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
Cas:41639-83-2
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inquiryLatanoprost acid CAS No.:41639-83-2 Name: Latanoprost acid Synonyms: (Z)-7-[(1R,2R,3R,5S)-3,5-Dihydroxy-2-[(3R)-3-hydroxy-5-phenylpentyl]cyclopentyl]hept-5-enoic acid Molecular Structure:
Cas:41639-83-2
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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:41639-83-2
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inquiryOur company was built in 2009 with an ISO certificate.In the past 5 years, we have grown up as a famous fine chemicals supplier in China and we had established stable business relationships with Samsung,LG,Merck,Thermo Fisher Scientific and so on.O
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inquiryWITH US,YOUR MONEY IN SAFE,YOUR BUSINESS IN SAFE 1)Quick Response Within 12 hours; 2)Quality Guarantee: All products are strictly tested by our QC, confirmed by QA and approved by third party lab in China, USA, Canada, Germany, UK, Italy, France et
Cas:41639-83-2
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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
Advantages: Hubei XinRunde Chemical Co., Ltd is a renowned pharmaceutical manufacturer. We can offer high quality products at competitive price in quick delivery with 100% custom pass guaranteed. Never stop striving to offer our best service is
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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
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inquiryLatanoprost acid CAS:41639-83-2 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 interme
Cas:41639-83-2
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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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inquiry1. Timely and efficient service to ensure communication with customers 2. Produce products of different specifications and sizes according to your requirements. 3. Quality procedures and standards recognized by SGS. Advanced plant equipment ensures s
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inquiryHenan Wentao Chemical Product Co.,Ltd is Located in Zhengzhou High-tech Development Zone with import and export license, We passed ISO 9001:2008 as well, Henan Wentao has developed more than 1000 compounds, which are widely used in the fields of prod
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inquiryOur company provides one-stop services of research - development - production for a variety of special prouducts. Not only do we make effective use of our strong technological strength, but also establish of cooperative relations with several well-
Cas:41639-83-2
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inquiryHangzhou KeyingChem Co., Ltd. exported this product to many countries and regions at best price. If you are looking for the material’s manufacturer or supplier in China, KeyingChem is your best choice. Pls contact with us freely for getting det
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inquiryCompany Introduction 1. Established in 2005, with two independent business divisions: Fine chemicals division; Pharmaceutical division. 2. Main product: Optical brightener Textile auxiliary Dye stuff Pigments
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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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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:41639-83-2
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inquiryWe 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 contract research. We are committed to prov
