DayangChem exported this product to many countries and regions at best price. If you are looking for the material's manufacturer or supplier in China, DayangChem is your best choice. Pls contact with us freely for getting detailed product spe
Cas:73573-88-3
Min.Order:1 Kilogram
FOB Price: $3.0
Type:Lab/Research institutions
inquiryWelcome to Simagchem, your partner in China as a premier supply of bulk specialty chemicals for industry and life science. We introduce experienced quality product and exceptional JIT service with instant market intelligence in China to benefit our
Cas:73573-88-3
Min.Order:1 Metric Ton
Negotiable
Type:Manufacturers
inquiryItems Standard Result Assay (Ursolic acid) 98%min 98.22% ----------------------------------------------------------------
Cas:73573-88-3
Min.Order:1 Gram
FOB Price: $100.0 / 500.0
Type:Trading Company
inquiryhigh quality Appearance:White or off-white Solid Storage:Sealed, dry, microtherm , avoid light and smell. Package:According to the demand of customer Application:Organic synthesis Transportation:by air or by sea Port:shanghai
The 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:73573-88-3
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:73573-88-3
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
With 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
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:73573-88-3
Min.Order:1 Kilogram
FOB Price: $139.0 / 210.0
Type:Trading Company
inquiryAdvantages: Hubei XinRunde Chemical Co., Ltd is a renowned pharmaceutical manufacturer. We can offer high quality products at competitive price in quick delivery with 100% custom pass guaranteed. Never stop striving to offer our best s
Cas:73573-88-3
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:73573-88-3
Min.Order:1 Kilogram
Negotiable
Type:Lab/Research institutions
inquiryAbout Product Details Items Specifications Test Results Appearance White to white crystalline powde
Cas:73573-88-3
Min.Order:1 Gram
FOB Price: $1.0 / 2.0
Type:Lab/Research institutions
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 present
Cas:73573-88-3
Min.Order:1 Kilogram
FOB Price: $40.0 / 50.0
Type:Trading Company
inquiryMevastatin CAS:73573-88-3 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:73573-88-3
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
Henan 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
Our 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
Our 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
Hangzhou 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
J&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
Zibo 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:73573-88-3
Min.Order:10 Gram
FOB Price: $100.0
Type:Lab/Research institutions
inquirycompactinAppearance:white powder Storage:sealed, keep in the ventilated, dry Package:according to customers' requirements Application:health care Transportation:By air(EMS or EUB or FedEx or TNT ect...) or by sea(FOB or CIF or CNF ect...)or according
We 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:73573-88-3
Min.Order:100 Gram
FOB Price: $100.0 / 2000.0
Type:Lab/Research institutions
inquiryEstablished in May 2015, TaiChem Ltd. is initially invested by a British research and development company and started by PhDs back from aboard. The company is registered in China Medical City (CMC), Taizhou, Jiangsu Province, and the production site
Product name: Compactin(CAS:73573-88-3) CAS No.:73573-88-3 Molecule Formula:C23H34O5 Molecule Weight:390.52 Purity: 99.0% Package: 25kg/drum Description:White powder Manufacture Standards:Enterprise Standard TESTIN
Cas:73573-88-3
Min.Order:1 Kilogram
Negotiable
Type:Trading Company
inquiryMevastatin properties Mp 151-153 ° C Specific rotation D22 + 283 ° (c = 0.48 in acetone) Storage conditions 2-8 ° C Solubility DMSO: 20 mg / mL Form powder Color white
Product Details Grade: pharmaceutical grade Purity:99%+ ProductionCapacity: 1000 Kilogram/Month Scope of use: For scientific research only(The product must be used legally) Our Advantage 1. Best quality with competitive price. 2. Quick shipping,
Cas:73573-88-3
Min.Order:1 Kilogram
Negotiable
Type:Lab/Research institutions
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
