-benzyl)-4-methyl-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl ]-1- phenylethylamino)-butyric acid
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: copper(l) iodide; 4R-4-hydroxyproline; caesium carbonate / dimethyl sulfoxide / 96 h / 60 °C / Heating 2.1: toluene / 4 h / Reflux 2.2: 2 h / Reflux 3.1: potassium carbonate / N,N-dimethyl-formamide / 7 h / 100 °C 4.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 60 °C 5.1: sodium hydroxide; water / ethanol / 2 h / 50 °C View Scheme | |
Multi-step reaction with 5 steps 1.1: copper(l) iodide; 4R-4-hydroxyproline; caesium carbonate / dimethyl sulfoxide / 96 h / 60 °C / Heating 2.1: toluene / 4 h / Reflux 2.2: 2 h / Reflux 3.1: potassium carbonate / N,N-dimethyl-formamide / 7 h / 100 °C 4.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 60 °C 5.1: sodium hydroxide; water / ethanol / 2 h / 50 °C View Scheme | |
Multi-step reaction with 5 steps 1.1: copper(l) iodide; 4R-4-hydroxyproline; caesium carbonate / dimethyl sulfoxide / 96 h / 60 °C / Heating 2.1: toluene / 4 h / Reflux 2.2: 2 h / Reflux 3.1: potassium carbonate / N,N-dimethyl-formamide / 7 h / 100 °C 4.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 60 °C 5.1: sodium hydroxide; water / ethanol / 2 h / 50 °C View Scheme | |
Multi-step reaction with 5 steps 1.1: copper(l) iodide; 4R-4-hydroxyproline; caesium carbonate / dimethyl sulfoxide / 96 h / 60 °C / Heating 2.1: toluene / 4 h / Reflux 2.2: 2 h / Reflux 3.1: potassium carbonate / N,N-dimethyl-formamide / 7 h / 100 °C 4.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 60 °C 5.1: sodium hydroxide; water / ethanol / 2 h / 50 °C View Scheme |
1-fluoro-2-methoxybenzene
4-((R)-2-[5-(2- fluoro-3-methoxy-phenyl)-3-(2-fluoro-6-trifluoromethyl-benzyl)-4-methyl-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl ]-1- phenylethylamino)-butyric acid
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1.1: N,N,N',N'',N'''-pentamethyldiethylenetriamine; n-butyllithium / tetrahydrofuran / 1 h / -78 °C 1.2: 2 h / -78 °C 2.1: copper(l) iodide; 4R-4-hydroxyproline; caesium carbonate / dimethyl sulfoxide / 96 h / 60 °C / Heating 3.1: toluene / 4 h / Reflux 3.2: 2 h / Reflux 4.1: potassium carbonate / N,N-dimethyl-formamide / 7 h / 100 °C 5.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 60 °C 6.1: sodium hydroxide; water / ethanol / 2 h / 50 °C View Scheme | |
Multi-step reaction with 6 steps 1.1: N,N,N',N'',N'''-pentamethyldiethylenetriamine; n-butyllithium / tetrahydrofuran / 1 h / -78 °C 1.2: 2 h / -78 °C 2.1: copper(l) iodide; 4R-4-hydroxyproline; caesium carbonate / dimethyl sulfoxide / 96 h / 60 °C / Heating 3.1: toluene / 4 h / Reflux 3.2: 2 h / Reflux 4.1: potassium carbonate / N,N-dimethyl-formamide / 7 h / 100 °C 5.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 60 °C 6.1: sodium hydroxide; water / ethanol / 2 h / 50 °C View Scheme | |
Multi-step reaction with 6 steps 1.1: N,N,N',N'',N'''-pentamethyldiethylenetriamine; n-butyllithium / tetrahydrofuran / 1 h / -78 °C 1.2: 2 h / -78 °C 2.1: copper(l) iodide; 4R-4-hydroxyproline; caesium carbonate / dimethyl sulfoxide / 96 h / 60 °C / Heating 3.1: toluene / 4 h / Reflux 3.2: 2 h / Reflux 4.1: potassium carbonate / N,N-dimethyl-formamide / 7 h / 100 °C 5.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 60 °C 6.1: sodium hydroxide; water / ethanol / 2 h / 50 °C View Scheme | |
Multi-step reaction with 6 steps 1.1: N,N,N',N'',N'''-pentamethyldiethylenetriamine; n-butyllithium / tetrahydrofuran / 1 h / -78 °C 1.2: 2 h / -78 °C 2.1: copper(l) iodide; 4R-4-hydroxyproline; caesium carbonate / dimethyl sulfoxide / 96 h / 60 °C / Heating 3.1: toluene / 4 h / Reflux 3.2: 2 h / Reflux 4.1: potassium carbonate / N,N-dimethyl-formamide / 7 h / 100 °C 5.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 60 °C 6.1: sodium hydroxide; water / ethanol / 2 h / 50 °C View Scheme |
4-((R)-2-[5-(2- fluoro-3-methoxy-phenyl)-3-(2-fluoro-6-trifluoromethyl-benzyl)-4-methyl-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl ]-1- phenylethylamino)-butyric acid
Conditions | Yield |
---|---|
With phosphoric acid In ethyl acetate at 0 - 10℃; | 93.6% |
Multi-step reaction with 2 steps 1: sodium hydroxide / water / 1 h / 60 °C 2: phosphoric acid / water / 25 °C View Scheme |