Cas:41639-83-2
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inquirySuperior quality, moderate price & quick delivery. Appearance:white powder Storage:Stored in cool, dry and ventilation place; Away from fire and heat Package:25kg/drum, or as per your request. Application:A metabolite of Latanoprost Transportat
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,
Our Advantages A. International Top level TechnologyOur company owned biomedicine experts are famous at home and abroad with rich experience in research and development in the field of efficient chiral functional molecules research and development an
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Cas:41639-83-2
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Type:Trading Company
inquiryAPI name: latanoprost free acid,LT-ACID(LATANOPROST ACID) CAS No.: 41639-83-2 Chemical name: latanoprost free acid; (Z)-7-[(1R,2R,3R,5S)-3,5-Dihydroxy-2-[(3R)-3-hydroxy-5-phenylpentyl]cyclopentyl]h Formula: C23H34O5 Structure:
Cas:41639-83-2
Min.Order:1 Kilogram
Negotiable
Type:Trading Company
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
1.Applied in food field.it can improve the immune system and prolong life. 2.Appliedin cosmetic field.it can improve the skin care. 3.Applied in pharmaceutical field.it can treat various dieases. 4.Our product quality assurance will make our customer
GOLDEN PHARMA CO.,LIMITED.is a professional pharmaceutical company,our team have more than 20years expereince in pharmaceutical production and sales. we are a professional technical enterprise specializing in the R & D, production,QA regulation
We are a Union of chemistry in China, consists of chemists,engineers, laboratories,factories in China. We organize surplus capacity of R&D and production as well as custom synthesis for chemical products and chemical business project. We are supp
high purity,in stock Package:25kg/drum,or as per customers'demand Application:API,or Intermediates,fine chemicals Transportation:air,sea,courier
Cas:41639-83-2
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inquiryR & D enterprises have their own stock in stock Package:1kg Application:pharmaceutical intermediates
Cas:41639-83-2
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inquiryhigh quality Storage:Sealed, dry, microtherm , avoid light and smell. Package:According to the demand of customer Application:Organic synthesis Transportation:by air or by sea
Cas:41639-83-2
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inquiry(Z)-3-hydroxy-2-(hydroxymethyl)-2-methylpropyl 7-((1R,2R,3R,5S)-3,5-dihydroxy-2-((R)-3-hydroxy-5-phenylpentyl)cyclopentyl)hept-5-enoate
latanoprost acid
Conditions | Yield |
---|---|
With lithium hydroxide In methanol; water for 8h; | 99% |
Stage #1: (Z)-3-hydroxy-2-(hydroxymethyl)-2-methylpropyl 7-((1R,2R,3R,5S)-3,5-dihydroxy-2-((R)-3-hydroxy-5-phenylpentyl)cyclopentyl)hept-5-enoate With lithium hydroxide In methanol; water at 20℃; for 5.5 - 8h; Stage #2: With sodium hydrogen sulfate; ammonium chloride In methanol; water; ethyl acetate Product distribution / selectivity; | 99% |
(Z)-methyl 7-((1R,2R,3R,5S)-3,5-dihydroxy-2-((R)-3-hydroxy-5-phenylpentyl)cyclopentyl)hept-5-enoate
latanoprost acid
Conditions | Yield |
---|---|
With lithium hydroxide In methanol; water at 20℃; for 20h; | 96% |
Stage #1: methyl (Z)-7-{(1R,2R,3R,5S)-3,5-dihydroxy-2-[(R)-3-hydroxy-5-phenylpentyl]cyclopentyl}hept-5-enoate With lithium hydroxide In methanol; water at 20℃; for 20h; Stage #2: With sodium hydrogen sulfate; ammonium chloride In methanol; water; ethyl acetate | 96% |
(Z)-7-((1R,2R,3R,5S)-3-(tert-butyldimethylsilyloxy)-2-((R)-3-(tert-butyldimethylsilyloxy)-5-phenylpentyl)-5-hydroxycyclopentyl)hept-5-enoic acid
