The company serves as a key global supplier of statins intermediates, which has a solid industrial foundation in the field of statins for lipid-lowering drugs, and holds a leading position in the market. Leveraging extensive experience in research an
Cas:147489-06-3
Min.Order:25 Kilogram
Negotiable
Type:Trading Company
inquiryJinlan Pharm-Drugs Technology Co.,Limited (with its export company Hangzhou Royall Import & Export Co.,Ltd.)is located in Hangzhou, Zhejiang Province. Neighboring Ningbo port, Shanghai port, Hangzhou Xiaoshan Int’l Airport and Shanghai Pudo
Cas:147489-06-3
Min.Order:1 Kilogram
FOB Price: $1560.0
Type:Manufacturers
inquiry(4R,6S)-6-[(1E)-2-[2-Cyclopropyl-4-(4-fluorophenyl)-3-quinolinyl]ethenyl]-2,2-dimethyl-1,3-dioxane-4-acetic acid tert-butyl ester Cas 147489-06-3 Company profile Wuhan Fortuna Chemical Co.,Ltd established in 2006, is a big integrative chemical e
Cas:147489-06-3
Min.Order:1 Kilogram
FOB Price: $50.0
Type:Trading Company
inquiryAssay: 99% up; Stable supply with over 50Mt annually; Appearance:white to off-white powder Storage:room temprature Package:25kg/drum Application:Intermediate of Pitavastatin Calcium Port:Beijing/Shanghai/Shenzhen/Hangzhou
Cas:147489-06-3
Min.Order:1 Kilogram
FOB Price: $75.0 / 85.0
Type:Trading Company
inquiryAs 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
Cas:147489-06-3
Min.Order:1 Kilogram
FOB Price: $2.0
Type:Lab/Research institutions
inquiryHebei yanxi chemical co., LTD is a professional research, development and production of lead acetate benzene acetamide enterprise backbone members by local well-known entrepreneurs and professional senior engineers in the party's "low carb
Cas:147489-06-3
Min.Order:1 Kilogram
FOB Price: $1.0 / 3.0
Type:Trading Company
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:147489-06-3
Min.Order:5 Kiloliter
FOB Price: $1.2 / 5.0
Type:Manufacturers
inquiryCAS No.147489-06-3 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 S
Cas:147489-06-3
Min.Order:1 Kilogram
Negotiable
Type:Lab/Research institutions
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:147489-06-3
Min.Order:1 Kilogram
FOB Price: $139.0 / 210.0
Type:Trading Company
inquiryOur Advantage: high quality with competitive price High quality standard: BP/USP/EP Enterprise standard All purity customized Fast and safe delivery We have reliable forwarder who can help us deliver our goods more fast and safe. We
Cas:147489-06-3
Min.Order:10 Kilogram
FOB Price: $80.0 / 100.0
Type:Trading Company
inquiryOur Advantage Rich Experience Our products are sold all over Europe,North&South America, Sino-East, Asia and pacific area as well as Africa,we establish long term. Quality service Company cooperates with research institutes. We strictly con
Cas:147489-06-3
Min.Order:1 Kilogram
FOB Price: $15.0 / 50.0
Type:Trading Company
inquiry1. Guaranteed purity; 2. Large quantity in stock; 3. Largest manufacturer; 4. Best service after shipment with email; 5. High quality & competitive price; Appearance:White Crystalline Powder Storage:Store in sealed conta
Cas:147489-06-3
Min.Order:10 Gram
Negotiable
Type:Other
inquiry1.No Less 8 years exporting experience. Clients can 100% received goods 2.Lower Price with higher quality 3,Free sample 4,We are sincerely responsible for the "product quality" and "After Service" Upbio is Specialized
Cas:147489-06-3
Min.Order:1 Kilogram
Negotiable
Type:Lab/Research institutions
inquiry(4R,6S)-6-[(1E)-2-[2-Cyclopropyl-4-(4-fluorophenyl)-3-quinolinyl]ethenyl]-2,2-dimethyl-1,3-dioxane-4-acetic acid tert-butyl ester CAS:147489-06-3 Qingdao Belugas Import and Export Co., Ltd. is a scientific and technological company integrating resea
Cas:147489-06-3
Min.Order:1 Gram
Negotiable
Type:Lab/Research institutions
