This series products include: 500 µg/mL Bongkrekic Acid in Tris buffer (0.1M,pH7.5) 100 µg/mL Bongkrekic Acid in Methanol 1000 µg/mL Bongkrekic Acid in Acetonitrile (0.1%,Ammonia) Appearance:bottle Storage:-20℃ Application:Determ
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inquiryWith our good experience, we offer detailed technical support and advice to assist customers. We communicate closely with customers to establish their quality requirements. Consistent Quality Our plant has strict quality control in each manufacturin
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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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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
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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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inquiryBONGKREKIC ACID CAS:11076-19-0 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 intermedi
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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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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 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 have s
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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
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inquiryfactory?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
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inquiryHangzhou Huarong Pharm Co., Ltd.established since 2006 , has been actively developing specialty products for Finished Dosages, APIs, Intermediates, and Fine chemicals markets in North America, Europe, Korea, Japan, Mid-East and all over the World. Hu
Shandong Mopai Biotechnology Co., LTD is a leading manufacturer and supplier of chemicals in China. We develop produce and distribute high quality pharmaceuticals, intermediates, special chemicals and OLED intermediates and other fine chemicals. W
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inquiry1.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
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inquiryWe are a Union of chemistry in China, consists of chemists,engineers, laboratories,factories in China. We organize surplus capacity of R&D and production as well as custom synthesis for chemical products and chemical business project. We are supp
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inquiryR & D enterprises have their own stock in stock Package:1kg Application:pharmaceutical intermediates
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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
high purity lowest priceAppearance:solid or liquid Storage:in sealed air resistant place Package:Foil bag; Drum; Plastic bottle Application:Pharma;Industry;Agricultural Transportation:by sea or air Port:Beijing or Guangzhou
1.Our services:A.Supply sampleB.The packing also can be according the customers` requirmentC.Any inquiries will be replied within 24 hoursD.we provide Commerical Invoice, Packing List, Bill of loading, COA , Health certificate and Origin certificate.
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inquiryAnsciep Chemical is a professional enterprise manufacturing and distributing fine chemicals and speciality chemicals. We have been dedicated to heterocycle compounds and phenyl rings for tens of years. This is our mature product for export. Our quali
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inquiryBongkrekic acid solution Application:Bongkrekic acid solution
factory?direct?saleAppearance:White powder Storage:Sealed and preserved Package:200/Kilograms Application:healing drugs Transportation:By sea Port:Shanghai/tianjin
Bongkrekic acid solutionAppearance:ask Storage:keep in dry and cool condition Package:foil aluminium bag/vacuum packing Application:intermediates Transportation:By express (Door to door) such as FEDEX, DHL, EMS for small amount. By air(airport to air
