High Quality 100% Natural halal kosher certificate Red Yeast Rice Extract Powder 5% Lovastatin Xi'an Quanao Biotech Co., Ltd. is is a global chemical industry manufacturers and suppliers of pharmaceuticals and intermediates, peptide,Nootropis
Cas:75330-75-5
Min.Order:1 Kilogram
FOB Price: $55.0 / 70.0
Type:Manufacturers
inquiryDayangchem's 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. DayangChem can provide different quantities
Cas:75330-75-5
Min.Order:1 Kilogram
FOB Price: $3.0
Type:Lab/Research institutions
inquiryWhy is SINOWAY: 1) Specialized in pharmaceutical and healthcare industrial since 1987. 2) ISO 9001:2015 & SGS audited supplier . 3) Accept various payment terms : T.T 30-60 days. 4) We have warehouse in USA with quickly shipment . 5) We can
Cas:75330-75-5
Min.Order:25 Kilogram
Negotiable
Type:Trading Company
inquiryItems Standard Result Assay (Ursolic acid) 98%min 98.22% ----------------------------------------------------------------
Cas:75330-75-5
Min.Order:1 Gram
FOB Price: $100.0 / 500.0
Type:Trading Company
inquirySuperiority kono chem is a leading manufacturer and supplier of chemicals in China. We develop ,produce and distribute high quality pharmaceuticals, intermediates, special chemicals and other fine chemicals. We could give you: 1.Best
Cas:75330-75-5
Min.Order:1 Kilogram
FOB Price: $800.0 / 1000.0
Type:Other
inquiryUnique advantages of Lovastatin Cas 75330-75-5 Guaranteed purity High quality & competitive price Quality control Fast feedback Prompt shipment Appearance:White to off-white crystalline powder Storage:Cool dry place Package:25kg/d
Cas:75330-75-5
Min.Order:25 Kilogram
Negotiable
Type:Trading Company
inquiryThe above product is Ality Chemical's strong item with best price, good quality and fast supply. Ality Chemical has been focusing on the research and production of this field for over 14 years. At the same time, we are always committed to providi
Cas:75330-75-5
Min.Order:1
Negotiable
Type:Other
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
Cas:75330-75-5
Min.Order:1 Gram
FOB Price: $0.1
Type:Manufacturers
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: 842212-02-1 Molecular weight: 197.661 Compound purity: > 99.7% Related substance: Total Impurities(%) ≤ 0.3% Appearance: Crystals IUPAC:1-(4-Chlorophenyl)-2-(methylamino)propan-1-one
Our company was built in 2009 with an ISO certificate.In the past 11 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.
Cas:75330-75-5
Min.Order:100 Gram
FOB Price: $200.0
Type:Lab/Research institutions
inquiryOur advantages: 1. All inquiries will be replied within 12 hours. 2. Dedication to quality, supply & service. 3. Strictly on selecting raw materials. 4. Reasonable & competitive price, fast lead time. 5. Sample is available for your eva
WITH 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:75330-75-5
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
Production name Lovastatin CAS No. 75330-75-5 Appearance White powder Molecular Formula C24H36O5 Molecular Weight 404.540 Assay 99% Appearance:White powder Storage:Store
1. 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:75330-75-5
Min.Order:10 Gram
Negotiable
Type:Other
inquiryWe are concentrating on APIs and pharmaceutical intermediates. With in depth knowledge and understanding in this industry, we are indulged in supplying a wide assortments of Lovastatin from Wuhan, Hubei, China. It is ma
1,In No Less five years exporting experience. 2.Lower Price with higher quality 3,Free sample 4,We are sincerely responsible for the "product quality" and "After Service" Onchem specialized in APIs, chemical intermediate
Cas:75330-75-5
Min.Order:1 Kilogram
FOB Price: $1.0
Type:Lab/Research institutions
inquiryWe are the manufacturers and suppliers of API in China, and warehouse in Germany and USA of California, which can quickly and safely deliver to your address 1.High quality and competitive price. 2.Free sample for your evaluation. 3.Promptly delivery
Cas:75330-75-5
Min.Order:10 Gram
FOB Price: $3.5
Type:Trading Company
inquiryOur company has been in existence for 10 years since its establishment. We have our own unique team. The company integrates independent research and development, production and sales. We have established famous brands at home and abroad. At prese
Cas:75330-75-5
Min.Order:1 Kilogram