inquiryHello, dear friend! I'm Hansen and Allen from China. Welcome to my lookchem mall! The following is a brief introduction of our company's products and services. If you are interested in our products, please contact us by emai
Cas:147489-06-3
Min.Order:1 Kilogram
Negotiable
Type:Lab/Research institutions
inquiry1,we produce and sell good chemicals around the world. 2,our success rate is about 95%. this means, if customer order is accepted, the probability that the customer will obtain the ordered substances, is 95%. 3,our staff consists of highly qualifie
Cas:147489-06-3
Min.Order:1 Kilogram
Negotiable
Type:Lab/Research institutions
inquiryProduct Name: (4R,6S)-6-[(1E)-2-[2-Cyclopropyl-4-(4-fluorophenyl)-3-quinolinyl]ethenyl]-2,2-dimethyl-1,3-dioxane-4-acetic acid tert-butyl ester Synonyms: (3R,5S,6E)-7-[2-cyclopropyl-4-(4-fluorophenyl)-3-quinolyl]-2,2-Dimethyl-1,3-dioxane-6- hept
Cas:147489-06-3
Min.Order:100 Gram
Negotiable
Type:Lab/Research institutions
inquiryHenan Wentao Chemical Product Co.,Ltd is Located in Zhengzhou High-tech Development Zone with import and export license, We passed ISO 9001:2008 as well, Henan Wentao has developed more than 1000 compounds, which are widely used in the fields of prod
Cas:147489-06-3
Min.Order:0
Negotiable
Type:Lab/Research institutions
inquiryBest quality & Attractive price & Professional service; Trial & Pilot & Commercial Hisunny Chemical is a leading manufacturer and supplier of chemicals in China. We develop produce and distribute high quality intermediates, specia
Cas:147489-06-3
Min.Order:0
Negotiable
Type:Manufacturers
inquiryOur Services 1. New Molecules R&D 2. Own test center HPLC NMR GC LC-MS 3. API and Intermediates from China reputed manufacturers 4. Documents support COA MOA MSDS DMF open part Our advantages 1. Government awarded company. Top 100 enter
Cas:147489-06-3
Min.Order:1 Kilogram
Negotiable
Type:Lab/Research institutions
inquiry(4R,6S)-6-[(1E)-2-[2-Cyclopropyl-4-(4-fluorophenyl)-3-quinolinyl]ethenyl]-2,2-dimethyl-1,3-dioxane-4-acetic acid tert-butyl ester is one of the most competitive products in our company, we can supply it with good quality and best price. Appearance:Wh
Cas:147489-06-3
Min.Order:1 Kilogram
Negotiable
Type:Lab/Research institutions
inquiryHangzhou KeyingChem Co., Ltd. exported this product to many countries and regions at best price. If you are looking for the material’s manufacturer or supplier in China, KeyingChem is your best choice. Pls contact with us freely for getting det
Cas:147489-06-3
Min.Order:0 Metric Ton
Negotiable
Type:Lab/Research institutions
inquiryA substitute for perfluorooctanoic acid, mainly used as a surfactant, dispersant, additive, etc Appearance:White solid or Colorless liquid Purity:99.3 % We will ship the goods in a timely manner as required We can provide relevant documents acc
Cas:147489-06-3
Min.Order:4 Kilogram
Negotiable
Type:Lab/Research institutions
inquiryProName:(4R,6S)-6-[(1E)-2-[2-Cyclopropyl-4-(4-... CasNo:147489-06-3 Molecular Formula:C32H36FNO4 Appearance:powder Application:cinnamyl (Z)-3-aminobut-2-enoate DeliveryTime:very soon PackAge:25kg/drum Port:Shanghai ProductionCapacity:100 Ki
Cas:147489-06-3
Min.Order:1 Gram
FOB Price: $6.0 / 9.0
Type:Trading Company
inquiryJ&H CHEM R&D center can offer custom synthesis according to the contract research and development services for the fine chemicals, pharmaceutical, biotechnique and some of the other chemicals. J&H CHEM has some Manufacturing base in Jia
Cas:147489-06-3
Min.Order:0
Negotiable
Type:Lab/Research institutions
inquiryChemlyte Solutions believe that customers and suppliers deserve much more than what traditional distributors can offer. To grow in today s fast-paced and increasingly competitive market it is essential to be able to quickly adapt to market forces eff
Cas:147489-06-3
Min.Order:100 Gram
Negotiable
Type:Other