Cas:73573-88-3
Min.Order:1 Kilogram
FOB Price: $50.0 / 100.0
Type:Trading Company
inquiryGMP standard, high purity, competitive price, in stock 1. Quick Response: within 6 hours after receiving your email. 2. Quality Guarantee: All products are strictly tested by our QC, confirmed by QA, and approved by a third-party lab in China, USA,
factory?direct?saleAppearance:White Powder Storage:Store In Dry, Cool And Ventilated Place Package:25kg/drum, also according to the clients requirement Application:It is widely used as a thickener, emulsifier and stabilizer Transportation:By Sea Or B
(1S,2S,8S,8aR,3'R,5'R,2''S)-methyl 1,2,6,7,8,8a-hexahydro-3',5'-dihydroxy-2-methyl-8-<(2-methyl-1-oxobutyl)oxy>-1-naphthaleneheptanoate
mevastatin
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In benzene for 1.08333h; Ambient temperature; | 70% |
With toluene-4-sulfonic acid In benzene | 70% |
(S)-2-Methyl-butyric acid (1S,7S,8S,8aR)-8-[2-((2R,4R)-4,6-dihydroxy-tetrahydro-pyran-2-yl)-ethyl]-7-methyl-1,2,3,7,8,8a-hexahydro-naphthalen-1-yl ester
mevastatin
Conditions | Yield |
---|---|
With Celite; silver carbonate In toluene at 95℃; for 2h; | 61% |
(1S,7S,8S,8aR)-1,2,3,7,8,8a-hexahydro-7-methyl-8-<2-((2R,4R)-tetrahydro-4-methoxy-6-oxo-2H-pyran-2-yl)-ethyl>-1-naphthyl (2S)-2-methylbutyrate
mevastatin
Conditions | Yield |
---|---|
With boron tribromide In dichloromethane at -23℃; for 5h; | 31% |
With boron tribromide In dichloromethane at -23℃; for 6h; | 31% |
(S)-2-Methyl-butyric acid (1S,7S,8S,8aR)-8-{2-[(2R,4R)-4-(tert-butyl-diphenyl-silanyloxy)-6-oxo-tetrahydro-pyran-2-yl]-ethyl}-7-methyl-1,2,3,7,8,8a-hexahydro-naphthalen-1-yl ester
mevastatin
Conditions | Yield |
---|---|
With hydrogen fluoride In water; acetonitrile at 45℃; for 8h; | 30% |
(S)-2-Methyl-butyric acid (1S,7S,8S,8aR)-8-{2-[(2R,4R)-4-(tert-butyl-dimethyl-silanyloxy)-6-oxo-tetrahydro-pyran-2-yl]-ethyl}-7-methyl-1,2,3,7,8,8a-hexahydro-naphthalen-1-yl ester
mevastatin
Conditions | Yield |
---|---|
With hydrogen fluoride In acetonitrile at 25℃; for 0.5h; Yield given; |
(S)-2-Methyl-butyric acid (1S,7S,8S,8aR)-8-[2-((2R,4R,6S)-4,6-dihydroxy-tetrahydro-pyran-2-yl)-ethyl]-7-methyl-1,2,3,7,8,8a-hexahydro-naphthalen-1-yl ester
mevastatin
Conditions | Yield |
---|---|
With Celite; silver carbonate In toluene at 95℃; for 2h; Yield given; |
3,5-Dihydroxy-7-[(1S,2S,8S,8aR)-2-methyl-8-((S)-2-methyl-butyryloxy)-1,2,6,7,8,8a-hexahydro-naphthalen-1-yl]-heptanoic acid methyl ester
mevastatin
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In benzene at 25℃; for 0.5h; |
(R)-3,5-Dihydroxy-7-[(1S,2S,8S,8aR)-2-methyl-8-((S)-2-methyl-butyryloxy)-1,2,6,7,8,8a-hexahydro-naphthalen-1-yl]-heptanoic acid methyl ester
A
mevastatin
B
3,5-bis-epi-compactin
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In benzene at 25℃; for 0.25h; | A 32 mg B 22 mg |
methyl 3,5-dihydroxy-7-<(1'S,2'S,8'S,8a'S)-2'methyl-8'-<(S)-2-methylbutanoyloxy>-1',2',3',7',8',8a'-hexahydro-1'-naphthyl>heptanoate
A
mevastatin
B
3,5-bis-epi-compactin
Conditions | Yield |
---|---|
With pyridine hydrogenfluoride In acetonitrile at 0℃; for 6h; | A 15.6 mg B 15.4 mg |
(4S,6R)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-6-[2-((1S,2S,8aR)-2-methyl-8-triethylsilanyloxy-1,2,6,7,8,8a-hexahydro-naphthalen-1-yl)-ethyl]-[1,3]dioxane
mevastatin
Conditions | Yield |
---|---|
Multi-step reaction with 8 steps 1: 1.) HF; 2.) 2-methoxypropene / 2.) pyridinium p-toluenesulfonate / 1.) H2O, MeCN, r.t., 1.75 h; 2.) CH2Cl2, 0 deg C, 40 min 2: 1.) (COCl)2; 2.Et3N / 1.) DMSO, CH2Cl2, -78 deg C, 15 min; 2.) -78 deg C, 5 min 3: 80 percent / L-Selectride / tetrahydrofuran / -78 deg C, 1 h; -43 deg C, 12 h 4: 99 percent / Et3N / DMAP / CH2Cl2 / 68 h / Ambient temperature 5: 92 percent / Bu4NF / tetrahydrofuran / 1.75 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., 30 min 7: 88 percent / 1.3N HCl / tetrahydrofuran / 2 h / Ambient temperature 8: 61 percent / Ag2CO3/Celite / toluene / 2 h / 95 °C View Scheme | |