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inquiryGood Quality Package:1kg/bag Application:Medical or chemical Transportation:Air/Train/Sea Port:Shenzhen
factory?direct?saleAppearance:White powder Storage:Sealed and preserved Package:200/Kilograms Application:healing drugs Transportation:By sea Port:Shanghai/tianjin
Changzhou Extraordinary Pharmatech co., LTD. As a leading chemical manufacturer and supplier in China.DAS authentication is passed.We can provide the popular precursor chemicals, we have our own strong R & D team, have our own laboratories and fa
HuBei ipure is a diversified product production and operation enterprise, with API, pharma intermediates, and other fine chemicals as well as R&D and pigments development and sales as one of the large enterprises, with more than 130 acres of pl
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inquiry1,Best Quality: Our products have exported to Germany, Spain, UK, USA, Australia, Middle East, and so on other countries, and we have got very good feedback from our customers.so you can trust us. 2,
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inquiry2,4,8,10,14,18,20-Docosaheptaenedioicacid, 20-(carboxymethyl)-6-methoxy-2,5,17-trimethyl-,(2E,4Z,6R,8Z,10E,14E,17S,18E,20Z)- Storage:keep in dry and cool condition Package:25kg or according to cutomer's demand Application:Chemical research/pharma int
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inquirybongkrekic acid
Conditions | Yield |
---|---|
With hydrogenchloride; water In tetrahydrofuran at 0 - 20℃; for 1h; | 92% |
(Z)-3-[(1E,3S,5E,9E,11Z,14R,15Z,17E)-19-tert-butoxy-14-methoxy-3,15,18-trimethyl-19-oxononadeca-1,5,9,11,15,17-hexaenyl]pent-2-enedioic acid
bongkrekic acid
Conditions | Yield |
---|---|
With hydrogenchloride; water In tetrahydrofuran at 20℃; for 3h; | 83% |
(2E,4Z,8Z,10E,14E)-(6R,17S)-17-(4-Carboxymethyl-6-oxo-3,6-dihydro-2H-pyran-2-yl)-6-methoxy-2,5-dimethyl-octadeca-2,4,8,10,14-pentaenoic acid
bongkrekic acid
Conditions | Yield |
---|---|
With potassium methanolate In tetrahydrofuran; methanol at 0℃; for 0.0833333h; | 65% |
Conditions | Yield |
---|---|
Stage #1: C31H44O7 With water; potassium hydroxide In 1,2-dimethoxyethane at 20℃; for 8h; Stage #2: With hydrogenchloride In 1,2-dimethoxyethane; water optical yield given as %de; Further stages; | A 17% B 35% |
Conditions | Yield |
---|---|
With potassium hydroxide In 1,2-dimethoxyethane; water at 20℃; for 8h; | A 35% B 17% |
(2E,4Z,8Z,10E,14E,18E,20Z)-(6R,17S)-20-Carboxymethyl-6-methoxy-2,5,17-trimethyl-docosa-2,4,8,10,14,18,20-heptaenedioic acid 1-tert-butyl ester 22-(tert-butyl-diphenyl-silanyloxymethyl) ester
bongkrekic acid
Conditions | Yield |
---|---|
With hydrogenchloride In methanol; water at 20℃; |
bongkrekic acid
Conditions | Yield |
---|---|
Multi-step reaction with 11 steps 1.1: 86 percent / BuLi; HMPA / tetrahydrofuran 2.1: DIBAH / tetrahydrofuran 2.2: 70 percent / NaBH4 / tetrahydrofuran; H2O 3.1: Dess-Martin reagent / benzene; CH2Cl2 4.1: 80 percent / benzene 5.1: 82 percent / HCl / H2O; tetrahydrofuran 6.1: MnO2 / benzene; CH2Cl2 6.2: NaClO2; NaH2PO4; 2-methyl-2-butene / tetrahydrofuran; 2-methyl-propan-2-ol; H2O 6.3: 40 percent / Et3N / tetrahydrofuran 7.1: Dess-Martin reagent / benzene; CH2Cl2 7.2: NaClO2; NaH2PO4; 2-methyl-2-butene / tetrahydrofuran; 2-methyl-propan-2-ol; H2O 8.1: HCl / H2O; methanol / 20 °C View Scheme | |
Multi-step reaction with 14 steps 1.1: 86 percent / BuLi; HMPA / tetrahydrofuran 2.1: DIBAH / tetrahydrofuran 2.2: 70 percent / NaBH4 / tetrahydrofuran; H2O 3.1: 93 percent / Na-Hg; Na2HPO4 / methanol 4.1: 96 percent / Et3N / CH2Cl2 5.1: 83 percent / 2,6-di-tert-butylpyridine / benzene 6.1: 81 percent / DIBAH / tetrahydrofuran 7.1: Dess-Martin reagent / benzene; CH2Cl2 8.1: 80 percent / benzene 9.1: 82 percent / HCl / H2O; tetrahydrofuran 10.1: MnO2 / benzene; CH2Cl2 10.2: NaClO2; NaH2PO4; 2-methyl-2-butene / tetrahydrofuran; 2-methyl-propan-2-ol; H2O 10.3: 40 percent / Et3N / tetrahydrofuran 11.1: Dess-Martin reagent / benzene; CH2Cl2 11.2: NaClO2; NaH2PO4; 2-methyl-2-butene / tetrahydrofuran; 2-methyl-propan-2-ol; H2O 12.1: HCl / H2O; methanol / 20 °C View Scheme |