inquiryMassive Chemical is certified with ISO9001 and ISO14001 manufacturer for this product. We will offer all documents as requirement for the materials which includes, Certificate of Analysis, Material Safety Data Sheet, and Method of Analysis and
Cas:147489-06-3
Min.Order:1 Gram
FOB Price: $1.0
Type:Lab/Research institutions
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:147489-06-3
Min.Order:10 Gram
FOB Price: $100.0
Type:Lab/Research institutions
inquiryt-Butyl (3R,5S)-7-[2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl]-3,5-isopropylidenedioxy-6-heptenoateAppearance:off-white powder Storage:Kept in a cool, dry and ventilated place Package:according to customers' requirements Application:research chemi
Cas:147489-06-3
Min.Order:1 Gram
Negotiable
Type:Other
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:147489-06-3
Min.Order:100 Gram
FOB Price: $100.0 / 2000.0
Type:Lab/Research institutions
inquiry2-cyclopropyl-4-(4-fluorophenyl)-3-formylquinoline
(4R,6S)-(E)-{6-[2-(2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl)-vinyl]-2,2-dimethyl-1,3-dioxan-4-yl}acetic acid tert-butyl ester
Conditions | Yield |
---|---|
With sodium t-butanolate In tetrahydrofuran at -10 - 25℃; for 4h; | 89.6% |
2-cyclopropyl-4-(4-fluorophenyl)-3-formylquinoline
(4R,6S)-(E)-{6-[2-(2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl)-vinyl]-2,2-dimethyl-1,3-dioxan-4-yl}acetic acid tert-butyl ester
Conditions | Yield |
---|---|
With sodium hydride In tetrahydrofuran; mineral oil at 0 - 25℃; for 4h; | 89.3% |
tert-butyl 2-[(4R,6S)-6-formyl-2,2-dimethyl-1,3-dioxan-4-yl]acetate
diethyl <2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl>methylphosphonate
(4R,6S)-(E)-{6-[2-(2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl)-vinyl]-2,2-dimethyl-1,3-dioxan-4-yl}acetic acid tert-butyl ester
Conditions | Yield |
---|---|
With lithium chloride In tetrahydrofuran at 0 - 35℃; for 5.66667h; Reagent/catalyst; Inert atmosphere; | 89% |
With n-butyllithium In tetrahydrofuran at -80 - -10℃; for 1h; Solvent; Temperature; Inert atmosphere; | 71% |
2-cyclopropyl-4-(4-fluorophenyl)-3-formylquinoline
(4R,6S)-(E)-{6-[2-(2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl)-vinyl]-2,2-dimethyl-1,3-dioxan-4-yl}acetic acid tert-butyl ester
Conditions | Yield |
---|---|
With sodium hydride In tetrahydrofuran; mineral oil at 0 - 25℃; for 4h; Temperature; | 88.3% |
2-({[2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl]methyl}sulfonyl)benzo[d]thiazole
tert-butyl 2-[(4R,6S)-6-formyl-2,2-dimethyl-1,3-dioxan-4-yl]acetate
(4R,6S)-(E)-{6-[2-(2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl)-vinyl]-2,2-dimethyl-1,3-dioxan-4-yl}acetic acid tert-butyl ester
Conditions | Yield |
---|---|
With potassium tert-butylate In tetrahydrofuran at -30 - 20℃; Product distribution / selectivity; | 86% |
2-cyclopropyl-4-(4-fluorophenyl)-3-formylquinoline
(4R,6S)-(E)-{6-[2-(2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl)-vinyl]-2,2-dimethyl-1,3-dioxan-4-yl}acetic acid tert-butyl ester
Conditions | Yield |
---|---|
With sodium hydride In tetrahydrofuran; mineral oil at 0 - 25℃; for 4h; | 82.5% |
tert-butyl 2-[(4R,6S)-6-formyl-2,2-dimethyl-1,3-dioxan-4-yl]acetate
(4R,6S)-(E)-{6-[2-(2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl)-vinyl]-2,2-dimethyl-1,3-dioxan-4-yl}acetic acid tert-butyl ester
Conditions | Yield |
---|---|
With potassium carbonate In dimethyl sulfoxide at 30 - 50℃; for 3h; Large scale; | 80.2% |
2-cyclopropyl-4-(4-fluorophenyl)-3-iodoquinoline
t-butyl (3R,5S,6E)-3,5-isopropylidenedioxy-7-chlorodimethylsilyl-6-heptenoate
(4R,6S)-(E)-{6-[2-(2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl)-vinyl]-2,2-dimethyl-1,3-dioxan-4-yl}acetic acid tert-butyl ester
Conditions | Yield |
---|---|
With bis(η3-allyl-μ-chloropalladium(II)); tetrabutyl ammonium fluoride In tetrahydrofuran at 60℃; for 0.5h; | 80% |
2-cyclopropyl-4-(4-fluorophenyl)-3-formylquinoline