Multi-step reaction with 8 steps 1: 1.) 48percent aq. HF, 2.) 2-methoxypropene, pyridinium p-toluenesulfonate / 1.) MeCN, RT, 1.75 h, 2.) CH2Cl2, 0 deg C, 40 min 2: 93 percent / (COCl)2, DMSO / CH2Cl2 / 0.25 h / -78 °C 3: 80 percent / L-Selectride / tetrahydrofuran / 1.) -78 deg C, 1 h, 2.) -43 deg C, 12 h 4: 99 percent / Et3N, 4-(dimethylamino)pyridine (DMAP) / CH2Cl2 / 68 h / Ambient temperature 5: 92 percent / Bu4N(1+)*F(1-) / tetrahydrofuran / 1.75 h / Ambient temperature 6: 91 percent / (COCl)2, DMSO / CH2Cl2 / 0.33 h / -78 °C 7: 88 percent / 10percent aq. HCl / tetrahydrofuran / 2 h / Ambient temperature 8: 61 percent / Ag2CO3/Celite / toluene / 2 h / 95 °C View Scheme |
4-[(1S,5S,6S)-6-(2-{(4R,6S)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-ethyl)-5-methyl-2-oxo-cyclohex-3-enyl]-4-triethylsilanyloxy-butyraldehyde
mevastatin
Conditions | Yield |
---|---|
Multi-step reaction with 9 steps 1: 85 percent / C8K, TiCl3 / 1,2-dimethoxy-ethane / r.t., 5 h; reflux, 3 h 2: 1.) HF; 2.) 2-methoxypropene / 2.) pyridinium p-toluenesulfonate / 1.) H2O, MeCN, r.t., 1.75 h; 2.) CH2Cl2, 0 deg C, 40 min 3: 1.) (COCl)2; 2.Et3N / 1.) DMSO, CH2Cl2, -78 deg C, 15 min; 2.) -78 deg C, 5 min 4: 80 percent / L-Selectride / tetrahydrofuran / -78 deg C, 1 h; -43 deg C, 12 h 5: 99 percent / Et3N / DMAP / CH2Cl2 / 68 h / Ambient temperature 6: 92 percent / Bu4NF / tetrahydrofuran / 1.75 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., 30 min 8: 88 percent / 1.3N HCl / tetrahydrofuran / 2 h / Ambient temperature 9: 61 percent / Ag2CO3/Celite / toluene / 2 h / 95 °C View Scheme | |
Multi-step reaction with 9 steps 1: 85 percent / C8K, TiCl3 / 1,2-dimethoxy-ethane / 1.) RT, 5 h, 2.) reflux, 3 h 2: 1.) 48percent aq. HF, 2.) 2-methoxypropene, pyridinium p-toluenesulfonate / 1.) MeCN, RT, 1.75 h, 2.) CH2Cl2, 0 deg C, 40 min 3: 93 percent / (COCl)2, DMSO / CH2Cl2 / 0.25 h / -78 °C 4: 80 percent / L-Selectride / tetrahydrofuran / 1.) -78 deg C, 1 h, 2.) -43 deg C, 12 h 5: 99 percent / Et3N, 4-(dimethylamino)pyridine (DMAP) / CH2Cl2 / 68 h / Ambient temperature 6: 92 percent / Bu4N(1+)*F(1-) / tetrahydrofuran / 1.75 h / Ambient temperature 7: 91 percent / (COCl)2, DMSO / CH2Cl2 / 0.33 h / -78 °C 8: 88 percent / 10percent aq. HCl / tetrahydrofuran / 2 h / Ambient temperature 9: 61 percent / Ag2CO3/Celite / toluene / 2 h / 95 °C View Scheme |
(S)-2-Methyl-butyric acid (1S,7S,8S,8aR)-8-{2-[(4R,6S)-6-(2-hydroxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-ethyl}-7-methyl-1,2,3,7,8,8a-hexahydro-naphthalen-1-yl ester
mevastatin
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., 30 min 2: 88 percent / 1.3N HCl / tetrahydrofuran / 2 h / Ambient temperature 3: 61 percent / Ag2CO3/Celite / toluene / 2 h / 95 °C View Scheme | |
Multi-step reaction with 3 steps 1: 91 percent / (COCl)2, DMSO / CH2Cl2 / 0.33 h / -78 °C 2: 88 percent / 10percent aq. HCl / tetrahydrofuran / 2 h / Ambient temperature 3: 61 percent / Ag2CO3/Celite / toluene / 2 h / 95 °C View Scheme |
(S)-2-Methyl-butyric acid (1S,7S,8S,8aR)-8-{2-[(4R,6R)-2,2-dimethyl-6-(2-oxo-ethyl)-[1,3]dioxan-4-yl]-ethyl}-7-methyl-1,2,3,7,8,8a-hexahydro-naphthalen-1-yl ester
mevastatin
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 88 percent / 1.3N HCl / tetrahydrofuran / 2 h / Ambient temperature 2: 61 percent / Ag2CO3/Celite / toluene / 2 h / 95 °C View Scheme | |
Multi-step reaction with 2 steps 1: 88 percent / 10percent aq. HCl / tetrahydrofuran / 2 h / Ambient temperature 2: 61 percent / Ag2CO3/Celite / toluene / 2 h / 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
mevastatin
Conditions | Yield |
---|---|
Multi-step reaction with 13 steps 1: 50 percent / (Ph3P)3RhCl / toluene; acetonitrile / 2.5 h / Heating 2: 1.) LDA / 1.) Et2O, -78 deg C, 1 h; 2.) -78 deg C, 10 min 3: 96 percent / i-Pr2NH / DMAP / diethyl ether / 36 h / Ambient temperature 4: 1.) O3; 2.) Ph3P / 1.) CH2Cl2, -78 deg C; 2.) -78 deg C, 20 min, r.t., 8 h 5: 85 percent / C8K, TiCl3 / 1,2-dimethoxy-ethane / r.t., 5 h; reflux, 3 h 6: 1.) HF; 2.) 2-methoxypropene / 2.) pyridinium p-toluenesulfonate / 1.) H2O, MeCN, r.t., 1.75 h; 2.) CH2Cl2, 0 deg C, 40 min 7: 1.) (COCl)2; 2.Et3N / 1.) DMSO, CH2Cl2, -78 deg C, 15 min; 2.) -78 deg C, 5 min 8: 80 percent / L-Selectride / tetrahydrofuran / -78 deg C, 1 h; -43 deg C, 12 h 9: 99 percent / Et3N / DMAP / CH2Cl2 / 68 h / Ambient temperature 10: 92 percent / Bu4NF / tetrahydrofuran / 1.75 h / Ambient temperature 11: 1.) (COCl)2; 2.) Et3N / 1.) DMSO,CH2Cl2, -78 deg C, 20 min; 2.) -78 deg C, 10 min, -78 deg C -> r.t., 30 min 12: 88 percent / 1.3N HCl / tetrahydrofuran / 2 h / Ambient temperature 13: 61 percent / Ag2CO3/Celite / toluene / 2 h / 95 °C View Scheme | |