(R)-5-((Z)-4-Hydroxy-but-2-enyl)-4-methyl-5H-furan-2-one
bongkrekic acid
Conditions | Yield |
---|---|
Multi-step reaction with 12 steps 1.1: MnO2 / CH2Cl2 2.1: 86 percent / BuLi; HMPA / tetrahydrofuran 3.1: DIBAH / tetrahydrofuran 3.2: 70 percent / NaBH4 / tetrahydrofuran; H2O 4.1: Dess-Martin reagent / benzene; CH2Cl2 5.1: 80 percent / benzene 6.1: 82 percent / HCl / H2O; tetrahydrofuran 7.1: MnO2 / benzene; CH2Cl2 7.2: NaClO2; NaH2PO4; 2-methyl-2-butene / tetrahydrofuran; 2-methyl-propan-2-ol; H2O 7.3: 40 percent / Et3N / tetrahydrofuran 8.1: Dess-Martin reagent / benzene; CH2Cl2 8.2: NaClO2; NaH2PO4; 2-methyl-2-butene / tetrahydrofuran; 2-methyl-propan-2-ol; H2O 9.1: HCl / H2O; methanol / 20 °C View Scheme | |
Multi-step reaction with 15 steps 1.1: MnO2 / CH2Cl2 2.1: 86 percent / BuLi; HMPA / tetrahydrofuran 3.1: DIBAH / tetrahydrofuran 3.2: 70 percent / NaBH4 / tetrahydrofuran; H2O 4.1: 93 percent / Na-Hg; Na2HPO4 / methanol 5.1: 96 percent / Et3N / CH2Cl2 6.1: 83 percent / 2,6-di-tert-butylpyridine / benzene 7.1: 81 percent / DIBAH / tetrahydrofuran 8.1: Dess-Martin reagent / benzene; CH2Cl2 9.1: 80 percent / benzene 10.1: 82 percent / HCl / H2O; tetrahydrofuran 11.1: MnO2 / benzene; CH2Cl2 11.2: NaClO2; NaH2PO4; 2-methyl-2-butene / tetrahydrofuran; 2-methyl-propan-2-ol; H2O 11.3: 40 percent / Et3N / tetrahydrofuran 12.1: Dess-Martin reagent / benzene; CH2Cl2 12.2: NaClO2; NaH2PO4; 2-methyl-2-butene / tetrahydrofuran; 2-methyl-propan-2-ol; H2O 13.1: HCl / H2O; methanol / 20 °C View Scheme |
(R)-5-((2Z,4E)-6-Bromo-hexa-2,4-dienyl)-4-methyl-5H-furan-2-one
bongkrekic acid
Conditions | Yield |
---|---|
Multi-step reaction with 9 steps 1.1: 86 percent / BuLi; HMPA / tetrahydrofuran 2.1: DIBAH / tetrahydrofuran 2.2: 70 percent / NaBH4 / tetrahydrofuran; H2O 3.1: Dess-Martin reagent / benzene; CH2Cl2 4.1: 80 percent / benzene 5.1: 82 percent / HCl / H2O; tetrahydrofuran 6.1: MnO2 / benzene; CH2Cl2 6.2: NaClO2; NaH2PO4; 2-methyl-2-butene / tetrahydrofuran; 2-methyl-propan-2-ol; H2O 6.3: 40 percent / Et3N / tetrahydrofuran 7.1: Dess-Martin reagent / benzene; CH2Cl2 7.2: NaClO2; NaH2PO4; 2-methyl-2-butene / tetrahydrofuran; 2-methyl-propan-2-ol; H2O 8.1: HCl / H2O; methanol / 20 °C View Scheme | |
Multi-step reaction with 12 steps 1.1: 86 percent / BuLi; HMPA / tetrahydrofuran 2.1: DIBAH / tetrahydrofuran 2.2: 70 percent / NaBH4 / tetrahydrofuran; H2O 3.1: 93 percent / Na-Hg; Na2HPO4 / methanol 4.1: 96 percent / Et3N / CH2Cl2 5.1: 83 percent / 2,6-di-tert-butylpyridine / benzene 6.1: 81 percent / DIBAH / tetrahydrofuran 7.1: Dess-Martin reagent / benzene; CH2Cl2 8.1: 80 percent / benzene 9.1: 82 percent / HCl / H2O; tetrahydrofuran 10.1: MnO2 / benzene; CH2Cl2 10.2: NaClO2; NaH2PO4; 2-methyl-2-butene / tetrahydrofuran; 2-methyl-propan-2-ol; H2O 10.3: 40 percent / Et3N / tetrahydrofuran 11.1: Dess-Martin reagent / benzene; CH2Cl2 11.2: NaClO2; NaH2PO4; 2-methyl-2-butene / tetrahydrofuran; 2-methyl-propan-2-ol; H2O 12.1: HCl / H2O; methanol / 20 °C View Scheme |
(2E,6E)-(S)-5-Methyl-7-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-hepta-2,6-dien-1-ol
bongkrekic acid
Conditions | Yield |
---|---|
Multi-step reaction with 11 steps 1.1: 92 percent / Et3N / PdCl2(PPh3)2 / methanol 2.1: MsCl; iPr2EtN; 4-DMAP / CH2Cl2 2.2: 81 percent / dimethylformamide 3.1: 86 percent / BuLi; HMPA / tetrahydrofuran 4.1: DIBAH / tetrahydrofuran 4.2: 70 percent / NaBH4 / tetrahydrofuran; H2O 5.1: Dess-Martin reagent / benzene; CH2Cl2 6.1: 80 percent / benzene 7.1: 82 percent / HCl / H2O; tetrahydrofuran 8.1: MnO2 / benzene; CH2Cl2 8.2: NaClO2; NaH2PO4; 2-methyl-2-butene / tetrahydrofuran; 2-methyl-propan-2-ol; H2O 8.3: 40 percent / Et3N / tetrahydrofuran 9.1: Dess-Martin reagent / benzene; CH2Cl2 9.2: NaClO2; NaH2PO4; 2-methyl-2-butene / tetrahydrofuran; 2-methyl-propan-2-ol; H2O 10.1: HCl / H2O; methanol / 20 °C View Scheme | |