(4R,6S)-(E)-{6-[2-(2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl)-vinyl]-2,2-dimethyl-1,3-dioxan-4-yl}acetic acid tert-butyl ester
Conditions | Yield |
---|---|
With sodium carbonate In N,N-dimethyl-formamide at 80 - 85℃; for 1h; Temperature; Reagent/catalyst; Solvent; Inert atmosphere; | 79.2% |
tert-butyl 2-[(4R,6S)-6-formyl-2,2-dimethyl-1,3-dioxan-4-yl]acetate
(4R,6S)-(E)-{6-[2-(2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl)-vinyl]-2,2-dimethyl-1,3-dioxan-4-yl}acetic acid tert-butyl ester
Conditions | Yield |
---|---|
Stage #1: tert-butyl 2-[(4R,6S)-6-formyl-2,2-dimethyl-1,3-dioxan-4-yl]acetate; <2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl>methyltriphenylphosphonium bromide In dimethyl sulfoxide at 35℃; Large scale; Stage #2: With potassium carbonate In dimethyl sulfoxide at 70℃; for 4h; Solvent; Time; Temperature; Large scale; | 72.3% |
With potassium carbonate In dimethyl sulfoxide at 70℃; for 3h; Inert atmosphere; | 55.8% |
With potassium carbonate In dimethyl sulfoxide at 70℃; for 3h; Wittig Reaction; |
tert-butyl 2-[(4R,6S)-6-formyl-2,2-dimethyl-1,3-dioxan-4-yl]acetate
(4R,6S)-(E)-{6-[2-(2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl)-vinyl]-2,2-dimethyl-1,3-dioxan-4-yl}acetic acid tert-butyl ester
Conditions | Yield |
---|---|
With potassium carbonate In tetrahydrofuran at 0 - 30℃; for 16.5h; Reagent/catalyst; Wittig Olefination; | 66.7% |
tert-butyl 2-[(4R,6S)-6-formyl-2,2-dimethyl-1,3-dioxan-4-yl]acetate
<2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl>methyl(diphenyl)phosphine oxide
B
(4R,6S)-(E)-{6-[2-(2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl)-vinyl]-2,2-dimethyl-1,3-dioxan-4-yl}acetic acid tert-butyl ester
Conditions | Yield |
---|---|
With 2,2,6,6-tetramethylpiperidinyl-lithium In tetrahydrofuran for 3h; Ambient temperature; Yield given. Yields of byproduct given; |
2-cyclopropyl-4-(4-fluorophenyl)-3-iodoquinoline
t-butyl (3R,5S)-3,5-dihydroxy-6-heptynoate
(4R,6S)-(E)-{6-[2-(2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl)-vinyl]-2,2-dimethyl-1,3-dioxan-4-yl}acetic acid tert-butyl ester
Conditions | Yield |
---|---|
With bis(η3-allyl-μ-chloropalladium(II)); dimethylmonochlorosilane; tetrabutyl ammonium fluoride; triethyl phosphite; t-Bu3P*Pt(CH2=CH)SiMe2)2O 1.) 1 h, room t., 2.) THF, 60 deg C, 0.5 h; Yield given. Multistep reaction; |
tert-butyl 2-[(4R,6S)-6-formyl-2,2-dimethyl-1,3-dioxan-4-yl]acetate
<2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl>methyl(diphenyl)phosphine oxide
(4R,6S)-(E)-{6-[2-(2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl)-vinyl]-2,2-dimethyl-1,3-dioxan-4-yl}acetic acid tert-butyl ester
Conditions | Yield |
---|---|
With 2,2,6,6-tetramethylpiperidinyl-lithium 1.) THF, RT, 30 min, 2.) THF, 3 h; Yield given. Multistep reaction; |
tert-butyl 2-[(4R,6S)-6-formyl-2,2-dimethyl-1,3-dioxan-4-yl]acetate
(4R,6S)-(E)-{6-[2-(2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl)-vinyl]-2,2-dimethyl-1,3-dioxan-4-yl}acetic acid tert-butyl ester
Conditions | Yield |
---|---|
With caesium carbonate In dimethyl sulfoxide at 25 - 35℃; for 3h; |
bromoacetic acid tert-butyl ester
(4R,6S)-(E)-{6-[2-(2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl)-vinyl]-2,2-dimethyl-1,3-dioxan-4-yl}acetic acid tert-butyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1: 60 percent / Zn / tetrahydrofuran / 1 h / 80 °C 2: 1.) diethylmethoxyborane, 2.) sodium borohydride / 1.) THF, methanol, -78 deg C, 10 min, 2.) THF, methanol, -78 deg C, 3 h 3: 81 percent / TBAF / tetrahydrofuran / 2 h / 0 °C 4: p-toluenesulfonic acid / 2 h / Ambient temperature 5: t-Bu3P*Pt(CH2=CHSiMe2)2O / 1 h / Ambient temperature 6: 80 percent / (η3-allylPdCl)2, TBAF / tetrahydrofuran / 0.5 h / 60 °C View Scheme | |