Multi-step reaction with 13 steps 1: 50 percent / (Ph3P)3RhCl / toluene; benzonitrile / 2.5 h / Heating 2: 1.) lithium diisopropylamide (LDA) / 1.) Et2O, -78 deg C, 1 h, 2.) -78 deg C, 10 min 3: 96 percent / i-Pr2NH, 4-(dimethylamino)pyridine (DMAP) / diethyl ether / 36 h / Ambient temperature 4: 1.) O3, 2.) Ph3P / 1.) CH2Cl2, -78 deg C, 20 min, 2.) RT, 8 h 5: 85 percent / C8K, TiCl3 / 1,2-dimethoxy-ethane / 1.) RT, 5 h, 2.) reflux, 3 h 6: 1.) 48percent aq. HF, 2.) 2-methoxypropene, pyridinium p-toluenesulfonate / 1.) MeCN, RT, 1.75 h, 2.) CH2Cl2, 0 deg C, 40 min 7: 93 percent / (COCl)2, DMSO / CH2Cl2 / 0.25 h / -78 °C 8: 80 percent / L-Selectride / tetrahydrofuran / 1.) -78 deg C, 1 h, 2.) -43 deg C, 12 h 9: 99 percent / Et3N, 4-(dimethylamino)pyridine (DMAP) / CH2Cl2 / 68 h / Ambient temperature 10: 92 percent / Bu4N(1+)*F(1-) / tetrahydrofuran / 1.75 h / Ambient temperature 11: 91 percent / (COCl)2, DMSO / CH2Cl2 / 0.33 h / -78 °C 12: 88 percent / 10percent aq. HCl / tetrahydrofuran / 2 h / Ambient temperature 13: 61 percent / Ag2CO3/Celite / toluene / 2 h / 95 °C View Scheme |
(7S,8S,8aR)-8-(2-{(4R,6S)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-ethyl)-7-methyl-3,7,8,8a-tetrahydro-2H-naphthalen-1-one
mevastatin
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1: 80 percent / L-Selectride / tetrahydrofuran / -78 deg C, 1 h; -43 deg C, 12 h 2: 99 percent / Et3N / DMAP / CH2Cl2 / 68 h / Ambient temperature 3: 92 percent / Bu4NF / tetrahydrofuran / 1.75 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., 30 min 5: 88 percent / 1.3N HCl / tetrahydrofuran / 2 h / Ambient temperature 6: 61 percent / Ag2CO3/Celite / toluene / 2 h / 95 °C View Scheme | |
Multi-step reaction with 6 steps 1: 80 percent / L-Selectride / tetrahydrofuran / 1.) -78 deg C, 1 h, 2.) -43 deg C, 12 h 2: 99 percent / Et3N, 4-(dimethylamino)pyridine (DMAP) / CH2Cl2 / 68 h / Ambient temperature 3: 92 percent / Bu4N(1+)*F(1-) / tetrahydrofuran / 1.75 h / Ambient temperature 4: 91 percent / (COCl)2, DMSO / CH2Cl2 / 0.33 h / -78 °C 5: 88 percent / 10percent aq. HCl / tetrahydrofuran / 2 h / Ambient temperature 6: 61 percent / Ag2CO3/Celite / toluene / 2 h / 95 °C View Scheme |
(4S,5S,6S)-5-(2-{(4R,6S)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-ethyl)-6-(1-hydroxy-pent-4-enyl)-4-methyl-cyclohex-2-enone
mevastatin
Conditions | Yield |
---|---|
Multi-step reaction with 11 steps 1: 96 percent / i-Pr2NH / DMAP / diethyl ether / 36 h / Ambient temperature 2: 1.) O3; 2.) Ph3P / 1.) CH2Cl2, -78 deg C; 2.) -78 deg C, 20 min, r.t., 8 h 3: 85 percent / C8K, TiCl3 / 1,2-dimethoxy-ethane / r.t., 5 h; reflux, 3 h 4: 1.) HF; 2.) 2-methoxypropene / 2.) pyridinium p-toluenesulfonate / 1.) H2O, MeCN, r.t., 1.75 h; 2.) CH2Cl2, 0 deg C, 40 min 5: 1.) (COCl)2; 2.Et3N / 1.) DMSO, CH2Cl2, -78 deg C, 15 min; 2.) -78 deg C, 5 min 6: 80 percent / L-Selectride / tetrahydrofuran / -78 deg C, 1 h; -43 deg C, 12 h 7: 99 percent / Et3N / DMAP / CH2Cl2 / 68 h / Ambient temperature 8: 92 percent / Bu4NF / tetrahydrofuran / 1.75 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., 30 min 10: 88 percent / 1.3N HCl / tetrahydrofuran / 2 h / Ambient temperature 11: 61 percent / Ag2CO3/Celite / toluene / 2 h / 95 °C View Scheme | |
Multi-step reaction with 11 steps 1: 96 percent / i-Pr2NH, 4-(dimethylamino)pyridine (DMAP) / diethyl ether / 36 h / Ambient temperature 2: 1.) O3, 2.) Ph3P / 1.) CH2Cl2, -78 deg C, 20 min, 2.) RT, 8 h 3: 85 percent / C8K, TiCl3 / 1,2-dimethoxy-ethane / 1.) RT, 5 h, 2.) reflux, 3 h 4: 1.) 48percent aq. HF, 2.) 2-methoxypropene, pyridinium p-toluenesulfonate / 1.) MeCN, RT, 1.75 h, 2.) CH2Cl2, 0 deg C, 40 min 5: 93 percent / (COCl)2, DMSO / CH2Cl2 / 0.25 h / -78 °C 6: 80 percent / L-Selectride / tetrahydrofuran / 1.) -78 deg C, 1 h, 2.) -43 deg C, 12 h 7: 99 percent / Et3N, 4-(dimethylamino)pyridine (DMAP) / CH2Cl2 / 68 h / Ambient temperature 8: 92 percent / Bu4N(1+)*F(1-) / tetrahydrofuran / 1.75 h / Ambient temperature 9: 91 percent / (COCl)2, DMSO / CH2Cl2 / 0.33 h / -78 °C 10: 88 percent / 10percent aq. HCl / tetrahydrofuran / 2 h / Ambient temperature 11: 61 percent / Ag2CO3/Celite / toluene / 2 h / 95 °C View Scheme |