Multi-step reaction with 14 steps 1.1: 92 percent / Et3N / PdCl2(PPh3)2 / methanol 2.1: MsCl; iPr2EtN; 4-DMAP / CH2Cl2 2.2: 81 percent / dimethylformamide 3.1: 86 percent / BuLi; HMPA / tetrahydrofuran 4.1: DIBAH / tetrahydrofuran 4.2: 70 percent / NaBH4 / tetrahydrofuran; H2O 5.1: 93 percent / Na-Hg; Na2HPO4 / methanol 6.1: 96 percent / Et3N / CH2Cl2 7.1: 83 percent / 2,6-di-tert-butylpyridine / benzene 8.1: 81 percent / DIBAH / tetrahydrofuran 9.1: Dess-Martin reagent / benzene; CH2Cl2 10.1: 80 percent / benzene 11.1: 82 percent / HCl / H2O; tetrahydrofuran 12.1: MnO2 / benzene; CH2Cl2 12.2: NaClO2; NaH2PO4; 2-methyl-2-butene / tetrahydrofuran; 2-methyl-propan-2-ol; H2O 12.3: 40 percent / Et3N / tetrahydrofuran 13.1: Dess-Martin reagent / benzene; CH2Cl2 13.2: NaClO2; NaH2PO4; 2-methyl-2-butene / tetrahydrofuran; 2-methyl-propan-2-ol; H2O 14.1: HCl / H2O; methanol / 20 °C View Scheme |
(2E,4Z)-6-((R)-3-Methyl-5-oxo-2,5-dihydro-furan-2-yl)-hexa-2,4-dienoic acid tert-butyl ester
bongkrekic acid
Conditions | Yield |
---|---|
Multi-step reaction with 10 steps 1.1: 86 percent / BuLi; HMPA / tetrahydrofuran 2.1: DIBAH / tetrahydrofuran 2.2: 70 percent / NaBH4 / tetrahydrofuran; H2O 3.1: Dess-Martin reagent / benzene; CH2Cl2 4.1: 80 percent / benzene 5.1: 82 percent / HCl / H2O; tetrahydrofuran 6.1: MnO2 / benzene; CH2Cl2 6.2: NaClO2; NaH2PO4; 2-methyl-2-butene / tetrahydrofuran; 2-methyl-propan-2-ol; H2O 6.3: 40 percent / Et3N / tetrahydrofuran 7.1: Dess-Martin reagent / benzene; CH2Cl2 7.2: NaClO2; NaH2PO4; 2-methyl-2-butene / tetrahydrofuran; 2-methyl-propan-2-ol; H2O 8.1: HCl / H2O; methanol / 20 °C View Scheme | |
Multi-step reaction with 13 steps 1.1: 86 percent / BuLi; HMPA / tetrahydrofuran 2.1: DIBAH / tetrahydrofuran 2.2: 70 percent / NaBH4 / tetrahydrofuran; H2O 3.1: 93 percent / Na-Hg; Na2HPO4 / methanol 4.1: 96 percent / Et3N / CH2Cl2 5.1: 83 percent / 2,6-di-tert-butylpyridine / benzene 6.1: 81 percent / DIBAH / tetrahydrofuran 7.1: Dess-Martin reagent / benzene; CH2Cl2 8.1: 80 percent / benzene 9.1: 82 percent / HCl / H2O; tetrahydrofuran 10.1: MnO2 / benzene; CH2Cl2 10.2: NaClO2; NaH2PO4; 2-methyl-2-butene / tetrahydrofuran; 2-methyl-propan-2-ol; H2O 10.3: 40 percent / Et3N / tetrahydrofuran 11.1: Dess-Martin reagent / benzene; CH2Cl2 11.2: NaClO2; NaH2PO4; 2-methyl-2-butene / tetrahydrofuran; 2-methyl-propan-2-ol; H2O 12.1: HCl / H2O; methanol / 20 °C View Scheme |
(R)-5-[(Z)-4-(4-Methoxy-benzyloxy)-but-2-enyl]-4-methyl-5H-furan-2-one
bongkrekic acid
Conditions | Yield |
---|---|
Multi-step reaction with 13 steps 1.1: 92 percent / DDQ / CH2Cl2; H2O 2.1: MnO2 / CH2Cl2 3.1: 86 percent / BuLi; HMPA / tetrahydrofuran 4.1: DIBAH / tetrahydrofuran 4.2: 70 percent / NaBH4 / tetrahydrofuran; H2O 5.1: Dess-Martin reagent / benzene; CH2Cl2 6.1: 80 percent / benzene 7.1: 82 percent / HCl / H2O; tetrahydrofuran 8.1: MnO2 / benzene; CH2Cl2 8.2: NaClO2; NaH2PO4; 2-methyl-2-butene / tetrahydrofuran; 2-methyl-propan-2-ol; H2O 8.3: 40 percent / Et3N / tetrahydrofuran 9.1: Dess-Martin reagent / benzene; CH2Cl2 9.2: NaClO2; NaH2PO4; 2-methyl-2-butene / tetrahydrofuran; 2-methyl-propan-2-ol; H2O 10.1: HCl / H2O; methanol / 20 °C View Scheme | |
Multi-step reaction with 16 steps 1.1: 92 percent / DDQ / CH2Cl2; H2O 2.1: MnO2 / CH2Cl2 3.1: 86 percent / BuLi; HMPA / tetrahydrofuran 4.1: DIBAH / tetrahydrofuran 4.2: 70 percent / NaBH4 / tetrahydrofuran; H2O 5.1: 93 percent / Na-Hg; Na2HPO4 / methanol 6.1: 96 percent / Et3N / CH2Cl2 7.1: 83 percent / 2,6-di-tert-butylpyridine / benzene 8.1: 81 percent / DIBAH / tetrahydrofuran 9.1: Dess-Martin reagent / benzene; CH2Cl2 10.1: 80 percent / benzene 11.1: 82 percent / HCl / H2O; tetrahydrofuran 12.1: MnO2 / benzene; CH2Cl2 12.2: NaClO2; NaH2PO4; 2-methyl-2-butene / tetrahydrofuran; 2-methyl-propan-2-ol; H2O 12.3: 40 percent / Et3N / tetrahydrofuran 13.1: Dess-Martin reagent / benzene; CH2Cl2 13.2: NaClO2; NaH2PO4; 2-methyl-2-butene / tetrahydrofuran; 2-methyl-propan-2-ol; H2O 14.1: HCl / H2O; methanol / 20 °C View Scheme |
(2E,6E,8Z)-(S)-10-(tert-Butyl-dimethyl-silanyloxy)-8-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-5-methyl-deca-2,6,8-trien-1-ol
bongkrekic acid
Conditions | Yield |
---|---|