latanoprost acid
Conditions | Yield |
---|---|
Stage #1: (Z)-7-((1R,2R,3R,5S)-3-(tert-butyldimethylsilyloxy)-2-((R)-3-(tert-butyldimethylsilyloxy)-5-phenylpentyl)-5-hydroxycyclopentyl)hept-5-enoic acid With hydrogenchloride; water In tetrahydrofuran at 20℃; for 18h; Stage #2: In tetrahydrofuran pH=6.8; Aqueous phosphate buffer; | 91% |
Stage #1: (Z)-7-((1R,2R,3R,5S)-3-(tert-butyldimethylsilyloxy)-2-((R)-3-(tert-butyldimethylsilyloxy)-5-phenylpentyl)-5-hydroxycyclopentyl)hept-5-enoic acid With hydrogenchloride In tetrahydrofuran; water at 20℃; for 18h; Stage #2: In tetrahydrofuran; water pH=6.8; Aqueous phosphate buffer; | 91% |
latanoprost
latanoprost acid
Conditions | Yield |
---|---|
Stage #1: latanoprost With lithium hydroxide; water In tetrahydrofuran for 16h; Stage #2: With hydrogenchloride In tetrahydrofuran; water | 90% |
latanoprost acid
Conditions | Yield |
---|---|
With hydrogenchloride; water In tetrahydrofuran at 20℃; for 17h; | 87% |
With hydrogenchloride In methanol; water for 3.33333h; |
latanoprost acid
Conditions | Yield |
---|---|
With water; potassium hydroxide In water; isopropyl alcohol at 50℃; for 2h; Reagent/catalyst; Temperature; | 68% |
With potassium hydroxide In water; isopropyl alcohol at 50℃; for 2h; |
(4-carboxybutyl)triphenylphosphonium bromide
latanoprost acid
Conditions | Yield |
---|---|
With potassium tert-butylate 1.) THF, RT, 30 min, 2.) THF, -15 to -10 deg C, 4 h; Multistep reaction; |
(S)-4-phenyl-1-iodo-2-(triethylsiloxy)butane
latanoprost acid
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 99 percent / LiOH*H2O / methanol; H2O / 8 h View Scheme |
(S)-4-phenyl-1-(p-tolylsulfonyloxy)-2-(triethylsiloxy)butane
latanoprost acid
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 89 percent / NaI; pyridine / dimethylformamide / 2.5 h / 75 - 80 °C 2: 99 percent / LiOH*H2O / methanol; H2O / 8 h View Scheme |
methyl (Z)-7-[(1R,2R,3R,5S)-2-((3S)-3-triethylsilyloxy-5-phenyl-1-(phenylsulfonyl)pentyl)-3,5-bis(triethylsilyloxy)cyclopentyl]hept-5-enoate
latanoprost acid
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 45 mg / PPTS / acetone; H2O / 6 h / 20 °C 2: 96 percent / LiOH*H2O / methanol; H2O / 20 h / 20 °C View Scheme |
1-{(Z)-6-[(1R,2R,3R,5S)-2-[(R)-3-(triethylsilyloxy)-5-phenylpentyl]-3,5-bis(triethylsilyloxy)cyclopentyl]hex-4-enyl}-4-methyl-2,6,7-trioxabicyclo[2.2.2]octane
latanoprost acid
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 95 percent / PPTS / acetone; H2O / 5 h / 18 °C 2: 99 percent / LiOH*H2O / methanol; H2O / 8 h View Scheme |
latanoprost acid
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 99 percent / Na2HPO4; Na/Hg / methanol / 0 - 20 °C 2: 95 percent / PPTS / acetone; H2O / 5 h / 18 °C 3: 99 percent / LiOH*H2O / methanol; H2O / 8 h View Scheme |
2,2-bis(hydroxymethyl)propyl-(Z)-7-[(1R,2R,3R,5S)-2-[(3S)-3-triethylsilyloxy-5-phenyl-1-(phenylsulfonyl)pentyl]-3,5-bis(triethylsilyloxy)cyclopentyl]hept-5-enoate
latanoprost acid
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 227 mg / Na2HPO4; Na/Hg / methanol / 2 h 2: 45 mg / PPTS / acetone; H2O / 6 h / 20 °C 3: 96 percent / LiOH*H2O / methanol; H2O / 20 h / 20 °C View Scheme |
4-Phenyl-1-butene
latanoprost acid
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1: (K3Fe(CN)6; K2OsO2(OH)4; K2CO3 / (DHQ)2AQN / 2-methyl-propan-2-ol; H2O / 17 h / 0 °C 2: 67.4 percent / Bu2SnO; Et3N / CH2Cl2 / 0 - 20 °C 3: 99.5 percent / imidazole; Et3N / dimethylformamide / 1.33 h / 0 - 20 °C 4: 89 percent / NaI; pyridine / dimethylformamide / 2.5 h / 75 - 80 °C 5: 99 percent / LiOH*H2O / methanol; H2O / 8 h View Scheme | |