FOB Price: $75.0 / 89.0
Type:Trading Company
inquiryLovastatin CAS:75330-75-5 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,
Cas:75330-75-5
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:75330-75-5
Min.Order:1 Kilogram
Negotiable
Type:Lab/Research institutions
inquiryProduct Detail Minimum Order Qty. 10 Gram Supply Ability 500 Kilograms/Month Storage store in cool, dry, ventilated place 20℃ Delivery Time 3 business days after payment Payment Term TT,western union,Paypal,
Cas:75330-75-5
Min.Order:20 Metric Ton
Negotiable
Type:Trading Company
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:75330-75-5
Min.Order:1 Kilogram
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
Product name : Lovastatin CAS : 75330-75-5 Standard : USP Stock : Fresh Package:25kg net per drum Application:Lovastatin (mevinolin) is a metabolite first isolated from Monascus ruber and later found in several other fungal species. Lov
Triumph has the complete production of G- KG - MT service chain,we can make the new technology into productivity quickly in the research and development of new products. Main Service 1.Own made fine chemical products 2.Out sourcing and quality c
Cas:75330-75-5
Min.Order:100 Metric Ton
Negotiable
Type:Lab/Research institutions
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:75330-75-5
Min.Order:1 Gram
Negotiable
Type:Lab/Research institutions
inquiryHubei Yuanmeng Biological Technology Co., Ltd., which is located in Wuhan, China. We are specializing in the exportation of APIs, and plant extracts ect. Our products has been exported to America, Australia, Brazil, the Europe, Middle East and other
Cas:75330-75-5
Min.Order:1 Kilogram
FOB Price: $3.0 / 5.0
Type:Trading Company
inquiryLovastatin is one of the most competitive products in our company, we can supply it with good quality and best price. Appearance:White to off-white solid Storage:Room temperature, Keep in Dark Place. Package:According to the demand of customer Applic
6(R)-<2-<1,2,6,7,8,8a(R)-Hexahydro-2(S),6(R)-dimethyl-8(S)-<<2(S)-methylbutyryl>oxy>-1(S)-naphtyl>ethyl>-3,4,5,6-tetrahydro-4(R)-<(tert-butyldimethylsilyl)oxy>-2H-pyran-2-one
lovastatin
Conditions | Yield |
---|---|
With hydrogen fluoride In acetonitrile at 25℃; for 1.4h; | 94% |
With hydrogen fluoride In acetonitrile at 0℃; for 5h; | 77% |
With tetrabutyl ammonium fluoride; acetic acid In tetrahydrofuran | |
With tetrabutyl ammonium fluoride; acetic acid In tetrahydrofuran for 18h; Ambient temperature; |
lovastatin
Conditions | Yield |
---|---|
Stage #1: ammonium mevinolinic acid With phosphoric acid In toluene; butanone at 20 - 82℃; for 2 - 2.5h; Stage #2: With triethylamine In water; toluene; butanone at 20℃; | 78.2% |
With sulfuric acid In acetonitrile at -22 - -17℃; for 0.5h; |
lovastatin
Conditions | Yield |
---|---|
With Celite; silver carbonate In toluene at 85 - 95℃; for 1h; | 77% |
With Celite; toluene; silver carbonate In toluene at 90℃; for 1h; | 77% |
lovastatin acid
lovastatin
Conditions | Yield |
---|---|
With phosphoric acid In water; toluene at 20 - 55℃; for 19h; pH=3.5; Product distribution / selectivity; | 76.12% |
With trifluoroacetic acid In ethyl acetate for 0.166667h; |
(S)-2-Methyl-butyric acid (1S,3S,7R,8R,8aR)-8-{2-[(2R,4R)-4-(tert-butyl-dimethyl-silanyloxy)-6-oxo-tetrahydro-pyran-2-yl]-ethyl}-3,7-dimethyl-6-oxo-1,2,3,4,6,7,8,8a-octahydro-naphthalen-1-yl ester
lovastatin
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 2,6-di-tert-butyl-4-methylpyridine / CH2Cl2 / 0.25 h / 0 °C 2: 70 percent / Pd(OAc)2, HCOOH, Bu3N, Ph3P / dimethylformamide / 1 h / 60 °C 3: 94 percent / 48 percent HF / acetonitrile / 1.4 h / 25 °C View Scheme |
(S)-2-Methyl-butyric acid (1S,4S,6S,7R,8S,8aR)-4-chloro-6-formyloxy-8-[2-((2R,4R)-4-hydroxy-6-oxo-tetrahydro-pyran-2-yl)-ethyl]-7-methyl-1,2,3,4,6,7,8,8a-octahydro-naphthalen-1-yl ester
lovastatin
Conditions | Yield |
---|---|
Multi-step reaction with 9 steps 1: imidazole / acetonitrile / 25 °C 2: Ti(OiPr)4 / propan-2-ol / 0.5 h / 60 °C 3: 92 percent / PDC / toluene / 0.33 h / 80 °C 4: 78 percent / AgOTf/2,6-di-tert-butyl-4-methylpyridine / 24 h / 25 °C 5: 65 percent / tetrahydrofuran / -78 °C 6: H+ / CHCl3 7: 2,6-di-tert-butyl-4-methylpyridine / CH2Cl2 / 0.25 h / 0 °C 8: 70 percent / Pd(OAc)2, HCOOH, Bu3N, Ph3P / dimethylformamide / 1 h / 60 °C 9: 94 percent / 48 percent HF / acetonitrile / 1.4 h / 25 °C View Scheme |