Multi-step reaction with 10 steps 1.1: MsCl; iPr2EtN; 4-DMAP / CH2Cl2 1.2: 81 percent / dimethylformamide 2.1: 86 percent / BuLi; HMPA / tetrahydrofuran 3.1: DIBAH / tetrahydrofuran 3.2: 70 percent / NaBH4 / tetrahydrofuran; H2O 4.1: Dess-Martin reagent / benzene; CH2Cl2 5.1: 80 percent / benzene 6.1: 82 percent / HCl / H2O; tetrahydrofuran 7.1: MnO2 / benzene; CH2Cl2 7.2: NaClO2; NaH2PO4; 2-methyl-2-butene / tetrahydrofuran; 2-methyl-propan-2-ol; H2O 7.3: 40 percent / Et3N / tetrahydrofuran 8.1: Dess-Martin reagent / benzene; CH2Cl2 8.2: NaClO2; NaH2PO4; 2-methyl-2-butene / tetrahydrofuran; 2-methyl-propan-2-ol; H2O 9.1: HCl / H2O; methanol / 20 °C View Scheme | |
Multi-step reaction with 13 steps 1.1: MsCl; iPr2EtN; 4-DMAP / CH2Cl2 1.2: 81 percent / dimethylformamide 2.1: 86 percent / BuLi; HMPA / tetrahydrofuran 3.1: DIBAH / tetrahydrofuran 3.2: 70 percent / NaBH4 / tetrahydrofuran; H2O 4.1: 93 percent / Na-Hg; Na2HPO4 / methanol 5.1: 96 percent / Et3N / CH2Cl2 6.1: 83 percent / 2,6-di-tert-butylpyridine / benzene 7.1: 81 percent / DIBAH / tetrahydrofuran 8.1: Dess-Martin reagent / benzene; CH2Cl2 9.1: 80 percent / benzene 10.1: 82 percent / HCl / H2O; tetrahydrofuran 11.1: MnO2 / benzene; CH2Cl2 11.2: NaClO2; NaH2PO4; 2-methyl-2-butene / tetrahydrofuran; 2-methyl-propan-2-ol; H2O 11.3: 40 percent / Et3N / tetrahydrofuran 12.1: Dess-Martin reagent / benzene; CH2Cl2 12.2: NaClO2; NaH2PO4; 2-methyl-2-butene / tetrahydrofuran; 2-methyl-propan-2-ol; H2O 13.1: HCl / H2O; methanol / 20 °C View Scheme |
(R)-4-benzyl-3-((S,E)-6-(tert-butyldiphenylsilyloxy)-2-methylhex-4-enoyl)oxazolidin-2-one
bongkrekic acid
Conditions | Yield |
---|---|
Multi-step reaction with 12 steps 1.1: 92 percent / Et3N / PdCl2(PPh3)2 / methanol 2.1: MsCl; iPr2EtN; 4-DMAP / CH2Cl2 2.2: 81 percent / dimethylformamide 3.1: 86 percent / BuLi; HMPA / tetrahydrofuran 4.1: DIBAH / tetrahydrofuran 4.2: 70 percent / NaBH4 / tetrahydrofuran; H2O 5.1: Dess-Martin reagent / benzene; CH2Cl2 6.1: 80 percent / benzene 7.1: 82 percent / HCl / H2O; tetrahydrofuran 8.1: MnO2 / benzene; CH2Cl2 8.2: NaClO2; NaH2PO4; 2-methyl-2-butene / tetrahydrofuran; 2-methyl-propan-2-ol; H2O 8.3: 40 percent / Et3N / tetrahydrofuran 9.1: Dess-Martin reagent / benzene; CH2Cl2 9.2: NaClO2; NaH2PO4; 2-methyl-2-butene / tetrahydrofuran; 2-methyl-propan-2-ol; H2O 10.1: HCl / H2O; methanol / 20 °C View Scheme | |
Multi-step reaction with 15 steps 1.1: 92 percent / Et3N / PdCl2(PPh3)2 / methanol 2.1: MsCl; iPr2EtN; 4-DMAP / CH2Cl2 2.2: 81 percent / dimethylformamide 3.1: 86 percent / BuLi; HMPA / tetrahydrofuran 4.1: DIBAH / tetrahydrofuran 4.2: 70 percent / NaBH4 / tetrahydrofuran; H2O 5.1: 93 percent / Na-Hg; Na2HPO4 / methanol 6.1: 96 percent / Et3N / CH2Cl2 7.1: 83 percent / 2,6-di-tert-butylpyridine / benzene 8.1: 81 percent / DIBAH / tetrahydrofuran 9.1: Dess-Martin reagent / benzene; CH2Cl2 10.1: 80 percent / benzene 11.1: 82 percent / HCl / H2O; tetrahydrofuran 12.1: MnO2 / benzene; CH2Cl2 12.2: NaClO2; NaH2PO4; 2-methyl-2-butene / tetrahydrofuran; 2-methyl-propan-2-ol; H2O 12.3: 40 percent / Et3N / tetrahydrofuran 13.1: Dess-Martin reagent / benzene; CH2Cl2 13.2: NaClO2; NaH2PO4; 2-methyl-2-butene / tetrahydrofuran; 2-methyl-propan-2-ol; H2O 14.1: HCl / H2O; methanol / 20 °C View Scheme |
{(2E,6E,8Z)-(S)-10-(tert-Butyl-dimethyl-silanyloxy)-8-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-5-methyl-deca-2,6,8-triene-1-sulfonyl}-benzene
bongkrekic acid
Conditions | Yield |
---|---|
Multi-step reaction with 9 steps 1.1: 86 percent / BuLi; HMPA / tetrahydrofuran 2.1: DIBAH / tetrahydrofuran 2.2: 70 percent / NaBH4 / tetrahydrofuran; H2O 3.1: Dess-Martin reagent / benzene; CH2Cl2 4.1: 80 percent / benzene 5.1: 82 percent / HCl / H2O; tetrahydrofuran 6.1: MnO2 / benzene; CH2Cl2 6.2: NaClO2; NaH2PO4; 2-methyl-2-butene / tetrahydrofuran; 2-methyl-propan-2-ol; H2O 6.3: 40 percent / Et3N / tetrahydrofuran 7.1: Dess-Martin reagent / benzene; CH2Cl2 7.2: NaClO2; NaH2PO4; 2-methyl-2-butene / tetrahydrofuran; 2-methyl-propan-2-ol; H2O 8.1: HCl / H2O; methanol / 20 °C View Scheme | |