Multi-step reaction with 10 steps 1.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 25.5 h / 0 - 20 °C 2.1: [(S,S)-N,N’-bis(3,5-di-tertbutylsalicylidene)-1,2-cyclohexanediaminato(2-)]cobalt(II); acetic acid / tetrahydrofuran; water / 24 h / 0 - 20 °C 3.1: n-butyllithium / tetrahydrofuran / -20 °C 3.2: -20 - 20 °C 4.1: 1H-imidazole / dichloromethane / 16 h / 0 - 20 °C 5.1: 9-bora-bicyclo[3.3.1]nonane / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere 5.2: 2 h / 20 °C / Inert atmosphere 6.1: iodine; triphenylphosphine; 1H-imidazole / dichloromethane / 1 h / 20 °C / Inert atmosphere 7.1: tert.-butyl lithium / diethyl ether / 4 h / -78 - -40 °C / Inert atmosphere 7.2: 1 h / -78 - -20 °C / Inert atmosphere 8.1: ozone / methanol; dichloromethane / -78 °C 8.2: 3.25 h / -78 - 20 °C / Inert atmosphere 9.1: hydrogenchloride; water / tetrahydrofuran / 16 h / 20 °C 10.1: potassium tert-butylate / tetrahydrofuran / 0.67 h / 0 °C / Inert atmosphere 10.2: 1.5 h / 0 - 20 °C / Inert atmosphere View Scheme |
benzyltriphenylphosphonium bromide
latanoprost acid
Conditions | Yield |
---|---|
Multi-step reaction with 8 steps 1.1: hexyllithium / tetrahydrofuran; hexane / 1.5 h / 5 - 15 °C 1.2: 62 percent / tetrahydrofuran; hexane / 2 h / 20 °C 2.1: 98.8 percent / H2 / Pd/C / methanol / 24 h / 30 °C / 7500.6 Torr 3.1: 99 percent / PTSA / methanol / 4 h / 40 °C 4.1: 67.4 percent / Bu2SnO; Et3N / CH2Cl2 / 0 - 20 °C 5.1: 99.5 percent / imidazole; Et3N / dimethylformamide / 1.33 h / 0 - 20 °C 6.1: 89 percent / NaI; pyridine / dimethylformamide / 2.5 h / 75 - 80 °C 7.1: 99 percent / LiOH*H2O / methanol; H2O / 8 h View Scheme |
(S)-4-phenyl-1,2-butanediol
latanoprost acid
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: 67.4 percent / Bu2SnO; Et3N / CH2Cl2 / 0 - 20 °C 2: 99.5 percent / imidazole; Et3N / dimethylformamide / 1.33 h / 0 - 20 °C 3: 89 percent / NaI; pyridine / dimethylformamide / 2.5 h / 75 - 80 °C 4: 99 percent / LiOH*H2O / methanol; H2O / 8 h View Scheme |
(S)-2-hydroxy-4-phenylbutyl 4-methylbenzenesulfonate
latanoprost acid
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 99.5 percent / imidazole; Et3N / dimethylformamide / 1.33 h / 0 - 20 °C 2: 89 percent / NaI; pyridine / dimethylformamide / 2.5 h / 75 - 80 °C 3: 99 percent / LiOH*H2O / methanol; H2O / 8 h View Scheme |
(4S)-2,2-dimethyl-4-styryl-1,3-dioxolane
latanoprost acid
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1: 98.8 percent / H2 / Pd/C / methanol / 24 h / 30 °C / 7500.6 Torr 2: 99 percent / PTSA / methanol / 4 h / 40 °C 3: 67.4 percent / Bu2SnO; Et3N / CH2Cl2 / 0 - 20 °C 4: 99.5 percent / imidazole; Et3N / dimethylformamide / 1.33 h / 0 - 20 °C 5: 89 percent / NaI; pyridine / dimethylformamide / 2.5 h / 75 - 80 °C 6: 99 percent / LiOH*H2O / methanol; H2O / 8 h View Scheme |
(4S)-2,2-dimethyl-4-(2-phenylethyl)-1,3-dioxolane
latanoprost acid
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1: 99 percent / PTSA / methanol / 4 h / 40 °C 2: 67.4 percent / Bu2SnO; Et3N / CH2Cl2 / 0 - 20 °C 3: 99.5 percent / imidazole; Et3N / dimethylformamide / 1.33 h / 0 - 20 °C 4: 89 percent / NaI; pyridine / dimethylformamide / 2.5 h / 75 - 80 °C 5: 99 percent / LiOH*H2O / methanol; H2O / 8 h View Scheme |
(-)-Corey lactone 5-(4-phenylbenzoate)
latanoprost acid