2-methyl-butyric acid 8-{2-[4-(tert-butyl-dimethyl-silanyloxy)-6-oxo-tetrahydro-pyran-2-yl]-ethyl}-7-methyl-6-oxo-1,2,6,7,8,8a-hexahydro-naphthalen-1-yl ester
lovastatin
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: 65 percent / tetrahydrofuran / -78 °C 2: H+ / CHCl3 3: 2,6-di-tert-butyl-4-methylpyridine / CH2Cl2 / 0.25 h / 0 °C 4: 70 percent / Pd(OAc)2, HCOOH, Bu3N, Ph3P / dimethylformamide / 1 h / 60 °C 5: 94 percent / 48 percent HF / acetonitrile / 1.4 h / 25 °C View Scheme |
(S)-2-Methyl-butyric acid (1S,4S,6S,7R,8S,8aR)-8-{2-[(2R,4R)-4-(tert-butyl-dimethyl-silanyloxy)-6-oxo-tetrahydro-pyran-2-yl]-ethyl}-4-chloro-6-hydroxy-7-methyl-1,2,3,4,6,7,8,8a-octahydro-naphthalen-1-yl ester
lovastatin
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1: 92 percent / PDC / toluene / 0.33 h / 80 °C 2: 78 percent / AgOTf/2,6-di-tert-butyl-4-methylpyridine / 24 h / 25 °C 3: 65 percent / tetrahydrofuran / -78 °C 4: H+ / CHCl3 5: 2,6-di-tert-butyl-4-methylpyridine / CH2Cl2 / 0.25 h / 0 °C 6: 70 percent / Pd(OAc)2, HCOOH, Bu3N, Ph3P / dimethylformamide / 1 h / 60 °C 7: 94 percent / 48 percent HF / acetonitrile / 1.4 h / 25 °C View Scheme |
(S)-2-Methyl-butyric acid (1S,3R,7R,8R,8aR)-8-{2-[(2R,4R)-4-(tert-butyl-dimethyl-silanyloxy)-6-oxo-tetrahydro-pyran-2-yl]-ethyl}-3,7-dimethyl-6-oxo-1,2,3,5,6,7,8,8a-octahydro-naphthalen-1-yl ester
lovastatin
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: H+ / CHCl3 2: 2,6-di-tert-butyl-4-methylpyridine / CH2Cl2 / 0.25 h / 0 °C 3: 70 percent / Pd(OAc)2, HCOOH, Bu3N, Ph3P / dimethylformamide / 1 h / 60 °C 4: 94 percent / 48 percent HF / acetonitrile / 1.4 h / 25 °C View Scheme |
(S)-2-Methyl-butyric acid (1S,4S,7R,8R,8aR)-8-{2-[(2R,4R)-4-(tert-butyl-dimethyl-silanyloxy)-6-oxo-tetrahydro-pyran-2-yl]-ethyl}-4-chloro-7-methyl-6-oxo-1,2,3,4,6,7,8,8a-octahydro-naphthalen-1-yl ester
lovastatin
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1: 78 percent / AgOTf/2,6-di-tert-butyl-4-methylpyridine / 24 h / 25 °C 2: 65 percent / tetrahydrofuran / -78 °C 3: H+ / CHCl3 4: 2,6-di-tert-butyl-4-methylpyridine / CH2Cl2 / 0.25 h / 0 °C 5: 70 percent / Pd(OAc)2, HCOOH, Bu3N, Ph3P / dimethylformamide / 1 h / 60 °C 6: 94 percent / 48 percent HF / acetonitrile / 1.4 h / 25 °C View Scheme |
(S)-2-Methyl-butyric acid (1S,4S,6S,7R,8S,8aR)-8-{2-[(2R,4R)-4-(tert-butyl-dimethyl-silanyloxy)-6-oxo-tetrahydro-pyran-2-yl]-ethyl}-4-chloro-6-formyloxy-7-methyl-1,2,3,4,6,7,8,8a-octahydro-naphthalen-1-yl ester
lovastatin
Conditions | Yield |
---|---|
Multi-step reaction with 8 steps 1: Ti(OiPr)4 / propan-2-ol / 0.5 h / 60 °C 2: 92 percent / PDC / toluene / 0.33 h / 80 °C 3: 78 percent / AgOTf/2,6-di-tert-butyl-4-methylpyridine / 24 h / 25 °C 4: 65 percent / tetrahydrofuran / -78 °C 5: H+ / CHCl3 6: 2,6-di-tert-butyl-4-methylpyridine / CH2Cl2 / 0.25 h / 0 °C 7: 70 percent / Pd(OAc)2, HCOOH, Bu3N, Ph3P / dimethylformamide / 1 h / 60 °C 8: 94 percent / 48 percent HF / acetonitrile / 1.4 h / 25 °C View Scheme |
(S)-2-Methyl-butyric acid (1S,3R,7R,8R,8aR)-8-{2-[(2R,4R)-4-(tert-butyl-dimethyl-silanyloxy)-6-oxo-tetrahydro-pyran-2-yl]-ethyl}-3,7-dimethyl-6-trifluoromethanesulfonyloxy-1,2,3,7,8,8a-hexahydro-naphthalen-1-yl ester
lovastatin
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 70 percent / Pd(OAc)2, HCOOH, Bu3N, Ph3P / dimethylformamide / 1 h / 60 °C 2: 94 percent / 48 percent HF / acetonitrile / 1.4 h / 25 °C View Scheme |
<1S-<1α(R*),3α,7β,8β(4S*,6R*),8aβ>>-1,2,3,7,8,8a-hexahydro-8-<2-<6-(2-hydroxyethyl)-2,2-dimethyl-1,3-dioxan-4-yl>ethyl>-3,7-dimethyl-1-naphthalenyl 2-methylbutanoate
lovastatin
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 1.) (COCl)2; 2.) Et3N / 1.) DMSO, CH2Cl2, -78 deg C, 20 min; 2.) -78 deg C, 10 min, -78 deg C -> r.t., 20 min 2: 97 percent / 1.3N HCl / tetrahydrofuran / 4 h / Ambient temperature 3: 77 percent / Ag2CO3/Celite, PhMe / toluene / 1 h / 90 °C View Scheme | |
Multi-step reaction with 3 steps 1: 97 percent / (COCl)2, DMSO / CH2Cl2 / 0.33 h / -78 °C 2: 97 percent / 10percent aq. HCl / tetrahydrofuran / 4 h / Ambient temperature 3: 77 percent / Ag2CO3/Celite / toluene / 1 h / 85 - 95 °C View Scheme |
<1S-<1α(R*),3α,7β,8β(4S*,6R*),8aβ>>-8-<2-<2,2-dimethyl-6-(2-oxoethyl)-1,3-dioxan-4-yl>ethyl>-3,7-dimethyl-1,2,3,7,8,8a-hexahydro-1-naphthalenyl 2-methylbutanoate