Multi-step reaction with 4 steps 1: 1.) Zn, 2.) HCl aq. / 1.) THF, 1 h, reflux, 2.) 0.5 h 2: 82 percent / NaBH4, Et2BOMe / tetrahydrofuran; methanol / 6 h / -78 °C 3: 81 percent / TBAF / tetrahydrofuran / 2 h / 0 °C 4: 1.) ClMe2SiH, 2.) <(allyl)PdCl>2, TBAF, P(OEt)3 / 1.) t-Bu3P*Pt(CH2=CH)SiMe2)2O / 1.) 1 h, room t., 2.) THF, 60 deg C, 0.5 h View Scheme |
(3S)-5-(t-butyldimethylsilyl)-3-hydroxy-4-pentynenitrile
(4R,6S)-(E)-{6-[2-(2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl)-vinyl]-2,2-dimethyl-1,3-dioxan-4-yl}acetic acid tert-butyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1: 60 percent / Zn / tetrahydrofuran / 1 h / 80 °C 2: 1.) diethylmethoxyborane, 2.) sodium borohydride / 1.) THF, methanol, -78 deg C, 10 min, 2.) THF, methanol, -78 deg C, 3 h 3: 81 percent / TBAF / tetrahydrofuran / 2 h / 0 °C 4: p-toluenesulfonic acid / 2 h / Ambient temperature 5: t-Bu3P*Pt(CH2=CHSiMe2)2O / 1 h / Ambient temperature 6: 80 percent / (η3-allylPdCl)2, TBAF / tetrahydrofuran / 0.5 h / 60 °C View Scheme | |
Multi-step reaction with 4 steps 1: 1.) Zn, 2.) HCl aq. / 1.) THF, 1 h, reflux, 2.) 0.5 h 2: 82 percent / NaBH4, Et2BOMe / tetrahydrofuran; methanol / 6 h / -78 °C 3: 81 percent / TBAF / tetrahydrofuran / 2 h / 0 °C 4: 1.) ClMe2SiH, 2.) <(allyl)PdCl>2, TBAF, P(OEt)3 / 1.) t-Bu3P*Pt(CH2=CH)SiMe2)2O / 1.) 1 h, room t., 2.) THF, 60 deg C, 0.5 h View Scheme |
t-butyl (3R,5S)-7-(t-butyldimethylsilyl)-3,5-dihydroxy-6-heptynoate
(4R,6S)-(E)-{6-[2-(2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl)-vinyl]-2,2-dimethyl-1,3-dioxan-4-yl}acetic acid tert-butyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 81 percent / TBAF / tetrahydrofuran / 2 h / 0 °C 2: p-toluenesulfonic acid / 2 h / Ambient temperature 3: t-Bu3P*Pt(CH2=CHSiMe2)2O / 1 h / Ambient temperature 4: 80 percent / (η3-allylPdCl)2, TBAF / tetrahydrofuran / 0.5 h / 60 °C View Scheme | |
Multi-step reaction with 2 steps 1: 81 percent / TBAF / tetrahydrofuran / 2 h / 0 °C 2: 1.) ClMe2SiH, 2.) <(allyl)PdCl>2, TBAF, P(OEt)3 / 1.) t-Bu3P*Pt(CH2=CH)SiMe2)2O / 1.) 1 h, room t., 2.) THF, 60 deg C, 0.5 h View Scheme |
t-butyl (5S)-7-(t-butyldimethylsilyl)-5-hydroxy-3-oxo-6-heptynoate
(4R,6S)-(E)-{6-[2-(2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl)-vinyl]-2,2-dimethyl-1,3-dioxan-4-yl}acetic acid tert-butyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: 1.) diethylmethoxyborane, 2.) sodium borohydride / 1.) THF, methanol, -78 deg C, 10 min, 2.) THF, methanol, -78 deg C, 3 h 2: 81 percent / TBAF / tetrahydrofuran / 2 h / 0 °C 3: p-toluenesulfonic acid / 2 h / Ambient temperature 4: t-Bu3P*Pt(CH2=CHSiMe2)2O / 1 h / Ambient temperature 5: 80 percent / (η3-allylPdCl)2, TBAF / tetrahydrofuran / 0.5 h / 60 °C View Scheme | |
Multi-step reaction with 3 steps 1: 82 percent / NaBH4, Et2BOMe / tetrahydrofuran; methanol / 6 h / -78 °C 2: 81 percent / TBAF / tetrahydrofuran / 2 h / 0 °C 3: 1.) ClMe2SiH, 2.) <(allyl)PdCl>2, TBAF, P(OEt)3 / 1.) t-Bu3P*Pt(CH2=CH)SiMe2)2O / 1.) 1 h, room t., 2.) THF, 60 deg C, 0.5 h View Scheme |
t-butyl (3R,5S)-3,5-dihydroxy-6-heptynoate
(4R,6S)-(E)-{6-[2-(2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl)-vinyl]-2,2-dimethyl-1,3-dioxan-4-yl}acetic acid tert-butyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: p-toluenesulfonic acid / 2 h / Ambient temperature 2: t-Bu3P*Pt(CH2=CHSiMe2)2O / 1 h / Ambient temperature 3: 80 percent / (η3-allylPdCl)2, TBAF / tetrahydrofuran / 0.5 h / 60 °C View Scheme |
t-butyl (3R,5S)-3,5-syn-isopropylidenedioxy-6-heptynoate
(4R,6S)-(E)-{6-[2-(2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl)-vinyl]-2,2-dimethyl-1,3-dioxan-4-yl}acetic acid tert-butyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: t-Bu3P*Pt(CH2=CHSiMe2)2O / 1 h / Ambient temperature 2: 80 percent / (η3-allylPdCl)2, TBAF / tetrahydrofuran / 0.5 h / 60 °C View Scheme |
3-(bromomethyl)-2-cyclopropyl-4-(4-fluorophenyl)-quinoline