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1: DCC, phosphoric acid / 1,2-dimethoxy-ethane / a) 18 deg C, 30 min, b) RT, 2 h 2: 1.) NaH / 1.) DME, RT, 1 h, 2.) DME, a) 0 deg C, 30 min, b) RT, 2 h 3: 52 percent / lithium tri-sec-butylborohydride (lithium selectride) / tetrahydrofuran; diethyl ether / 1 h / -78 - -75 °C 4: 78.4 percent / H2, 1 M NaOH / 10percent Pd/C / ethanol / 6 h 5: 85 percent / K2CO3 / methanol / 6 h / Ambient temperature 6: 65 percent / diisobutylaluminium hydride (DIBAL) / toluene; tetrahydrofuran / 1 h / -80 - -72 °C 7: 1.) t-BuOK / 1.) THF, RT, 30 min, 2.) THF, -15 to -10 deg C, 4 h View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1: 1.) NaH, 2.) n-BuLi 2: 1.) NaH / 1.) DME, RT, 1 h, 2.) DME, a) 0 deg C, 30 min, b) RT, 2 h 3: 52 percent / lithium tri-sec-butylborohydride (lithium selectride) / tetrahydrofuran; diethyl ether / 1 h / -78 - -75 °C 4: 78.4 percent / H2, 1 M NaOH / 10percent Pd/C / ethanol / 6 h 5: 85 percent / K2CO3 / methanol / 6 h / Ambient temperature 6: 65 percent / diisobutylaluminium hydride (DIBAL) / toluene; tetrahydrofuran / 1 h / -80 - -72 °C 7: 1.) t-BuOK / 1.) THF, RT, 30 min, 2.) THF, -15 to -10 deg C, 4 h View Scheme |
(1S,5R,6R,7R)-6-(3-oxo-5-phenyl-1E-pentenyl)-7-<(4-phenylbenzoyl)oxy>-2-oxabicyclo<3.3.0>octan-3-one
latanoprost acid
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: 52 percent / lithium tri-sec-butylborohydride (lithium selectride) / tetrahydrofuran; diethyl ether / 1 h / -78 - -75 °C 2: 78.4 percent / H2, 1 M NaOH / 10percent Pd/C / ethanol / 6 h 3: 85 percent / K2CO3 / methanol / 6 h / Ambient temperature 4: 65 percent / diisobutylaluminium hydride (DIBAL) / toluene; tetrahydrofuran / 1 h / -80 - -72 °C 5: 1.) t-BuOK / 1.) THF, RT, 30 min, 2.) THF, -15 to -10 deg C, 4 h View Scheme |
(1S,5R,6R,7R)-6-<(3S)-3-hydroxy-5-phenyl-1-pentenyl>-7-<(4-phenylbenzoyl)oxy>-2-oxabicyclo<3.3.0>octan-3-one
latanoprost acid
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 78.4 percent / H2, 1 M NaOH / 10percent Pd/C / ethanol / 6 h 2: 85 percent / K2CO3 / methanol / 6 h / Ambient temperature 3: 65 percent / diisobutylaluminium hydride (DIBAL) / toluene; tetrahydrofuran / 1 h / -80 - -72 °C 4: 1.) t-BuOK / 1.) THF, RT, 30 min, 2.) THF, -15 to -10 deg C, 4 h View Scheme |
latanoprost acid
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1: 1.) NaH / 1.) DME, RT, 1 h, 2.) DME, a) 0 deg C, 30 min, b) RT, 2 h 2: 52 percent / lithium tri-sec-butylborohydride (lithium selectride) / tetrahydrofuran; diethyl ether / 1 h / -78 - -75 °C 3: 78.4 percent / H2, 1 M NaOH / 10percent Pd/C / ethanol / 6 h 4: 85 percent / K2CO3 / methanol / 6 h / Ambient temperature 5: 65 percent / diisobutylaluminium hydride (DIBAL) / toluene; tetrahydrofuran / 1 h / -80 - -72 °C 6: 1.) t-BuOK / 1.) THF, RT, 30 min, 2.) THF, -15 to -10 deg C, 4 h View Scheme |
(1S,5R,6R,7R)-6-<(3R)-3-hydroxy-5-phenyl-1-pentyl>-7(R)-hydroxy-2-oxabicyclo<3.3.0>octan-3-one
latanoprost acid
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 65 percent / diisobutylaluminium hydride (DIBAL) / toluene; tetrahydrofuran / 1 h / -80 - -72 °C 2: 1.) t-BuOK / 1.) THF, RT, 30 min, 2.) THF, -15 to -10 deg C, 4 h View Scheme |
(1S,5R,6R,7R)-6-<(3R)-3-hydroxy-5-phenyl-1-pentyl>-7-<(4-phenylbenzoyl)oxy>-2-oxabicyclo<3.3.0>octan-3-one
latanoprost acid
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 85 percent / K2CO3 / methanol / 6 h / Ambient temperature 2: 65 percent / diisobutylaluminium hydride (DIBAL) / toluene; tetrahydrofuran / 1 h / -80 - -72 °C 3: 1.) t-BuOK / 1.) THF, RT, 30 min, 2.) THF, -15 to -10 deg C, 4 h View Scheme |
(3aR,4R,5R,6aS)-4-formyl-2-oxohexahydro-2H-cyclopenta[b]furan-5-yl biphenyl-4-carboxylate
latanoprost acid
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1: 1.) NaH / 1.) DME, RT, 1 h, 2.) DME, a) 0 deg C, 30 min, b) RT, 2 h 2: 52 percent / lithium tri-sec-butylborohydride (lithium selectride) / tetrahydrofuran; diethyl ether / 1 h / -78 - -75 °C 3: 78.4 percent / H2, 1 M NaOH / 10percent Pd/C / ethanol / 6 h 4: 85 percent / K2CO3 / methanol / 6 h / Ambient temperature 5: 65 percent / diisobutylaluminium hydride (DIBAL) / toluene; tetrahydrofuran / 1 h / -80 - -72 °C 6: 1.) t-BuOK / 1.) THF, RT, 30 min, 2.) THF, -15 to -10 deg C, 4 h View Scheme |