(S)-2-Methyl-butyric acid (1S,7S,8S,8aR)-8-(2-{(4R,6S)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-ethyl)-7-methyl-1,2,3,7,8,8a-hexahydro-naphthalen-1-yl ester
mevastatin
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 92 percent / Bu4NF / tetrahydrofuran / 1.75 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., 30 min 3: 88 percent / 1.3N HCl / tetrahydrofuran / 2 h / Ambient temperature 4: 61 percent / Ag2CO3/Celite / toluene / 2 h / 95 °C View Scheme | |
Multi-step reaction with 4 steps 1: 92 percent / Bu4N(1+)*F(1-) / tetrahydrofuran / 1.75 h / Ambient temperature 2: 91 percent / (COCl)2, DMSO / CH2Cl2 / 0.33 h / -78 °C 3: 88 percent / 10percent aq. HCl / tetrahydrofuran / 2 h / Ambient temperature 4: 61 percent / Ag2CO3/Celite / toluene / 2 h / 95 °C View Scheme |
(4S,5S,6S)-5-(2-{(4R,6S)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-ethyl)-4-methyl-6-(1-triethylsilanyloxy-pent-4-enyl)-cyclohex-2-enone
mevastatin
Conditions | Yield |
---|---|
Multi-step reaction with 10 steps 1: 1.) O3; 2.) Ph3P / 1.) CH2Cl2, -78 deg C; 2.) -78 deg C, 20 min, r.t., 8 h 2: 85 percent / C8K, TiCl3 / 1,2-dimethoxy-ethane / r.t., 5 h; reflux, 3 h 3: 1.) HF; 2.) 2-methoxypropene / 2.) pyridinium p-toluenesulfonate / 1.) H2O, MeCN, r.t., 1.75 h; 2.) CH2Cl2, 0 deg C, 40 min 4: 1.) (COCl)2; 2.Et3N / 1.) DMSO, CH2Cl2, -78 deg C, 15 min; 2.) -78 deg C, 5 min 5: 80 percent / L-Selectride / tetrahydrofuran / -78 deg C, 1 h; -43 deg C, 12 h 6: 99 percent / Et3N / DMAP / CH2Cl2 / 68 h / Ambient temperature 7: 92 percent / Bu4NF / tetrahydrofuran / 1.75 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., 30 min 9: 88 percent / 1.3N HCl / tetrahydrofuran / 2 h / Ambient temperature 10: 61 percent / Ag2CO3/Celite / toluene / 2 h / 95 °C View Scheme | |
Multi-step reaction with 10 steps 1: 1.) O3, 2.) Ph3P / 1.) CH2Cl2, -78 deg C, 20 min, 2.) RT, 8 h 2: 85 percent / C8K, TiCl3 / 1,2-dimethoxy-ethane / 1.) RT, 5 h, 2.) reflux, 3 h 3: 1.) 48percent aq. HF, 2.) 2-methoxypropene, pyridinium p-toluenesulfonate / 1.) MeCN, RT, 1.75 h, 2.) CH2Cl2, 0 deg C, 40 min 4: 93 percent / (COCl)2, DMSO / CH2Cl2 / 0.25 h / -78 °C 5: 80 percent / L-Selectride / tetrahydrofuran / 1.) -78 deg C, 1 h, 2.) -43 deg C, 12 h 6: 99 percent / Et3N, 4-(dimethylamino)pyridine (DMAP) / CH2Cl2 / 68 h / Ambient temperature 7: 92 percent / Bu4N(1+)*F(1-) / tetrahydrofuran / 1.75 h / Ambient temperature 8: 91 percent / (COCl)2, DMSO / CH2Cl2 / 0.33 h / -78 °C 9: 88 percent / 10percent aq. HCl / tetrahydrofuran / 2 h / Ambient temperature 10: 61 percent / Ag2CO3/Celite / toluene / 2 h / 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
mevastatin
Conditions | Yield |
---|---|
Multi-step reaction with 12 steps 1: 1.) LDA / 1.) Et2O, -78 deg C, 1 h; 2.) -78 deg C, 10 min 2: 96 percent / i-Pr2NH / DMAP / diethyl ether / 36 h / Ambient temperature 3: 1.) O3; 2.) Ph3P / 1.) CH2Cl2, -78 deg C; 2.) -78 deg C, 20 min, r.t., 8 h 4: 85 percent / C8K, TiCl3 / 1,2-dimethoxy-ethane / r.t., 5 h; reflux, 3 h 5: 1.) HF; 2.) 2-methoxypropene / 2.) pyridinium p-toluenesulfonate / 1.) H2O, MeCN, r.t., 1.75 h; 2.) CH2Cl2, 0 deg C, 40 min 6: 1.) (COCl)2; 2.Et3N / 1.) DMSO, CH2Cl2, -78 deg C, 15 min; 2.) -78 deg C, 5 min 7: 80 percent / L-Selectride / tetrahydrofuran / -78 deg C, 1 h; -43 deg C, 12 h 8: 99 percent / Et3N / DMAP / CH2Cl2 / 68 h / Ambient temperature 9: 92 percent / Bu4NF / tetrahydrofuran / 1.75 h / Ambient temperature 10: 1.) (COCl)2; 2.) Et3N / 1.) DMSO,CH2Cl2, -78 deg C, 20 min; 2.) -78 deg C, 10 min, -78 deg C -> r.t., 30 min 11: 88 percent / 1.3N HCl / tetrahydrofuran / 2 h / Ambient temperature 12: 61 percent / Ag2CO3/Celite / toluene / 2 h / 95 °C View Scheme | |
Multi-step reaction with 12 steps 1: 1.) lithium diisopropylamide (LDA) / 1.) Et2O, -78 deg C, 1 h, 2.) -78 deg C, 10 min 2: 96 percent / i-Pr2NH, 4-(dimethylamino)pyridine (DMAP) / diethyl ether / 36 h / Ambient temperature 3: 1.) O3, 2.) Ph3P / 1.) CH2Cl2, -78 deg C, 20 min, 2.) RT, 8 h 4: 85 percent / C8K, TiCl3 / 1,2-dimethoxy-ethane / 1.) RT, 5 h, 2.) reflux, 3 h 5: 1.) 48percent aq. HF, 2.) 2-methoxypropene, pyridinium p-toluenesulfonate / 1.) MeCN, RT, 1.75 h, 2.) CH2Cl2, 0 deg C, 40 min 6: 93 percent / (COCl)2, DMSO / CH2Cl2 / 0.25 h / -78 °C 7: 80 percent / L-Selectride / tetrahydrofuran / 1.) -78 deg C, 1 h, 2.) -43 deg C, 12 h 8: 99 percent / Et3N, 4-(dimethylamino)pyridine (DMAP) / CH2Cl2 / 68 h / Ambient temperature 9: 92 percent / Bu4N(1+)*F(1-) / tetrahydrofuran / 1.75 h / Ambient temperature 10: 91 percent / (COCl)2, DMSO / CH2Cl2 / 0.33 h / -78 °C 11: 88 percent / 10percent aq. HCl / tetrahydrofuran / 2 h / Ambient temperature 12: 61 percent / Ag2CO3/Celite / toluene / 2 h / 95 °C View Scheme |