lovastatin
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 97 percent / 1.3N HCl / tetrahydrofuran / 4 h / Ambient temperature 2: 77 percent / Ag2CO3/Celite, PhMe / toluene / 1 h / 90 °C View Scheme | |
Multi-step reaction with 2 steps 1: 97 percent / 10percent aq. HCl / tetrahydrofuran / 4 h / Ambient temperature 2: 77 percent / Ag2CO3/Celite / toluene / 1 h / 85 - 95 °C View Scheme |
<4R-<4α*(1R*,2S*)>6α>>-6-<2-<<(1,1-dimethylethyl)diphenylsilyl>oxy>ethyl>-2,2-dimethyl-α-(2-methyl-5-oxo-3-cyclohexen-1-yl)-1,3-dioxane-4-propanal
lovastatin
Conditions | Yield |
---|---|
Multi-step reaction with 11 steps 1: 50 percent / (Ph3P)3RhCl / toluene; acetonitrile / 2.5 h / Heating 2: 1.) LDA / 1.)Et2O, -78 deg C, 45 min; 2.) -78 deg C, 10 min 3: 85 percent / i-Pr2NH / DMAP / diethyl ether / 24 h / Ambient temperature 4: 1.) O3; 2.) Ph3P / 1.) CH2Cl2, -78 deg C; 2.) -78 deg C -> r.t., 3 h 5: 86 percent / C8K, TiCl3 / 1,2-dimethoxy-ethane / r.t., 5 h; reflux, 4 h 6: 1.) Bu4NF ; 2.) t-BuPh2SiCl, Et3N / 2.) DMAP / 1.) THF, r.t., 22 h; 2.) CH2Cl2, r.t., 24 h 7: 97 percent / Et3N / DMAP / CH2Cl2 / 88 h / Ambient temperature 8: 95 percent / Bu4NF / tetrahydrofuran / 3 h / Ambient temperature 9: 1.) (COCl)2; 2.) Et3N / 1.) DMSO, CH2Cl2, -78 deg C, 20 min; 2.) -78 deg C, 10 min, -78 deg C -> r.t., 20 min 10: 97 percent / 1.3N HCl / tetrahydrofuran / 4 h / Ambient temperature 11: 77 percent / Ag2CO3/Celite, PhMe / toluene / 1 h / 90 °C View Scheme | |
Multi-step reaction with 12 steps 1: 50 percent / (Ph3P)3RhCl / toluene; benzonitrile / 2.5 h / Heating 2: 1.) lithium diisopropylamide (LDA) / 1.) ether, -78 deg C, 45 min, 2.) -78 deg C, 10 min 3: 85 percent / diisopropylamine, 4-(dimethylamino)pyridine (DMAP) / diethyl ether / 24 h / Ambient temperature 4: 85 percent / 1.) O3, 2.) triphenylphosphine / CH2Cl2 / 1.) -78 deg C, 5 min, 2.) 3 h 5: 86 percent / C8K, TiCl3 / 1,2-dimethoxy-ethane / 1.) RT, 5 h, 2.) reflux, 4 h 6: 99 percent / 1.1 M Bu4N(1+)*F(1-) / tetrahydrofuran / 22 h / Ambient temperature 7: Et3N, 4-(dimethylamino)pyridine (DMAP) / CH2Cl2 / 24 h / Ambient temperature 8: 91 percent / 4-(dimethylamino)pyridine (DMAP), triethylamine / CH2Cl2 / 72 h / Ambient temperature 9: 95 percent / 1.1 M Bu4N(1+)*F(1-) / tetrahydrofuran / 3 h / Ambient temperature 10: 97 percent / (COCl)2, DMSO / CH2Cl2 / 0.33 h / -78 °C 11: 97 percent / 10percent aq. HCl / tetrahydrofuran / 4 h / Ambient temperature 12: 77 percent / Ag2CO3/Celite / toluene / 1 h / 85 - 95 °C View Scheme |
<1S-<1α,3α,7β,8β(4S*,6R*),8aβ>>-8-<2-<6-<2-<<(1,1-dimethylethyl)diphenylsilyl>oxy>ethyl>-2,2-dimethyl-1,3-dioxan-4-yl>ethyl>-1,2,3,7,8,8a-hexahydro-3,7-dimethyl-1-naphthalenol
lovastatin
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: 97 percent / Et3N / DMAP / CH2Cl2 / 88 h / Ambient temperature 2: 95 percent / Bu4NF / tetrahydrofuran / 3 h / Ambient temperature 3: 1.) (COCl)2; 2.) Et3N / 1.) DMSO, CH2Cl2, -78 deg C, 20 min; 2.) -78 deg C, 10 min, -78 deg C -> r.t., 20 min 4: 97 percent / 1.3N HCl / tetrahydrofuran / 4 h / Ambient temperature 5: 77 percent / Ag2CO3/Celite, PhMe / toluene / 1 h / 90 °C View Scheme | |
Multi-step reaction with 5 steps 1: 91 percent / 4-(dimethylamino)pyridine (DMAP), triethylamine / CH2Cl2 / 72 h / Ambient temperature 2: 95 percent / 1.1 M Bu4N(1+)*F(1-) / tetrahydrofuran / 3 h / Ambient temperature 3: 97 percent / (COCl)2, DMSO / CH2Cl2 / 0.33 h / -78 °C 4: 97 percent / 10percent aq. HCl / tetrahydrofuran / 4 h / Ambient temperature 5: 77 percent / Ag2CO3/Celite / toluene / 1 h / 85 - 95 °C View Scheme |
<4S-<4α,5α(4S*,4S*),6β(1R*,3S*)>>-5-<2-<6-<2-<<(1,1-dimethylethyl)diphenylsilyl>oxy>ethyl>-2,2-dimethyl-1,3-dioxan-4-yl>ethyl>-6-(1-hydroxy-3-methyl-4-pentenyl)-4-methyl-2-cyclohexen-1-one
lovastatin
Conditions | Yield |
---|---|
Multi-step reaction with 9 steps 1: 85 percent / i-Pr2NH / DMAP / diethyl ether / 24 h / Ambient temperature 2: 1.) O3; 2.) Ph3P / 1.) CH2Cl2, -78 deg C; 2.) -78 deg C -> r.t., 3 h 3: 86 percent / C8K, TiCl3 / 1,2-dimethoxy-ethane / r.t., 5 h; reflux, 4 h 4: 1.) Bu4NF ; 2.) t-BuPh2SiCl, Et3N / 2.) DMAP / 1.) THF, r.t., 22 h; 2.) CH2Cl2, r.t., 24 h 5: 97 percent / Et3N / DMAP / CH2Cl2 / 88 h / Ambient temperature 6: 95 percent / Bu4NF / tetrahydrofuran / 3 h / Ambient temperature 7: 1.) (COCl)2; 2.) Et3N / 1.) DMSO, CH2Cl2, -78 deg C, 20 min; 2.) -78 deg C, 10 min, -78 deg C -> r.t., 20 min 8: 97 percent / 1.3N HCl / tetrahydrofuran / 4 h / Ambient temperature 9: 77 percent / Ag2CO3/Celite, PhMe / toluene / 1 h / 90 °C View Scheme | |