(4R,6S)-(E)-{6-[2-(2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl)-vinyl]-2,2-dimethyl-1,3-dioxan-4-yl}acetic acid tert-butyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 100 percent / toluene / 12 h / Heating 2: 1.) lithium 2,2,6,6-tetramethylpiperidine / 1.) THF, RT, 30 min, 2.) THF, 3 h View Scheme | |
Multi-step reaction with 2 steps 1: isopropyl alcohol; toluene / 4 h / 25 - 50 °C / Industry scale 2: potassium carbonate / dimethyl sulfoxide / 10 h / 25 °C View Scheme | |
Multi-step reaction with 2 steps 1: isopropyl alcohol; toluene / 3 h / 50 °C / Industry scale 2: potassium carbonate / dimethyl sulfoxide / 10 h / 25 °C / Industry scale View Scheme | |
Multi-step reaction with 2 steps 1: isopropyl alcohol; toluene / 50 °C 2: potassium carbonate / dimethyl sulfoxide / 10 h / 25 °C / Inert atmosphere; Industry scale View Scheme | |
Multi-step reaction with 2 steps 1: toluene / 100 - 110 °C 2: n-butyllithium / tetrahydrofuran / 1 h / -80 - -10 °C / Inert atmosphere View Scheme |
isopropyl (2S,3R,4S,6R)-7-t-butoxycarbonyl-2,3-dihydroxy-4,6-isopropylidenedioxyheptanoate
(4R,6S)-(E)-{6-[2-(2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl)-vinyl]-2,2-dimethyl-1,3-dioxan-4-yl}acetic acid tert-butyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 85 percent / sodium metaperiodate, water / diethyl ether / 3 h / Ambient temperature 2: 1.) lithium 2,2,6,6-tetramethylpiperidine / 1.) THF, RT, 30 min, 2.) THF, 3 h View Scheme | |
Multi-step reaction with 2 steps 1: 85 percent / NaIO4 / diethyl ether; H2O / 2 h / Ambient temperature 2: lithium 2,2,6,6-tetramethylpiperazide / tetrahydrofuran / 3 h / Ambient temperature View Scheme |
isopropyl (2S,3R,4S,6R)-7-t-butoxycarbonyl-2,3-bis(t-butyldimethylsilyloxy)-4,6-dihydroxyheptanoate
(4R,6S)-(E)-{6-[2-(2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl)-vinyl]-2,2-dimethyl-1,3-dioxan-4-yl}acetic acid tert-butyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 99 percent / p-toluenesulfonic acid / 2 h / Ambient temperature 2: 99 percent / tetrabutylammonium fluoride / tetrahydrofuran / 3 h / Ambient temperature 3: 85 percent / sodium metaperiodate, water / diethyl ether / 3 h / Ambient temperature 4: 1.) lithium 2,2,6,6-tetramethylpiperidine / 1.) THF, RT, 30 min, 2.) THF, 3 h View Scheme | |
Multi-step reaction with 4 steps 1: 98 percent / p-TsOH / 2 h / Ambient temperature 2: 99 percent / (n-Bu)4NF / tetrahydrofuran / 3 h / Ambient temperature 3: 85 percent / NaIO4 / diethyl ether; H2O / 2 h / Ambient temperature 4: lithium 2,2,6,6-tetramethylpiperazide / tetrahydrofuran / 3 h / Ambient temperature View Scheme |
isopropyl (2S,3R,4S,6R)-7-t-butpxycarbonyl-2,3-bis(t-butyldimethylsilyloxy)-4,6-isopropylidenedioxyheptanoate
(4R,6S)-(E)-{6-[2-(2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl)-vinyl]-2,2-dimethyl-1,3-dioxan-4-yl}acetic acid tert-butyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 99 percent / tetrabutylammonium fluoride / tetrahydrofuran / 3 h / Ambient temperature 2: 85 percent / sodium metaperiodate, water / diethyl ether / 3 h / Ambient temperature 3: 1.) lithium 2,2,6,6-tetramethylpiperidine / 1.) THF, RT, 30 min, 2.) THF, 3 h View Scheme | |
Multi-step reaction with 3 steps 1: 99 percent / (n-Bu)4NF / tetrahydrofuran / 3 h / Ambient temperature 2: 85 percent / NaIO4 / diethyl ether; H2O / 2 h / Ambient temperature 3: lithium 2,2,6,6-tetramethylpiperazide / tetrahydrofuran / 3 h / Ambient temperature View Scheme |
isopropyl (2S,3S,6R)-7-t-butoxycarbonyl-2,3-bis(t-butyldimethylsilyloxy)-6-hydroxy-4-oxoheptanoate
(4R,6S)-(E)-{6-[2-(2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl)-vinyl]-2,2-dimethyl-1,3-dioxan-4-yl}acetic acid tert-butyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: 1.) diethyl(methoxy)borane, 2.) sodium borohydride / 1.) THF, methanol, RT, 15 min, 2.) THF, methanol, a) -78 deg C, 4 h, b) from -78 deg C to RT, 8 h 2: 99 percent / p-toluenesulfonic acid / 2 h / Ambient temperature 3: 99 percent / tetrabutylammonium fluoride / tetrahydrofuran / 3 h / Ambient temperature 4: 85 percent / sodium metaperiodate, water / diethyl ether / 3 h / Ambient temperature 5: 1.) lithium 2,2,6,6-tetramethylpiperidine / 1.) THF, RT, 30 min, 2.) THF, 3 h View Scheme | |