Multi-step reaction with 12 steps 1.1: 86 percent / BuLi; HMPA / tetrahydrofuran 2.1: DIBAH / tetrahydrofuran 2.2: 70 percent / NaBH4 / tetrahydrofuran; H2O 3.1: 93 percent / Na-Hg; Na2HPO4 / methanol 4.1: 96 percent / Et3N / CH2Cl2 5.1: 83 percent / 2,6-di-tert-butylpyridine / benzene 6.1: 81 percent / DIBAH / tetrahydrofuran 7.1: Dess-Martin reagent / benzene; CH2Cl2 8.1: 80 percent / benzene 9.1: 82 percent / HCl / H2O; tetrahydrofuran 10.1: MnO2 / benzene; CH2Cl2 10.2: NaClO2; NaH2PO4; 2-methyl-2-butene / tetrahydrofuran; 2-methyl-propan-2-ol; H2O 10.3: 40 percent / Et3N / tetrahydrofuran 11.1: Dess-Martin reagent / benzene; CH2Cl2 11.2: NaClO2; NaH2PO4; 2-methyl-2-butene / tetrahydrofuran; 2-methyl-propan-2-ol; H2O 12.1: HCl / H2O; methanol / 20 °C View Scheme |
(2E,4Z,8Z,10E,14E,18E,20Z)-(6R,17S)-22-Hydroxy-20-(2-hydroxy-ethyl)-6-methoxy-2,5,17-trimethyl-docosa-2,4,8,10,14,18,20-heptaenoic acid tert-butyl ester
bongkrekic acid
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: MnO2 / benzene; CH2Cl2 1.2: NaClO2; NaH2PO4; 2-methyl-2-butene / tetrahydrofuran; 2-methyl-propan-2-ol; H2O 1.3: 40 percent / Et3N / tetrahydrofuran 2.1: Dess-Martin reagent / benzene; CH2Cl2 2.2: NaClO2; NaH2PO4; 2-methyl-2-butene / tetrahydrofuran; 2-methyl-propan-2-ol; H2O 3.1: HCl / H2O; methanol / 20 °C View Scheme |
(2Z,6Z,8E,12E,16E,18Z)-(4R,15S)-20-(tert-Butyl-dimethyl-silanyloxy)-18-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-methoxy-3,15-dimethyl-icosa-2,6,8,12,16,18-hexaenal
bongkrekic acid
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: 80 percent / benzene 2.1: 82 percent / HCl / H2O; tetrahydrofuran 3.1: MnO2 / benzene; CH2Cl2 3.2: NaClO2; NaH2PO4; 2-methyl-2-butene / tetrahydrofuran; 2-methyl-propan-2-ol; H2O 3.3: 40 percent / Et3N / tetrahydrofuran 4.1: Dess-Martin reagent / benzene; CH2Cl2 4.2: NaClO2; NaH2PO4; 2-methyl-2-butene / tetrahydrofuran; 2-methyl-propan-2-ol; H2O 5.1: HCl / H2O; methanol / 20 °C View Scheme |
(2Z,6Z,8E,12E,16E,18Z)-(4R,15S)-20-(tert-Butyl-dimethyl-silanyloxy)-18-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-methoxy-3,15-dimethyl-icosa-2,6,8,12,16,18-hexaen-1-ol
bongkrekic acid
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1.1: Dess-Martin reagent / benzene; CH2Cl2 2.1: 80 percent / benzene 3.1: 82 percent / HCl / H2O; tetrahydrofuran 4.1: MnO2 / benzene; CH2Cl2 4.2: NaClO2; NaH2PO4; 2-methyl-2-butene / tetrahydrofuran; 2-methyl-propan-2-ol; H2O 4.3: 40 percent / Et3N / tetrahydrofuran 5.1: Dess-Martin reagent / benzene; CH2Cl2 5.2: NaClO2; NaH2PO4; 2-methyl-2-butene / tetrahydrofuran; 2-methyl-propan-2-ol; H2O 6.1: HCl / H2O; methanol / 20 °C View Scheme |
(2Z,6Z,8E,12E,16E,18Z)-(4R,15S)-20-(tert-Butyl-dimethyl-silanyloxy)-18-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-3,15-dimethyl-icosa-2,6,8,12,16,18-hexaene-1,4-diol
bongkrekic acid
Conditions | Yield |
---|---|
Multi-step reaction with 9 steps 1.1: 96 percent / Et3N / CH2Cl2 2.1: 83 percent / 2,6-di-tert-butylpyridine / benzene 3.1: 81 percent / DIBAH / tetrahydrofuran 4.1: Dess-Martin reagent / benzene; CH2Cl2 5.1: 80 percent / benzene 6.1: 82 percent / HCl / H2O; tetrahydrofuran 7.1: MnO2 / benzene; CH2Cl2 7.2: NaClO2; NaH2PO4; 2-methyl-2-butene / tetrahydrofuran; 2-methyl-propan-2-ol; H2O 7.3: 40 percent / Et3N / tetrahydrofuran 8.1: Dess-Martin reagent / benzene; CH2Cl2 8.2: NaClO2; NaH2PO4; 2-methyl-2-butene / tetrahydrofuran; 2-methyl-propan-2-ol; H2O 9.1: HCl / H2O; methanol / 20 °C View Scheme |
2,2-Dimethyl-propionic acid (2Z,6Z,8E,12E,16E,18Z)-(4R,15S)-20-(tert-butyl-dimethyl-silanyloxy)-18-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-methoxy-3,15-dimethyl-icosa-2,6,8,12,16,18-hexaenyl ester
bongkrekic acid
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1.1: 81 percent / DIBAH / tetrahydrofuran 2.1: Dess-Martin reagent / benzene; CH2Cl2 3.1: 80 percent / benzene 4.1: 82 percent / HCl / H2O; tetrahydrofuran 5.1: MnO2 / benzene; CH2Cl2 5.2: NaClO2; NaH2PO4; 2-methyl-2-butene / tetrahydrofuran; 2-methyl-propan-2-ol; H2O 5.3: 40 percent / Et3N / tetrahydrofuran 6.1: Dess-Martin reagent / benzene; CH2Cl2 6.2: NaClO2; NaH2PO4; 2-methyl-2-butene / tetrahydrofuran; 2-methyl-propan-2-ol; H2O 7.1: HCl / H2O; methanol / 20 °C View Scheme |