Multi-step reaction with 10 steps 1: 85 percent / diisopropylamine, 4-(dimethylamino)pyridine (DMAP) / diethyl ether / 24 h / Ambient temperature 2: 85 percent / 1.) O3, 2.) triphenylphosphine / CH2Cl2 / 1.) -78 deg C, 5 min, 2.) 3 h 3: 86 percent / C8K, TiCl3 / 1,2-dimethoxy-ethane / 1.) RT, 5 h, 2.) reflux, 4 h 4: 99 percent / 1.1 M Bu4N(1+)*F(1-) / tetrahydrofuran / 22 h / Ambient temperature 5: Et3N, 4-(dimethylamino)pyridine (DMAP) / CH2Cl2 / 24 h / Ambient temperature 6: 91 percent / 4-(dimethylamino)pyridine (DMAP), triethylamine / CH2Cl2 / 72 h / Ambient temperature 7: 95 percent / 1.1 M Bu4N(1+)*F(1-) / tetrahydrofuran / 3 h / Ambient temperature 8: 97 percent / (COCl)2, DMSO / CH2Cl2 / 0.33 h / -78 °C 9: 97 percent / 10percent aq. HCl / tetrahydrofuran / 4 h / Ambient temperature 10: 77 percent / Ag2CO3/Celite / toluene / 1 h / 85 - 95 °C View Scheme |
<1S-<1α,3α,7β,8β(4Σ*,6R*)8aβ>>-<<8-<2-<6-<2-<<(1,1-dimethylethyl)diphenylsilyl>oxy>ethyl>-2,2-dimethyl-1,3-dioxan-4-yl>ethyl>-1,2,3,7,8,8a-hexahydro-3,7-dimethyl-1-naphthalenyl>oxy>triethylsilane
lovastatin
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1: 1.) Bu4NF ; 2.) t-BuPh2SiCl, Et3N / 2.) DMAP / 1.) THF, r.t., 22 h; 2.) CH2Cl2, r.t., 24 h 2: 97 percent / Et3N / DMAP / CH2Cl2 / 88 h / Ambient temperature 3: 95 percent / Bu4NF / tetrahydrofuran / 3 h / Ambient temperature 4: 1.) (COCl)2; 2.) Et3N / 1.) DMSO, CH2Cl2, -78 deg C, 20 min; 2.) -78 deg C, 10 min, -78 deg C -> r.t., 20 min 5: 97 percent / 1.3N HCl / tetrahydrofuran / 4 h / Ambient temperature 6: 77 percent / Ag2CO3/Celite, PhMe / toluene / 1 h / 90 °C View Scheme | |
Multi-step reaction with 7 steps 1: 99 percent / 1.1 M Bu4N(1+)*F(1-) / tetrahydrofuran / 22 h / Ambient temperature 2: Et3N, 4-(dimethylamino)pyridine (DMAP) / CH2Cl2 / 24 h / Ambient temperature 3: 91 percent / 4-(dimethylamino)pyridine (DMAP), triethylamine / CH2Cl2 / 72 h / Ambient temperature 4: 95 percent / 1.1 M Bu4N(1+)*F(1-) / tetrahydrofuran / 3 h / Ambient temperature 5: 97 percent / (COCl)2, DMSO / CH2Cl2 / 0.33 h / -78 °C 6: 97 percent / 10percent aq. HCl / tetrahydrofuran / 4 h / Ambient temperature 7: 77 percent / Ag2CO3/Celite / toluene / 1 h / 85 - 95 °C View Scheme |
<1S-<1α(R*),3α,7β,8β(4S*,6R*),8aβ>>-8-<2-<6-<2-<<(1,1-dimethylethyl)diphenylsilyl>oxy>ethyl>-2,2-dimethyl-1,3-dioxan-4-yl>ethyl>-1,2,3,7,8,8a-hexahydro-3,7-dimethyl-1-naphthalenyl 2-methylbutanoate
lovastatin
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 95 percent / Bu4NF / tetrahydrofuran / 3 h / Ambient temperature 2: 1.) (COCl)2; 2.) Et3N / 1.) DMSO, CH2Cl2, -78 deg C, 20 min; 2.) -78 deg C, 10 min, -78 deg C -> r.t., 20 min 3: 97 percent / 1.3N HCl / tetrahydrofuran / 4 h / Ambient temperature 4: 77 percent / Ag2CO3/Celite, PhMe / toluene / 1 h / 90 °C View Scheme | |
Multi-step reaction with 4 steps 1: 95 percent / 1.1 M Bu4N(1+)*F(1-) / tetrahydrofuran / 3 h / Ambient temperature 2: 97 percent / (COCl)2, DMSO / CH2Cl2 / 0.33 h / -78 °C 3: 97 percent / 10percent aq. HCl / tetrahydrofuran / 4 h / Ambient temperature 4: 77 percent / Ag2CO3/Celite / toluene / 1 h / 85 - 95 °C View Scheme |
<4S-<4α,5α(4S*,6R*),6β(1R*,3S*)>>-5-<2-<6-<2-<<(1,1-dimethylethyl)diphenylsilyl>oxy>ethyl>-2,2-dimethyl-1,3-dioxan-4-yl>ethyl>-4-methyl-6-<3-methyl-1-<(triethylsilyl)oxy>-4-pentenyl>-2-cyclohexen-1-one
lovastatin
Conditions | Yield |
---|---|
Multi-step reaction with 8 steps 1: 1.) O3; 2.) Ph3P / 1.) CH2Cl2, -78 deg C; 2.) -78 deg C -> r.t., 3 h 2: 86 percent / C8K, TiCl3 / 1,2-dimethoxy-ethane / r.t., 5 h; reflux, 4 h 3: 1.) Bu4NF ; 2.) t-BuPh2SiCl, Et3N / 2.) DMAP / 1.) THF, r.t., 22 h; 2.) CH2Cl2, r.t., 24 h 4: 97 percent / Et3N / DMAP / CH2Cl2 / 88 h / Ambient temperature 5: 95 percent / Bu4NF / tetrahydrofuran / 3 h / Ambient temperature 6: 1.) (COCl)2; 2.) Et3N / 1.) DMSO, CH2Cl2, -78 deg C, 20 min; 2.) -78 deg C, 10 min, -78 deg C -> r.t., 20 min 7: 97 percent / 1.3N HCl / tetrahydrofuran / 4 h / Ambient temperature 8: 77 percent / Ag2CO3/Celite, PhMe / toluene / 1 h / 90 °C View Scheme | |