Conditions | Yield |
---|---|
With hydrogenchloride; water In acetone at 0 - 25℃; pH=1 - 3; |
(4-carboxybutyl)triphenylphosphonium bromide
(1S,5R,6R,7R)-6-<(3S)-3-hydroxy-5-phenyl-1-pentyl>-7(R)-hydroxy-2-oxabicyclo<3.3.0>octan-3-ol
latanoprost acid
Conditions | Yield |
---|---|
Stage #1: (4-carboxybutyl)triphenylphosphonium bromide With potassium tert-butylate In tetrahydrofuran at 0℃; Stage #2: (1S,5R,6R,7R)-6-<(3S)-3-hydroxy-5-phenyl-1-pentyl>-7(R)-hydroxy-2-oxabicyclo<3.3.0>octan-3-ol In tetrahydrofuran at -17℃; for 20h; Wittig Reaction; Stage #3: With aminosulfonic acid In tert-butyl methyl ether; water pH=1.5 - 2.0; | |
Stage #1: (4-carboxybutyl)triphenylphosphonium bromide With potassium tert-butylate In tetrahydrofuran at 0℃; for 0.5 - 0.666667h; Wittig Reaction; Stage #2: (1S,5R,6R,7R)-6-<(3S)-3-hydroxy-5-phenyl-1-pentyl>-7(R)-hydroxy-2-oxabicyclo<3.3.0>octan-3-ol In tetrahydrofuran at -15℃; for 4 - 5h; Wittig Reaction; | |
Stage #1: (4-carboxybutyl)triphenylphosphonium bromide With potassium tert-butylate In tetrahydrofuran at 0℃; for 0.75h; Inert atmosphere; Stage #2: (1S,5R,6R,7R)-6-<(3S)-3-hydroxy-5-phenyl-1-pentyl>-7(R)-hydroxy-2-oxabicyclo<3.3.0>octan-3-ol In tetrahydrofuran at -15 - -10℃; Wittig Reaction; Inert atmosphere; |
Conditions | Yield |
---|---|
In methanol; water for 0.5h; Product distribution / selectivity; | 100% |
In methanol; water for 0.5h; Product distribution / selectivity; |
Conditions | Yield |
---|---|
With 1,8-diazabicyclo[5.4.0]undec-7-ene In acetone at 20℃; for 14h; | A n/a B 99.83% |
Conditions | Yield |
---|---|
With Lipase Novozym 435 at 30℃; for 18h; Enzymatic reaction; | 92% |
Novozym 435 at 30℃; for 18h; | 92% |
With 2-chloro-1,3-dimethyl imidazolium chloride; potassium tert-butylate; triethylamine at 0 - 70℃; for 2h; |
Conditions | Yield |
---|---|
With caesium carbonate In N,N-dimethyl-formamide at 20℃; Inert atmosphere; | 84% |
With caesium carbonate In N,N-dimethyl-formamide at 20℃; for 14h; | 72% |
With potassium carbonate In N,N-dimethyl-formamide at 50℃; | 68% |
isobutylamine
latanoprost acid
17-phenyl-13,14-dihydro-trinor-prostaglandin F2α isobutylamide
Conditions | Yield |
---|---|
With dicyclohexyl-carbodiimide In tetrahydrofuran at 0 - 20℃; | 70% |
desmethyl anethole trithione
latanoprost acid
(5Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(3R)-3-hydroxy-5-phenylpentyl]cyclopentyl]-5-heptenoic acid 4-(3H-1,2-dithiole-3-thione-5-yl)phenyl ester
Conditions | Yield |
---|---|
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran at 0 - 20℃; Inert atmosphere; | 65% |
Stage #1: desmethyl anethole trithione; latanoprost acid; dmap In tetrahydrofuran at 0℃; Inert atmosphere; Stage #2: With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran at 20℃; for 15h; Inert atmosphere; | |
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap In tetrahydrofuran at 0 - 20℃; for 15h; |
Conditions | Yield |
---|---|
With 1,8-diazabicyclo[5.4.0]undec-7-ene In acetone at 20℃; for 5.5 - 14.2167h; Product distribution / selectivity; | A n/a B n/a C 63.2% |
5,7-Dihydroxy-3-(4-methoxy-phenyl)-chromen-4-on
latanoprost acid
Conditions | Yield |
---|---|
In dichloromethane at 20℃; | 60% |
2-(prop-2-yn-1-yl)pent-4-yn-1-ol
latanoprost acid
Conditions | Yield |
---|---|
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine In dichloromethane at 20℃; Inert atmosphere; Darkness; | 45% |
tert-butyldimethylsilyl chloride
latanoprost acid
Conditions | Yield |
---|---|
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 24h; |
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