4-((R)-2-[5-(2- fluoro-3-methoxy-phenyl)-3-(2-fluoro-6-trifluoromethyl-benzyl)-4-methyl-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl ]-1- phenylethylamino)-butyric acid
Conditions | Yield |
---|---|
With dmap; di-tert-butyl dicarbonate In acetonitrile | 92% |
Stage #1: 4-((R)-2-[5-(2- fluoro-3-methoxy-phenyl)-3-(2-fluoro-6-trifluoromethyl-benzyl)-4-methyl-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl ]-1- phenylethylamino)-butyric acid With triethylamine In dichloromethane at 20℃; for 1h; Stage #2: With 1,1'-carbonyldiimidazole In dichloromethane at 20℃; for 24h; | 64.8% |
In butanone at 25℃; for 168h; | 93.03 %Chromat. |
Multi-step reaction with 2 steps 1: sodium hydroxide / water / 1 h / 60 °C 2: butanone / 168 h / 25 °C View Scheme |
formaldehyd
4-((R)-2-[5-(2- fluoro-3-methoxy-phenyl)-3-(2-fluoro-6-trifluoromethyl-benzyl)-4-methyl-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl ]-1- phenylethylamino)-butyric acid
Conditions | Yield |
---|---|
With borane pyridine complex In methanol at 20℃; | |
With borane pyridine In methanol |
4-((R)-2-[5-(2- fluoro-3-methoxy-phenyl)-3-(2-fluoro-6-trifluoromethyl-benzyl)-4-methyl-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl ]-1- phenylethylamino)-butyric acid
Conditions | Yield |
---|---|
With Dowex MSC-1 | 1.58 g |
4-((R)-2-[5-(2- fluoro-3-methoxy-phenyl)-3-(2-fluoro-6-trifluoromethyl-benzyl)-4-methyl-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl ]-1- phenylethylamino)-butyric acid
Conditions | Yield |
---|---|
With water-d2; sodium carbonate for 15h; Reflux; |
4-((R)-2-[5-(2- fluoro-3-methoxy-phenyl)-3-(2-fluoro-6-trifluoromethyl-benzyl)-4-methyl-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl ]-1- phenylethylamino)-butyric acid
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: sodium carbonate; water-d2 / 15 h / Reflux 2: sodium carbonate; water-d2 / 15 h / Reflux View Scheme |
4-((R)-2-[5-(2- fluoro-3-methoxy-phenyl)-3-(2-fluoro-6-trifluoromethyl-benzyl)-4-methyl-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl ]-1- phenylethylamino)-butyric acid
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: sodium hydroxide / water / 1 h / 60 °C 2: hydrogenchloride / water / 25 °C View Scheme |
4-((R)-2-[5-(2- fluoro-3-methoxy-phenyl)-3-(2-fluoro-6-trifluoromethyl-benzyl)-4-methyl-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl ]-1- phenylethylamino)-butyric acid
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: sodium hydroxide / water / 1 h / 60 °C 2: hydrogen bromide / water / 25 °C View Scheme |
4-((R)-2-[5-(2- fluoro-3-methoxy-phenyl)-3-(2-fluoro-6-trifluoromethyl-benzyl)-4-methyl-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl ]-1- phenylethylamino)-butyric acid
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: sodium hydroxide / water / 1 h / 60 °C 2: nitric acid / water / 25 °C View Scheme |
4-((R)-2-[5-(2- fluoro-3-methoxy-phenyl)-3-(2-fluoro-6-trifluoromethyl-benzyl)-4-methyl-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl ]-1- phenylethylamino)-butyric acid
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: sodium hydroxide / water / 1 h / 60 °C 2: sulfuric acid / water / 25 °C View Scheme | |
With sulfuric acid In acetonitrile at 27℃; Solvent; Temperature; |
4-((R)-2-[5-(2- fluoro-3-methoxy-phenyl)-3-(2-fluoro-6-trifluoromethyl-benzyl)-4-methyl-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl ]-1- phenylethylamino)-butyric acid
Conditions | Yield |
---|---|
With potassium hydroxide In water at 60℃; for 1h; | 3.7 g |
4-((R)-2-[5-(2- fluoro-3-methoxy-phenyl)-3-(2-fluoro-6-trifluoromethyl-benzyl)-4-methyl-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl ]-1- phenylethylamino)-butyric acid
Conditions | Yield |
---|---|
With calcium acetate In water at 60℃; for 1h; | 3.5 g |
4-((R)-2-[5-(2- fluoro-3-methoxy-phenyl)-3-(2-fluoro-6-trifluoromethyl-benzyl)-4-methyl-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl ]-1- phenylethylamino)-butyric acid
Pamoic acid
Conditions | Yield |
---|---|
In methanol at 25 - 60℃; for 19h; | 1.5 g |
4-((R)-2-[5-(2- fluoro-3-methoxy-phenyl)-3-(2-fluoro-6-trifluoromethyl-benzyl)-4-methyl-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl ]-1- phenylethylamino)-butyric acid
benzenesulfonic acid
Conditions | Yield |
---|---|
In methanol at 20 - 60℃; for 26h; | 1.1 g |
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