(7S,8S,8aR)-8-(2-{(4R,6S)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-ethyl)-7-methyl-1,2,3,7,8,8a-hexahydro-naphthalen-1-ol
mevastatin
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1: 1.) (COCl)2; 2.Et3N / 1.) DMSO, CH2Cl2, -78 deg C, 15 min; 2.) -78 deg C, 5 min 2: 80 percent / L-Selectride / tetrahydrofuran / -78 deg C, 1 h; -43 deg C, 12 h 3: 99 percent / Et3N / DMAP / CH2Cl2 / 68 h / Ambient temperature 4: 92 percent / Bu4NF / tetrahydrofuran / 1.75 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., 30 min 6: 88 percent / 1.3N HCl / tetrahydrofuran / 2 h / Ambient temperature 7: 61 percent / Ag2CO3/Celite / toluene / 2 h / 95 °C View Scheme | |
Multi-step reaction with 7 steps 1: 93 percent / (COCl)2, DMSO / CH2Cl2 / 0.25 h / -78 °C 2: 80 percent / L-Selectride / tetrahydrofuran / 1.) -78 deg C, 1 h, 2.) -43 deg C, 12 h 3: 99 percent / Et3N, 4-(dimethylamino)pyridine (DMAP) / CH2Cl2 / 68 h / Ambient temperature 4: 92 percent / Bu4N(1+)*F(1-) / tetrahydrofuran / 1.75 h / Ambient temperature 5: 91 percent / (COCl)2, DMSO / CH2Cl2 / 0.33 h / -78 °C 6: 88 percent / 10percent aq. HCl / tetrahydrofuran / 2 h / Ambient temperature 7: 61 percent / Ag2CO3/Celite / toluene / 2 h / 95 °C View Scheme |
<1S-<1α,7β,8β(4S*,6R*),8aβ>>-8-<2-<6-<2-<<(1,1-Dimethylethyl)diphenylsilyl>oxy>ethyl>-2,2-dimethyl-1,3-dioxan-4-yl>ethyl>-1,2,6,7,8,8a-hexahydro-7-methyl-1-naphthalenol
mevastatin
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: 99 percent / Et3N / DMAP / CH2Cl2 / 68 h / Ambient temperature 2: 92 percent / Bu4NF / tetrahydrofuran / 1.75 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., 30 min 4: 88 percent / 1.3N HCl / tetrahydrofuran / 2 h / Ambient temperature 5: 61 percent / Ag2CO3/Celite / toluene / 2 h / 95 °C View Scheme | |
Multi-step reaction with 5 steps 1: 99 percent / Et3N, 4-(dimethylamino)pyridine (DMAP) / CH2Cl2 / 68 h / Ambient temperature 2: 92 percent / Bu4N(1+)*F(1-) / tetrahydrofuran / 1.75 h / Ambient temperature 3: 91 percent / (COCl)2, DMSO / CH2Cl2 / 0.33 h / -78 °C 4: 88 percent / 10percent aq. HCl / tetrahydrofuran / 2 h / Ambient temperature 5: 61 percent / Ag2CO3/Celite / toluene / 2 h / 95 °C View Scheme |
(R)-3-<(tert-butyldimethylsilyl)oxy>-6-(dimethoxyphosphinyl)-5-oxohexanoic acid
mevastatin
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1: 92 percent / diethyl ether / 0.25 h / Ambient temperature 2: 55 percent / LiCl, 1,8-diazabicyclo<5.4.0>undec-7-ene (DBU) / dimethylsulfoxide / 30 h / Ambient temperature 3: (Ph3P)3RhCl, Et3SiH / benzene / 0.58 h / 70 °C 4: aq. HF / acetonitrile / 0.83 h / Ambient temperature 5: 9.6 mg / NaBH4 / methanol / 0.45 h / -15 - -13 °C 6: 70 percent / p-TsOH*H2O / benzene / 1.08 h / Ambient temperature View Scheme | |
Multi-step reaction with 6 steps 2: LiCl/DBU / acetonitrile 3: Et3SiH/(Ph3p)3ClRh / toluene / 65 °C 4: HF / acetonitrile 5: NaBH4 / 0.5 h / -15 °C 6: 70 percent / p-TsOH / benzene View Scheme |
(R)-6-(Dimethoxyphosphinyl)-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-5-oxohexanoic acid, methylester
mevastatin
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: 55 percent / LiCl, 1,8-diazabicyclo<5.4.0>undec-7-ene (DBU) / dimethylsulfoxide / 30 h / Ambient temperature 2: (Ph3P)3RhCl, Et3SiH / benzene / 0.58 h / 70 °C 3: aq. HF / acetonitrile / 0.83 h / Ambient temperature 4: 9.6 mg / NaBH4 / methanol / 0.45 h / -15 - -13 °C 5: 70 percent / p-TsOH*H2O / benzene / 1.08 h / Ambient temperature View Scheme | |
Multi-step reaction with 5 steps 1: LiCl/DBU / acetonitrile 2: Et3SiH/(Ph3p)3ClRh / toluene / 65 °C 3: HF / acetonitrile 4: NaBH4 / 0.5 h / -15 °C 5: 70 percent / p-TsOH / benzene View Scheme |
(S)-2-Methyl-butyric acid (1S,7S,8S,8aR)-8-formyl-7-methyl-1,2,3,7,8,8a-hexahydro-naphthalen-1-yl ester
mevastatin