Multi-step reaction with 5 steps 1: 76 percent / Et2BOMe, NaBH4 / tetrahydrofuran; methanol / -78 deg C to RT, 12 h 2: 98 percent / p-TsOH / 2 h / Ambient temperature 3: 99 percent / (n-Bu)4NF / tetrahydrofuran / 3 h / Ambient temperature 4: 85 percent / NaIO4 / diethyl ether; H2O / 2 h / Ambient temperature 5: lithium 2,2,6,6-tetramethylpiperazide / tetrahydrofuran / 3 h / Ambient temperature View Scheme |
isopropyl (2S,3S)-7-t-butoxycarbonyl-2,3-bis(t-butyldimethylsilyloxy)-4,6-dioxoheptanoate
(4R,6S)-(E)-{6-[2-(2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl)-vinyl]-2,2-dimethyl-1,3-dioxan-4-yl}acetic acid tert-butyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1: 60 percent / DIBAL / tetrahydrofuran; hexane / 4 h / -78 °C 2: 1.) diethyl(methoxy)borane, 2.) sodium borohydride / 1.) THF, methanol, RT, 15 min, 2.) THF, methanol, a) -78 deg C, 4 h, b) from -78 deg C to RT, 8 h 3: 99 percent / p-toluenesulfonic acid / 2 h / Ambient temperature 4: 99 percent / tetrabutylammonium fluoride / tetrahydrofuran / 3 h / Ambient temperature 5: 85 percent / sodium metaperiodate, water / diethyl ether / 3 h / Ambient temperature 6: 1.) lithium 2,2,6,6-tetramethylpiperidine / 1.) THF, RT, 30 min, 2.) THF, 3 h View Scheme | |
Multi-step reaction with 6 steps 1: 60 percent / diisobutylaluminium hydride / tetrahydrofuran; hexane / 4 h / -78 °C 2: 76 percent / Et2BOMe, NaBH4 / tetrahydrofuran; methanol / -78 deg C to RT, 12 h 3: 98 percent / p-TsOH / 2 h / Ambient temperature 4: 99 percent / (n-Bu)4NF / tetrahydrofuran / 3 h / Ambient temperature 5: 85 percent / NaIO4 / diethyl ether; H2O / 2 h / Ambient temperature 6: lithium 2,2,6,6-tetramethylpiperazide / tetrahydrofuran / 3 h / Ambient temperature View Scheme |
2-cyclopropyl-4-(4-fluorophenyl)-3-(hydroxymethyl)quinoline
(4R,6S)-(E)-{6-[2-(2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl)-vinyl]-2,2-dimethyl-1,3-dioxan-4-yl}acetic acid tert-butyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 98 percent / phosphorus tribromide / CH2Cl2; toluene / 3 h / Ambient temperature 2: 100 percent / toluene / 12 h / Heating 3: 1.) lithium 2,2,6,6-tetramethylpiperidine / 1.) THF, RT, 30 min, 2.) THF, 3 h View Scheme | |
Multi-step reaction with 3 steps 1.1: phosphorus tribromide / dichloromethane / 2 h / 0 - 25 °C / Industry scale 1.2: pH 7 - 8 2.1: isopropyl alcohol; toluene / 4 h / 25 - 50 °C / Industry scale 3.1: potassium carbonate / dimethyl sulfoxide / 10 h / 25 °C View Scheme | |
Multi-step reaction with 3 steps 1: phosphorus tribromide / dichloromethane / 0 - 25 °C / Industry scale 2: isopropyl alcohol; toluene / 3 h / 50 °C / Industry scale 3: potassium carbonate / dimethyl sulfoxide / 10 h / 25 °C / Industry scale View Scheme |
tert-butyl acetoacetate
(4R,6S)-(E)-{6-[2-(2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl)-vinyl]-2,2-dimethyl-1,3-dioxan-4-yl}acetic acid tert-butyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1: 74 percent / NaH, n-BuLi / 20 h / -78 °C 2: 60 percent / diisobutylaluminium hydride / tetrahydrofuran; hexane / 4 h / -78 °C 3: 76 percent / Et2BOMe, NaBH4 / tetrahydrofuran; methanol / -78 deg C to RT, 12 h 4: 98 percent / p-TsOH / 2 h / Ambient temperature 5: 99 percent / (n-Bu)4NF / tetrahydrofuran / 3 h / Ambient temperature 6: 85 percent / NaIO4 / diethyl ether; H2O / 2 h / Ambient temperature 7: lithium 2,2,6,6-tetramethylpiperazide / tetrahydrofuran / 3 h / Ambient temperature View Scheme |
Cyclopropyl methyl ketone