2,2-Dimethyl-propionic acid (2Z,6Z,8E,12E,16E,18Z)-(4R,15S)-20-(tert-butyl-dimethyl-silanyloxy)-18-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-hydroxy-3,15-dimethyl-icosa-2,6,8,12,16,18-hexaenyl ester
bongkrekic acid
Conditions | Yield |
---|---|
Multi-step reaction with 8 steps 1.1: 83 percent / 2,6-di-tert-butylpyridine / benzene 2.1: 81 percent / DIBAH / tetrahydrofuran 3.1: Dess-Martin reagent / benzene; CH2Cl2 4.1: 80 percent / benzene 5.1: 82 percent / HCl / H2O; tetrahydrofuran 6.1: MnO2 / benzene; CH2Cl2 6.2: NaClO2; NaH2PO4; 2-methyl-2-butene / tetrahydrofuran; 2-methyl-propan-2-ol; H2O 6.3: 40 percent / Et3N / tetrahydrofuran 7.1: Dess-Martin reagent / benzene; CH2Cl2 7.2: NaClO2; NaH2PO4; 2-methyl-2-butene / tetrahydrofuran; 2-methyl-propan-2-ol; H2O 8.1: HCl / H2O; methanol / 20 °C View Scheme |
(R)-5-{(2Z,4E,8E,12E,14Z)-(S)-7-Benzenesulfonyl-16-(tert-butyl-dimethyl-silanyloxy)-14-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-11-methyl-hexadeca-2,4,8,12,14-pentaenyl}-4-methyl-5H-furan-2-one
bongkrekic acid
Conditions | Yield |
---|---|
Multi-step reaction with 8 steps 1.1: DIBAH / tetrahydrofuran 1.2: 70 percent / NaBH4 / tetrahydrofuran; H2O 2.1: Dess-Martin reagent / benzene; CH2Cl2 3.1: 80 percent / benzene 4.1: 82 percent / HCl / H2O; tetrahydrofuran 5.1: MnO2 / benzene; CH2Cl2 5.2: NaClO2; NaH2PO4; 2-methyl-2-butene / tetrahydrofuran; 2-methyl-propan-2-ol; H2O 5.3: 40 percent / Et3N / tetrahydrofuran 6.1: Dess-Martin reagent / benzene; CH2Cl2 6.2: NaClO2; NaH2PO4; 2-methyl-2-butene / tetrahydrofuran; 2-methyl-propan-2-ol; H2O 7.1: HCl / H2O; methanol / 20 °C View Scheme | |
Multi-step reaction with 11 steps 1.1: DIBAH / tetrahydrofuran 1.2: 70 percent / NaBH4 / tetrahydrofuran; H2O 2.1: 93 percent / Na-Hg; Na2HPO4 / methanol 3.1: 96 percent / Et3N / CH2Cl2 4.1: 83 percent / 2,6-di-tert-butylpyridine / benzene 5.1: 81 percent / DIBAH / tetrahydrofuran 6.1: Dess-Martin reagent / benzene; CH2Cl2 7.1: 80 percent / benzene 8.1: 82 percent / HCl / H2O; tetrahydrofuran 9.1: MnO2 / benzene; CH2Cl2 9.2: NaClO2; NaH2PO4; 2-methyl-2-butene / tetrahydrofuran; 2-methyl-propan-2-ol; H2O 9.3: 40 percent / Et3N / tetrahydrofuran 10.1: Dess-Martin reagent / benzene; CH2Cl2 10.2: NaClO2; NaH2PO4; 2-methyl-2-butene / tetrahydrofuran; 2-methyl-propan-2-ol; H2O 11.1: HCl / H2O; methanol / 20 °C View Scheme |
(2E,4Z,8Z,10E,14E,18E,20Z)-(6R,17S)-22-(tert-Butyl-dimethyl-silanyloxy)-20-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-6-methoxy-2,5,17-trimethyl-docosa-2,4,8,10,14,18,20-heptaenoic acid tert-butyl ester
bongkrekic acid
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: 82 percent / HCl / H2O; tetrahydrofuran 2.1: MnO2 / benzene; CH2Cl2 2.2: NaClO2; NaH2PO4; 2-methyl-2-butene / tetrahydrofuran; 2-methyl-propan-2-ol; H2O 2.3: 40 percent / Et3N / tetrahydrofuran 3.1: Dess-Martin reagent / benzene; CH2Cl2 3.2: NaClO2; NaH2PO4; 2-methyl-2-butene / tetrahydrofuran; 2-methyl-propan-2-ol; H2O 4.1: HCl / H2O; methanol / 20 °C View Scheme |
bongkrekic acid
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1.1: Dess-Martin reagent / benzene; CH2Cl2 2.1: 80 percent / benzene 3.1: 82 percent / HCl / H2O; tetrahydrofuran 4.1: MnO2 / benzene; CH2Cl2 4.2: NaClO2; NaH2PO4; 2-methyl-2-butene / tetrahydrofuran; 2-methyl-propan-2-ol; H2O 4.3: 40 percent / Et3N / tetrahydrofuran 5.1: Dess-Martin reagent / benzene; CH2Cl2 5.2: NaClO2; NaH2PO4; 2-methyl-2-butene / tetrahydrofuran; 2-methyl-propan-2-ol; H2O 6.1: HCl / H2O; methanol / 20 °C View Scheme | |
Multi-step reaction with 10 steps 1.1: 93 percent / Na-Hg; Na2HPO4 / methanol 2.1: 96 percent / Et3N / CH2Cl2 3.1: 83 percent / 2,6-di-tert-butylpyridine / benzene 4.1: 81 percent / DIBAH / tetrahydrofuran 5.1: Dess-Martin reagent / benzene; CH2Cl2 6.1: 80 percent / benzene 7.1: 82 percent / HCl / H2O; tetrahydrofuran 8.1: MnO2 / benzene; CH2Cl2 8.2: NaClO2; NaH2PO4; 2-methyl-2-butene / tetrahydrofuran; 2-methyl-propan-2-ol; H2O 8.3: 40 percent / Et3N / tetrahydrofuran 9.1: Dess-Martin reagent / benzene; CH2Cl2 9.2: NaClO2; NaH2PO4; 2-methyl-2-butene / tetrahydrofuran; 2-methyl-propan-2-ol; H2O 10.1: HCl / H2O; methanol / 20 °C View Scheme |