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: 55 percent / LiCl, 1,8-diazabicyclo<5.4.0>undec-7-ene (DBU) / dimethylsulfoxide / 30 h / Ambient temperature 2: (Ph3P)3RhCl, Et3SiH / benzene / 0.58 h / 70 °C 3: aq. HF / acetonitrile / 0.83 h / Ambient temperature 4: 9.6 mg / NaBH4 / methanol / 0.45 h / -15 - -13 °C 5: 70 percent / p-TsOH*H2O / benzene / 1.08 h / Ambient temperature View Scheme | |
Multi-step reaction with 5 steps 1: LiCl/DBU / acetonitrile 2: Et3SiH/(Ph3p)3ClRh / toluene / 65 °C 3: HF / acetonitrile 4: NaBH4 / 0.5 h / -15 °C 5: 70 percent / p-TsOH / benzene View Scheme |
(3R,1'R)-methyl 1'-phenylethyl 3-hydroxypentanedioate
mevastatin
Conditions | Yield |
---|---|
Multi-step reaction with 9 steps 1: 1.) N-BuLi / 1.) THF, hexane, -78 deg C, 15 min, 2.) THF, hexane, from -78 deg C to RT 2: 84 percent / imidazole / CH2Cl2 / 8 h / Ambient temperature 3: H2 / 10percent Pd/C / diethyl ether / 2 h / 760 Torr / Ambient temperature 4: 92 percent / diethyl ether / 0.25 h / Ambient temperature 5: 55 percent / LiCl, 1,8-diazabicyclo<5.4.0>undec-7-ene (DBU) / dimethylsulfoxide / 30 h / Ambient temperature 6: (Ph3P)3RhCl, Et3SiH / benzene / 0.58 h / 70 °C 7: aq. HF / acetonitrile / 0.83 h / Ambient temperature 8: 9.6 mg / NaBH4 / methanol / 0.45 h / -15 - -13 °C 9: 70 percent / p-TsOH*H2O / benzene / 1.08 h / Ambient temperature View Scheme | |
Multi-step reaction with 9 steps 1: 43 percent / tetrahydrofuran / 0.17 h / -78 °C 2: C3H4N2 3: H2 / Pd-C 5: LiCl/DBU / acetonitrile 6: Et3SiH/(Ph3p)3ClRh / toluene / 65 °C 7: HF / acetonitrile 8: NaBH4 / 0.5 h / -15 °C 9: 70 percent / p-TsOH / benzene View Scheme |
(3R,1'R)-methyl 1'-phenylethyl 3-<(tert-butyldimethylsilyl)oxy>pentanedioate
mevastatin
Conditions | Yield |
---|---|
Multi-step reaction with 10 steps 1: 99 percent / aq. HF / acetonitrile / 1.25 h / Ambient temperature 2: 1.) N-BuLi / 1.) THF, hexane, -78 deg C, 15 min, 2.) THF, hexane, from -78 deg C to RT 3: 84 percent / imidazole / CH2Cl2 / 8 h / Ambient temperature 4: H2 / 10percent Pd/C / diethyl ether / 2 h / 760 Torr / Ambient temperature 5: 92 percent / diethyl ether / 0.25 h / Ambient temperature 6: 55 percent / LiCl, 1,8-diazabicyclo<5.4.0>undec-7-ene (DBU) / dimethylsulfoxide / 30 h / Ambient temperature 7: (Ph3P)3RhCl, Et3SiH / benzene / 0.58 h / 70 °C 8: aq. HF / acetonitrile / 0.83 h / Ambient temperature 9: 9.6 mg / NaBH4 / methanol / 0.45 h / -15 - -13 °C 10: 70 percent / p-TsOH*H2O / benzene / 1.08 h / Ambient temperature View Scheme | |
Multi-step reaction with 10 steps 1: HF / acetonitrile 2: 43 percent / tetrahydrofuran / 0.17 h / -78 °C 3: C3H4N2 4: H2 / Pd-C 6: LiCl/DBU / acetonitrile 7: Et3SiH/(Ph3p)3ClRh / toluene / 65 °C 8: HF / acetonitrile 9: NaBH4 / 0.5 h / -15 °C 10: 70 percent / p-TsOH / benzene View Scheme |
(R)-dimethyl <<4-<<(R)-phenylethoxy>carbonyl>-3-hydroxybutyryl>methyl>phosphonate
mevastatin
Conditions | Yield |
---|---|
Multi-step reaction with 8 steps 1: 84 percent / imidazole / CH2Cl2 / 8 h / Ambient temperature 2: H2 / 10percent Pd/C / diethyl ether / 2 h / 760 Torr / Ambient temperature 3: 92 percent / diethyl ether / 0.25 h / Ambient temperature 4: 55 percent / LiCl, 1,8-diazabicyclo<5.4.0>undec-7-ene (DBU) / dimethylsulfoxide / 30 h / Ambient temperature 5: (Ph3P)3RhCl, Et3SiH / benzene / 0.58 h / 70 °C 6: aq. HF / acetonitrile / 0.83 h / Ambient temperature 7: 9.6 mg / NaBH4 / methanol / 0.45 h / -15 - -13 °C 8: 70 percent / p-TsOH*H2O / benzene / 1.08 h / Ambient temperature View Scheme | |
Multi-step reaction with 8 steps 1: C3H4N2 2: H2 / Pd-C 4: LiCl/DBU / acetonitrile 5: Et3SiH/(Ph3p)3ClRh / toluene / 65 °C 6: HF / acetonitrile 7: NaBH4 / 0.5 h / -15 °C 8: 70 percent / p-TsOH / benzene View Scheme |
(R)-dimethyl <<3-<(tert-butyldimethylsilyl)oxy>-4-<<(R)-phenylethoxy>carbonyl>butyryl>methyl>phosphonate
mevastatin
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1: H2 / 10percent Pd/C / diethyl ether / 2 h / 760 Torr / Ambient temperature 2: 92 percent / diethyl ether / 0.25 h / Ambient temperature 3: 55 percent / LiCl, 1,8-diazabicyclo<5.4.0>undec-7-ene (DBU) / dimethylsulfoxide / 30 h / Ambient temperature 4: (Ph3P)3RhCl, Et3SiH / benzene / 0.58 h / 70 °C 5: aq. HF / acetonitrile / 0.83 h / Ambient temperature 6: 9.6 mg / NaBH4 / methanol / 0.45 h / -15 - -13 °C 7: 70 percent / p-TsOH*H2O / benzene / 1.08 h / Ambient temperature View Scheme | |