(4R,6S)-(E)-{6-[2-(2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl)-vinyl]-2,2-dimethyl-1,3-dioxan-4-yl}acetic acid tert-butyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: toluene / 0.25 h / 25 °C 1.2: 14 h / 10 - 75 °C / Inert atmosphere 1.3: 0.75 h / 0 - 25 °C / pH 2.5 2.1: sulfuric acid / water; methanol / 22.25 h / 25 - 65 °C 2.2: 0.75 h / 0 - 25 °C / pH 6 3.1: toluene / 5 h / 25 °C / Inert atmosphere 3.2: 3 h 3.3: 2 h / 40 °C 4.1: potassium carbonate / dimethyl sulfoxide / 7 h / 75 °C View Scheme | |
Multi-step reaction with 5 steps 1.1: toluene / 0.25 h / 25 °C 1.2: 14 h / 10 - 75 °C / Inert atmosphere 1.3: 0.75 h / 0 - 25 °C / pH 2.5 2.1: sulfuric acid / water; methanol / 22.25 h / 25 - 65 °C 2.2: 0.75 h / 0 - 25 °C / pH 6 3.1: diisobutylaluminium hydride / toluene / 2 h / 0 - 25 °C 3.2: 0.25 h / 10 °C 4.1: phosphorus tribromide / dichloromethane / 1.5 h / 25 °C 4.2: 1 h / 75 °C 5.1: potassium carbonate / dimethyl sulfoxide / 7 h / 75 °C View Scheme |
(4R,6S)-(E)-{6-[2-(2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl)-vinyl]-2,2-dimethyl-1,3-dioxan-4-yl}acetic acid tert-butyl ester
Conditions | Yield |
---|---|
With hydroxylamine hydrochloride In methanol; water; acetone Reflux; | 99% |
With trifluoroacetic acid | 74% |
With trifluoroacetic acid In dichloromethane for 16h; Ambient temperature; | 67% |
With trifluoroacetic acid In dichloromethane for 16h; Ambient temperature; | 67% |
Stage #1: (4R,6S)-(E)-{6-[2-(2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl)-vinyl]-2,2-dimethyl-1,3-dioxan-4-yl}acetic acid tert-butyl ester With hydrogenchloride; water In acetonitrile at 30℃; for 2h; Stage #2: With sodium hydroxide In water; acetonitrile at 35℃; for 2h; Product distribution / selectivity; |
(4R,6S)-(E)-{6-[2-(2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl)-vinyl]-2,2-dimethyl-1,3-dioxan-4-yl}acetic acid tert-butyl ester
(3R,5S,6E)-7-[2-cyclopropyl-4-(4-fluorophenyl)-3-quinolyl]-3,5-dihydroxy-6-heptenoic acid tert-butyl ester
Conditions | Yield |
---|---|
With hydrogenchloride In water; acetonitrile at 40℃; for 2h; | 95.2% |
With hydrogenchloride; water In acetonitrile for 3h; Large scale; | 88.4% |
Stage #1: (4R,6S)-(E)-{6-[2-(2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl)-vinyl]-2,2-dimethyl-1,3-dioxan-4-yl}acetic acid tert-butyl ester With water; oxalic acid In methanol at 35℃; for 6h; Stage #2: With sodium carbonate In methanol; water at 10 - 30℃; for 2.75h; pH=7; | |
With hydrogenchloride; water In acetonitrile at 25 - 55℃; pH=2.5; | 27 g |
With hydrogenchloride In water; acetonitrile at 13℃; for 2h; |
(4R,6S)-(E)-{6-[2-(2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl)-vinyl]-2,2-dimethyl-1,3-dioxan-4-yl}acetic acid tert-butyl ester
pitavastatin
Conditions | Yield |
---|---|
Stage #1: (4R,6S)-(E)-{6-[2-(2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl)-vinyl]-2,2-dimethyl-1,3-dioxan-4-yl}acetic acid tert-butyl ester With trifluoroacetic acid In acetonitrile at 30 - 35℃; Stage #2: With caesium carbonate In acetonitrile at 35 - 40℃; | 94% |
Multi-step reaction with 3 steps 1.1: water; oxalic acid / methanol / 6 h / 35 °C 1.2: 2.75 h / 10 - 30 °C / pH 7 2.1: sodium hydroxide; water / methanol / 1.67 h / 0 °C 2.2: 0.67 h / 25 °C 3.1: hydrogenchloride / dichloromethane; water / 0.83 h / 0 - 25 °C / pH 3 View Scheme | |
Multi-step reaction with 4 steps 1.1: water; oxalic acid / methanol / 6 h / 35 °C 1.2: 2.75 h / 10 - 30 °C / pH 7 2.1: sodium hydroxide; water / acetonitrile / 1.5 h / 30 °C 2.2: 0.25 h / 0 °C / pH 4 2.3: 0.5 h / 0 °C 3.1: sodium hydroxide / water / 0.75 h / 30 °C 3.2: 0.75 h / 35 °C 4.1: hydrogenchloride / dichloromethane; water / 0.83 h / 0 - 25 °C / pH 3 View Scheme | |
Multi-step reaction with 2 steps 1: hydrogenchloride / acetonitrile; water / 2 h / 13 °C 2: sodium hydroxide / water / 2 h / 10 °C / Large scale View Scheme |
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