Multi-step reaction with 9 steps 1: 85 percent / 1.) O3, 2.) triphenylphosphine / CH2Cl2 / 1.) -78 deg C, 5 min, 2.) 3 h 2: 86 percent / C8K, TiCl3 / 1,2-dimethoxy-ethane / 1.) RT, 5 h, 2.) reflux, 4 h 3: 99 percent / 1.1 M Bu4N(1+)*F(1-) / tetrahydrofuran / 22 h / Ambient temperature 4: Et3N, 4-(dimethylamino)pyridine (DMAP) / CH2Cl2 / 24 h / Ambient temperature 5: 91 percent / 4-(dimethylamino)pyridine (DMAP), triethylamine / CH2Cl2 / 72 h / Ambient temperature 6: 95 percent / 1.1 M Bu4N(1+)*F(1-) / tetrahydrofuran / 3 h / Ambient temperature 7: 97 percent / (COCl)2, DMSO / CH2Cl2 / 0.33 h / -78 °C 8: 97 percent / 10percent aq. HCl / tetrahydrofuran / 4 h / Ambient temperature 9: 77 percent / Ag2CO3/Celite / toluene / 1 h / 85 - 95 °C View Scheme |
<1S-<1α(αS,γR*),5β,6β(4Σ*,6R*)>>-6-<2-<6-<2-<<(1,1-dimethylethyl)diphenylsilyl>oxy>ethyl>-2,2-dimethyl-1,3-dioxan-4-yl>ethyl>-α,5-dimethyl-2-oxo-γ-<(triethylsilyl)oxy>-3-cyclohexene-1-butanal
lovastatin
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1: 86 percent / C8K, TiCl3 / 1,2-dimethoxy-ethane / r.t., 5 h; reflux, 4 h 2: 1.) Bu4NF ; 2.) t-BuPh2SiCl, Et3N / 2.) DMAP / 1.) THF, r.t., 22 h; 2.) CH2Cl2, r.t., 24 h 3: 97 percent / Et3N / DMAP / CH2Cl2 / 88 h / Ambient temperature 4: 95 percent / Bu4NF / tetrahydrofuran / 3 h / Ambient temperature 5: 1.) (COCl)2; 2.) Et3N / 1.) DMSO, CH2Cl2, -78 deg C, 20 min; 2.) -78 deg C, 10 min, -78 deg C -> r.t., 20 min 6: 97 percent / 1.3N HCl / tetrahydrofuran / 4 h / Ambient temperature 7: 77 percent / Ag2CO3/Celite, PhMe / toluene / 1 h / 90 °C View Scheme | |
Multi-step reaction with 8 steps 1: 86 percent / C8K, TiCl3 / 1,2-dimethoxy-ethane / 1.) RT, 5 h, 2.) reflux, 4 h 2: 99 percent / 1.1 M Bu4N(1+)*F(1-) / tetrahydrofuran / 22 h / Ambient temperature 3: Et3N, 4-(dimethylamino)pyridine (DMAP) / CH2Cl2 / 24 h / Ambient temperature 4: 91 percent / 4-(dimethylamino)pyridine (DMAP), triethylamine / CH2Cl2 / 72 h / Ambient temperature 5: 95 percent / 1.1 M Bu4N(1+)*F(1-) / tetrahydrofuran / 3 h / Ambient temperature 6: 97 percent / (COCl)2, DMSO / CH2Cl2 / 0.33 h / -78 °C 7: 97 percent / 10percent aq. HCl / tetrahydrofuran / 4 h / Ambient temperature 8: 77 percent / Ag2CO3/Celite / toluene / 1 h / 85 - 95 °C View Scheme |
<4R-<4α(4R*,5R*),6α>>-5-<2-<6-<2-<<(1,1-dimethylethyl)diphenylsilyl>oxy>ethyl>-2,2-dimethyl-1,3-dioxan-4-yl>ethyl>-4-methyl-2-cyclohexen-1-one
lovastatin
Conditions | Yield |
---|---|
Multi-step reaction with 10 steps 1: 1.) LDA / 1.)Et2O, -78 deg C, 45 min; 2.) -78 deg C, 10 min 2: 85 percent / i-Pr2NH / DMAP / diethyl ether / 24 h / Ambient temperature 3: 1.) O3; 2.) Ph3P / 1.) CH2Cl2, -78 deg C; 2.) -78 deg C -> r.t., 3 h 4: 86 percent / C8K, TiCl3 / 1,2-dimethoxy-ethane / r.t., 5 h; reflux, 4 h 5: 1.) Bu4NF ; 2.) t-BuPh2SiCl, Et3N / 2.) DMAP / 1.) THF, r.t., 22 h; 2.) CH2Cl2, r.t., 24 h 6: 97 percent / Et3N / DMAP / CH2Cl2 / 88 h / Ambient temperature 7: 95 percent / Bu4NF / tetrahydrofuran / 3 h / Ambient temperature 8: 1.) (COCl)2; 2.) Et3N / 1.) DMSO, CH2Cl2, -78 deg C, 20 min; 2.) -78 deg C, 10 min, -78 deg C -> r.t., 20 min 9: 97 percent / 1.3N HCl / tetrahydrofuran / 4 h / Ambient temperature 10: 77 percent / Ag2CO3/Celite, PhMe / toluene / 1 h / 90 °C View Scheme | |
Multi-step reaction with 11 steps 1: 1.) lithium diisopropylamide (LDA) / 1.) ether, -78 deg C, 45 min, 2.) -78 deg C, 10 min 2: 85 percent / diisopropylamine, 4-(dimethylamino)pyridine (DMAP) / diethyl ether / 24 h / Ambient temperature 3: 85 percent / 1.) O3, 2.) triphenylphosphine / CH2Cl2 / 1.) -78 deg C, 5 min, 2.) 3 h 4: 86 percent / C8K, TiCl3 / 1,2-dimethoxy-ethane / 1.) RT, 5 h, 2.) reflux, 4 h 5: 99 percent / 1.1 M Bu4N(1+)*F(1-) / tetrahydrofuran / 22 h / Ambient temperature 6: Et3N, 4-(dimethylamino)pyridine (DMAP) / CH2Cl2 / 24 h / Ambient temperature 7: 91 percent / 4-(dimethylamino)pyridine (DMAP), triethylamine / CH2Cl2 / 72 h / Ambient temperature 8: 95 percent / 1.1 M Bu4N(1+)*F(1-) / tetrahydrofuran / 3 h / Ambient temperature 9: 97 percent / (COCl)2, DMSO / CH2Cl2 / 0.33 h / -78 °C 10: 97 percent / 10percent aq. HCl / tetrahydrofuran / 4 h / Ambient temperature 11: 77 percent / Ag2CO3/Celite / toluene / 1 h / 85 - 95 °C View Scheme |
(S)-2-methylbutyric anhydride
lovastatin