(2E,4Z,8Z,10E,14E,18E,20Z)-(6R,17S)-20-(2-Hydroxy-ethyl)-6-methoxy-2,5,17-trimethyl-docosa-2,4,8,10,14,18,20-heptaenedioic acid 1-tert-butyl ester 22-(tert-butyl-diphenyl-silanyloxymethyl) ester
bongkrekic acid
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: Dess-Martin reagent / benzene; CH2Cl2 1.2: NaClO2; NaH2PO4; 2-methyl-2-butene / tetrahydrofuran; 2-methyl-propan-2-ol; H2O 2.1: HCl / H2O; methanol / 20 °C View Scheme |
dimethyl 3-methyl-2-trans-pentenedioate
bongkrekic acid
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 1.) lithium diisopropylamide, hexamethylphosphoric triamide / 1.) THF, -78 - 0 deg C, 1 h, 2.) -40 - 0 deg C, 20 min 3: 2.) tetra-n-butylammonium hydroxide / 1.) Lindlar reduction, 2.) methanol, water, 23 deg C, 30 min 4: 65 percent / potassium methoxide / tetrahydrofuran; methanol / 0.08 h / 0 °C View Scheme |
(E)-(S)-2-Methyl-non-4-en-8-ynal
bongkrekic acid
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 1.) lithium diisopropylamide, hexamethylphosphoric triamide / 1.) THF, -78 - 0 deg C, 1 h, 2.) -40 - 0 deg C, 20 min 3: 2.) tetra-n-butylammonium hydroxide / 1.) Lindlar reduction, 2.) methanol, water, 23 deg C, 30 min 4: 65 percent / potassium methoxide / tetrahydrofuran; methanol / 0.08 h / 0 °C View Scheme |
(E)-(S)-2-Methyl-non-4-en-8-yn-1-ol
bongkrekic acid
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: pyridinium chlorochromate, neutral alumina / CH2Cl2 / 1.5 h / 23 °C 2: 1.) lithium diisopropylamide, hexamethylphosphoric triamide / 1.) THF, -78 - 0 deg C, 1 h, 2.) -40 - 0 deg C, 20 min 4: 2.) tetra-n-butylammonium hydroxide / 1.) Lindlar reduction, 2.) methanol, water, 23 deg C, 30 min 5: 65 percent / potassium methoxide / tetrahydrofuran; methanol / 0.08 h / 0 °C View Scheme |
(R)-1-(S)-Oxiranyl-4-triisopropylsilanyl-but-3-yn-1-ol
bongkrekic acid
Conditions | Yield |
---|---|
Multi-step reaction with 13 steps 1: 96 percent / sodium hydride / tetrahydrofuran / 20 °C 2: 81 percent / ethanol / 10 h / 35 °C 3: 93 percent / diisopropylcarbodiimide, dimethyl sulfoxide, dichloroacetic acid / 0.5 h / 0 °C 4: 1.) sodium hydride / 1.) ether, 23 deg C, 2.) 0 deg C, 10 min 5: sodium hydride, ether, Me2SO / 0.5 h / 0 °C 6: 86 percent / tetrahydrofuran / 0.17 h / -78 °C 7: 88 percent / diisobutylaluminum hydride / CH2Cl2 / 0.08 h / -78 °C 8: 96 percent / tetrahydrofuran / 4 h / 23 °C 9: 99 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / 23 °C 10: 1.) silver trifluoroacetate, triethylamine, 2.) bromine / 1.) 20 deg C, 2.) -78 deg C 12: 2.) tetra-n-butylammonium hydroxide / 1.) Lindlar reduction, 2.) methanol, water, 23 deg C, 30 min 13: 65 percent / potassium methoxide / tetrahydrofuran; methanol / 0.08 h / 0 °C View Scheme |
(2E,4Z)-(R)-6-Methoxy-2,5-dimethyl-nona-2,4-dien-8-ynoic acid ethyl ester
bongkrekic acid
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 1.) silver trifluoroacetate, triethylamine, 2.) bromine / 1.) 20 deg C, 2.) -78 deg C 3: 2.) tetra-n-butylammonium hydroxide / 1.) Lindlar reduction, 2.) methanol, water, 23 deg C, 30 min 4: 65 percent / potassium methoxide / tetrahydrofuran; methanol / 0.08 h / 0 °C View Scheme |
diazomethane
bongkrekic acid
methyl (2E,4Z,6R,8Z,10E,14E,17S,18E,20Z)-17-methoxy-21-methoxycarbonyl-3-methoxycarbonylmethyl-6,18-dimethylcosa-2,4,8,12,14,18,20-heptaenoate
Conditions | Yield |
---|---|
In diethyl ether at 0℃; for 0.5h; Inert atmosphere; | 100% |
In diethyl ether |
bongkrekic acid
diazomethyl-trimethyl-silane
methyl (2E,4Z,6R,8Z,10E,14E,17S,18E,20Z)-17-methoxy-21-methoxycarbonyl-3-methoxycarbonylmethyl-6,18-dimethylcosa-2,4,8,12,14,18,20-heptaenoate
Conditions | Yield |
---|---|
In methanol; diethyl ether; dichloromethane at 20℃; for 0.666667h; | 100% |
bongkrekic acid
IBAMe3
Conditions | Yield |
---|---|
With diazomethyl-trimethyl-silane In methanol; diethyl ether; dichloromethane at 20℃; for 0.666667h; | 100% |
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