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: 97 percent / Et3N / DMAP / CH2Cl2 / 88 h / Ambient temperature 2: 95 percent / Bu4NF / tetrahydrofuran / 3 h / Ambient temperature 3: 1.) (COCl)2; 2.) Et3N / 1.) DMSO, CH2Cl2, -78 deg C, 20 min; 2.) -78 deg C, 10 min, -78 deg C -> r.t., 20 min 4: 97 percent / 1.3N HCl / tetrahydrofuran / 4 h / Ambient temperature 5: 77 percent / Ag2CO3/Celite, PhMe / toluene / 1 h / 90 °C View Scheme |
(S)-2-methylbutanoyl chloride
lovastatin
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 4-(dimethylamino)pyridine (DMAP), pyridine / 1.) 0 deg C, 1 h, 2.) RT, 18 h 2: acetic acid, Bu4NF*3H2O / tetrahydrofuran / 18 h / Ambient temperature View Scheme |
(4R,6R)-6-[2-((1S,2S,6R,8S,8aR)-8-hydroxy-2,6-dimethyl-1,2,6,7,8,8a-hexahydronaphthyl)ethyl]-4-[(tert-butyldimethylsilyl)oxy]-3,4,5,6-tetrahydro-2H-pyran-2-one
lovastatin
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 4-(dimethylamino)pyridine (DMAP), pyridine / 1.) 0 deg C, 1 h, 2.) RT, 18 h 2: acetic acid, Bu4NF*3H2O / tetrahydrofuran / 18 h / Ambient temperature View Scheme |
(1S,3R,7S,8S,8aR)-8-{2-[(4R,6S)-6-(2-Hydroxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-ethyl}-3,7-dimethyl-1,2,3,7,8,8a-hexahydro-naphthalen-1-ol
lovastatin
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1: Et3N, 4-(dimethylamino)pyridine (DMAP) / CH2Cl2 / 24 h / Ambient temperature 2: 91 percent / 4-(dimethylamino)pyridine (DMAP), triethylamine / CH2Cl2 / 72 h / Ambient temperature 3: 95 percent / 1.1 M Bu4N(1+)*F(1-) / tetrahydrofuran / 3 h / Ambient temperature 4: 97 percent / (COCl)2, DMSO / CH2Cl2 / 0.33 h / -78 °C 5: 97 percent / 10percent aq. HCl / tetrahydrofuran / 4 h / Ambient temperature 6: 77 percent / Ag2CO3/Celite / toluene / 1 h / 85 - 95 °C View Scheme |
lovastatin
α,β-dehydrolovastatin
Conditions | Yield |
---|---|
With methanesulfonyl chloride; triethylamine In dichloromethane at 20℃; for 1h; | 100% |
With dmap; methanesulfonyl chloride In acetonitrile at 20℃; | 90% |
With Burgess Reagent In benzene at 60℃; for 1.5h; | 61% |
With methanesulfonyl chloride; triethylamine In dichloromethane at 20℃; for 1h; | 460 mg |
lovastatin
N-butylamine
N-butyl-7-<1,2,6,7,8,8a(R)-hexahydro-2(S),6(R)-dimethyl-8(S)-<<2(S)-methylbutanoyl>oxy>-1(S)-naphthyl>-3(R),5(R)-dihydroxyheptanoic acid amide
Conditions | Yield |
---|---|
at 80℃; for 1h; | 100% |
Heating / reflux; | |
Reflux; | |
at 70℃; for 3h; Inert atmosphere; |
lovastatin
Cyclopropylamine
Conditions | Yield |
---|---|
at 40 - 42℃; for 8h; Inert atmosphere; | 100% |
lovastatin
monacolin J hydroxy acid
Conditions | Yield |
---|---|
With potassium hydroxide In methanol at 20℃; Reflux; | 98% |
Stage #1: lovastatin; potassium hydroxide In ethanol; water at 20℃; for 12.5 - 17h; Heating / reflux; Stage #2: With hydrogenchloride; water In diethyl ether at 5 - 10℃; for 1h; pH=5; | 93% |
Stage #1: lovastatin With potassium hydroxide In water; isopropyl alcohol at 80℃; for 7h; Stage #2: With hydrogenchloride In water at 12 - 17℃; for 2h; pH=3 - 4; Cooling with ice; | 90% |
lovastatin
triethylamine
Conditions | Yield |
---|---|
Stage #1: lovastatin With sodium hydroxide In methanol; water at 20℃; for 2h; Stage #2: triethylamine In ethyl acetate at 20℃; for 4h; | 98% |
lovastatin
Conditions | Yield |
---|---|
With hydroxylamine In tetrahydrofuran; water for 72h; | 98% |
With hydroxylamine In tetrahydrofuran; water at 20℃; for 1h; | 92% |
lovastatin
Conditions | Yield |
---|---|
With potassium tert-butylate In tetrahydrofuran; water at -30 - 20℃; for 5h; | 94% |
pivaloyl chloride
lovastatin
(2R,4R)-2-[2-((1S,2S,6R,8S,8aR)-1,2,3,7,8,8a-hexahydro-2,6-dimethyl-8-{[(S)-2-methylbutanoyl]oxy}naphthalen-1-yl)ethyl]-3,4,5,6-tetrahydro-6-oxo-2H-pyran-4-yl 2,2-dimethylpropanoate
Conditions | Yield |
---|---|
With pyridine In toluene at 20℃; | 92% |
With pyridine In toluene at 20℃; for 24h; Inert atmosphere; | 77% |
benzoyl chloride
lovastatin
(2R,4R)-2-[2-((1S,2S,6R,8S,8aR)-1,2,3,7,8,8a-hexahydro-2,6-dimethyl-8-{[(S)-2-methylbutanoyl]oxy}naphthalen-1-yl)ethyl]-3,4,5,6-tetrahydro-6-oxo-2H-pyran-4-yl benzoate
Conditions | Yield |
---|---|
With pyridine In toluene at 20℃; for 18h; | 91% |
With pyridine In toluene at 20℃; for 24h; Inert atmosphere; | 85% |
lovastatin
6(R)-<2-<1,2,3,5,6,7,8,8a(R)-Octahydro-2(S),6(R)-dimethyl-8(R)-<<2(S)-methylbutyryl>oxy>-1(S)-naphthyl>ethyl>-3,4,5,6-tetrahydro-4(R)-hydroxy-2H-pyran-2-one
Conditions | Yield |
---|---|
With (η4-1,5-cyclooctadiene)(pyridine)(tricyclohexylphosphine)iridium(I) hexafluorophosphate; hydrogen In dichloromethane at 20℃; under 760 Torr; for 1.5h; | 90% |
Multi-step reaction with 2 steps 1: 1.48 g / imidazole / dimethylformamide / 5 h / 35 °C 2: 50 mg / triethylsilane, trifluoroacetic acid / CH2Cl2 / 24 h / Ambient temperature View Scheme |
lovastatin
7-[1,2,6,7,8,8a(R)-hexahydro-2(S),6(R)-dimethyl-8(S)-hydroxy-1(S)-naphthyl]-3(R),5(R)-dihydroxyheptanoic acid
Conditions | Yield |
---|---|
Stage #1: lovastatin With potassium hydroxide; ethanol; water In isopropyl alcohol at 20℃; for 6.5h; Heating / reflux; Stage #2: With hydrogenchloride In water; isopropyl alcohol for 1h; pH=<= 3; | 90% |
lovastatin
A
(4R,6R)-4-hydroxy-6-(2-((1S,2S,6R,8S,8aR)-8-hydroxy-2,6-dimethyl-1,2,6,7,8,8a-hexahydronaphthalen-1-yl)ethyl)tetrahydro-2H-pyran-2-one
B
monacolin J hydroxy acid
Conditions | Yield |
---|---|
Stage #1: lovastatin With ammonia; water; enzyme SEQ ID NO:4 (encoded by SEQ ID NO:3) at 40℃; for 18.75 - 27h; pH=9.5; Enzymatic reaction; Stage #2: In water pH=2.5; Product distribution / selectivity; Acidic aqueous solution; | A n/a B 89.4% |
Stage #1: lovastatin With methanol; sodium hydroxide; water at 20℃; Stage #2: With hydrogenchloride In methanol; water pH=7 - 8; Stage #3: With hydrogenchloride; methanol; methanesulfonic acid; ammonia; water; lovastatin esterase SEQ ID NO:4 (encoded by SEQ ID NO:3) Product distribution / selectivity; more than 3 stages; | |
With water; potassium hydroxide In methanol for 21h; Reflux; |
lovastatin
(4R,6R)-4-hydroxy-6-(2-((1S,2S,6R,8S,8aR)-8-hydroxy-2,6-dimethyl-1,2,6,7,8,8a-hexahydronaphthalen-1-yl)ethyl)tetrahydro-2H-pyran-2-one
Conditions | Yield |
---|---|
Stage #1: lovastatin With water; lithium hydroxide at 100℃; Stage #2: With hydrogenchloride In water pH=< 2; Stage #3: With calcium hydride In toluene at 110℃; for 1h; | 89% |
With lithium hydroxide In tetrahydrofuran; methanol at 66℃; for 2h; Inert atmosphere; | 73% |
With lithium hydroxide for 24h; Heating; |
Conditions | Yield |
---|---|
With water at 50 - 55℃; for 3.5h; | 88% |
lovastatin
(1S,3R,7S,8S,8aR)-3,7-dimethyl-8-((3R,5S)-3,5,7-trihydroxyheptyl)-1,2,3,7,8,8ahexahydronaphthalen-1-yl 2-methylbutanoate
Conditions | Yield |
---|---|
With samarium diiodide; water; triethylamine In tetrahydrofuran at 20℃; for 1h; Inert atmosphere; | 87% |
lovastatin
2-naphthaloyl chloride
Conditions | Yield |
---|---|
With pyridine In toluene at 20℃; for 24h; Inert atmosphere; | 86% |
lovastatin
<1S-<1α(3R*,5S*),2α,6β,8β,8aα>>-7-(1,2,6,7,8,8a-Hexahydro-8-hydroxy-2,6-dimethyl-1-naphthalenyl)-1,3,5-heptanetriol
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride | 84% |
With lithium aluminium tetrahydride In tetrahydrofuran for 5h; | 84% |
With lithium aluminium tetrahydride In diethyl ether for 3h; | 80% |
acetic anhydride
lovastatin
(S)-2-methyl-butyric acid (3R,7S,8S,8aR)-8-{2-[(2R,4R)-4-acetoxy-6-oxo-tetrahydro-pyran-2yl]-ethyl}-3,7-dimetyl-1,2,3,7,8,8a-hexahydro-naphthalen-1-yl ester
Conditions | Yield |
---|---|
With pyridine at 20℃; for 2.5h; Inert atmosphere; | 84% |
lovastatin
(1S,3R,7S,8S,8aR)-8-((3R,5R)-7-amino-3,5-dihydroxy-7-oxoheptyl)-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl (S)-2-methylbutanoate
Conditions | Yield |
---|---|
With ammonia In methanol at 20℃; for 24h; | 79% |
lovastatin
Conditions | Yield |
---|---|
With samarium diiodide; water-d2 In tetrahydrofuran at 23℃; for 2h; Inert atmosphere; chemoselective reaction; | 74% |
Conditions | Yield |
---|---|
With pyridine at 50℃; for 48h; | 72% |
Conditions | Yield |
---|---|
With pyridine In toluene at 0 - 20℃; for 18h; | 70% |
4-(trifluoromethoxy)benzoyl chloride
lovastatin
Conditions | Yield |
---|---|
With pyridine In toluene at 20℃; for 24h; Inert atmosphere; | 64% |
4-chloro-benzoyl chloride
lovastatin
Conditions | Yield |
---|---|
With pyridine In toluene at 20℃; for 24h; Inert atmosphere; | 64% |
4-(methylsulfinyl)benzoic acid
lovastatin
Conditions | Yield |
---|---|
Stage #1: 4-(methylsulfinyl)benzoic acid; lovastatin With dicyclohexyl-carbodiimide In dichloromethane for 0.166667h; Inert atmosphere; Cooling with ice; Stage #2: With dmap In dichloromethane at 20℃; for 16h; Inert atmosphere; Cooling with ice; | 63% |
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