Multi-step reaction with 7 steps 1: H2 / Pd-C 3: LiCl/DBU / acetonitrile 4: Et3SiH/(Ph3p)3ClRh / toluene / 65 °C 5: HF / acetonitrile 6: NaBH4 / 0.5 h / -15 °C 7: 70 percent / p-TsOH / benzene View Scheme |
(1S,2S,8S,8aR,5'R,2''S)-methyl 1,2,6,7,8,8a-hexahydro-5'hydroxy-2-methyl-8-<(2-methyl-1-oxobutyl)oxy>-3'-oxo-1-naphthaleneheptanoate
mevastatin
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 9.6 mg / NaBH4 / methanol / 0.45 h / -15 - -13 °C 2: 70 percent / p-TsOH*H2O / benzene / 1.08 h / Ambient temperature View Scheme | |
Multi-step reaction with 2 steps 1: NaBH4 / 0.5 h / -15 °C 2: 70 percent / p-TsOH / benzene View Scheme |
mevastatin
pravastatin
Conditions | Yield |
---|---|
85.4% | |
Product distribution / selectivity; |
mevastatin
<1S-<1α(3R*,5S*),2α,8β,8aα>>-7-(1,2,6,7,8,8a-Hexahydro-8-hydroxy-2-methyl-1-naphthalenyl)-1,3,5-heptanetriol
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride In tetrahydrofuran for 9h; Ambient temperature; | 81% |
With lithium aluminium tetrahydride In diethyl ether |
mevastatin
6-desmethylmonacolin J
Conditions | Yield |
---|---|
With lithium hydroxide for 24h; Heating; | 75% |
Multi-step reaction with 2 steps 1: aq. LiOH / 24 h / Heating 2: 30 mg / toluene / 1 h / Heating View Scheme |
diazomethane
mevastatin
(1S,7S,8S,8aR)-1,2,3,7,8,8a-hexahydro-7-methyl-8-<2-((2R,4R)-tetrahydro-4-methoxy-6-oxo-2H-pyran-2-yl)-ethyl>-1-naphthyl (2S)-2-methylbutyrate
Conditions | Yield |
---|---|
In diethyl ether; water at 0℃; | 38% |
formic acid
mevastatin
(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
Conditions | Yield |
---|---|
With tert-butylhypochlorite In dichloromethane at -10℃; Product distribution; Mechanism; reactions 1 or 2 equiv. terc-BuOCl; | |
With tert-butylhypochlorite In dichloromethane at -10℃; |
formic acid
mevastatin
Conditions | Yield |
---|---|
With tert-butylhypochlorite In dichloromethane at -10℃; |
mevastatin
anhydrocompactin
Conditions | Yield |
---|---|
With potassium hydrogensulfate In N,N-dimethyl-formamide for 6h; Heating; | 2.7 mg |
Conditions | Yield |
---|---|
In acetonitrile at 40℃; for 15h; Kinetics; Product distribution; |
mevastatin
Conditions | Yield |
---|---|
With lithium hydroxide for 24h; Heating; |
ethanol
mevastatin
Conditions | Yield |
---|---|
With potassium hydroxide |
mevastatin
(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
mevastatin
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: LiAlH4 / diethyl ether 2: pyridine, DMAP View Scheme |
mevastatin
<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
Conditions | Yield |
---|---|
Multi-step reaction with 14 steps 1: 81 percent / LiAlH4 / tetrahydrofuran / 9 h / Ambient temperature 2: 92 percent / imidazole / dimethylformamide / 1 h 3: 89 percent / PPTS / CH2Cl2 / 0.17 h / 0 °C 4: 89 percent / NaHCO3, t-BuOOH, VO(acac)2 / benzene / 2 h / Ambient temperature 5: 1.) Li, CuCN / 1.) THF, 2.) THF, 4 h 6: 95 percent / NaHCO3, t-BuOOH, VO(acac)2 / benzene / 6 h / Ambient temperature 7: 84 percent / Et3N, DMAP / CH2Cl2 / 0.17 h / 0 °C 8: 98 percent / Pr4NRuO4, 4 Angstroem molecular sieves, 4-methylmorpholine N-oxide / CH2Cl2 / 6 h 9: 79 percent / LDA, Et3N / 0.42 h / -78 °C 10: 1.) m-CPBA, 2.) Bu4NF, AcOH 11: AcOH / methanol / 11 h 12: PPTS / 7.5 h 13: aq. NaIO4 / methanol / 23 h / Ambient temperature 14: PPTS / 2.5 h View Scheme | |
Multi-step reaction with 13 steps 1: 81 percent / LiAlH4 / tetrahydrofuran / 9 h / Ambient temperature 2: 92 percent / imidazole / dimethylformamide / 1 h 3: 89 percent / PPTS / CH2Cl2 / 0.17 h / 0 °C 4: 89 percent / NaHCO3, t-BuOOH, VO(acac)2 / benzene / 2 h / Ambient temperature 5: 1.) Li, CuCN / 1.) THF, 2.) THF, 4 h 6: 95 percent / NaHCO3, t-BuOOH, VO(acac)2 / benzene / 6 h / Ambient temperature 7: 84 percent / Et3N, DMAP / CH2Cl2 / 0.17 h / 0 °C 8: 98 percent / Pr4NRuO4, 4 Angstroem molecular sieves, 4-methylmorpholine N-oxide / CH2Cl2 / 6 h 9: 1.) potassium bis(trimethylsilyl)amide, 2-(phenylsulfonyl)-3-(p-nitrophenyl)oxaziridine, 2.) Bu4NF / 1.) THF, toluene, -78 deg C, 30 min; -78 deg C, 30 min, 2.) THF, 30 min 10: AcOH / methanol / 11 h 11: PPTS / 7.5 h 12: aq. NaIO4 / methanol / 23 h / Ambient temperature 13: PPTS / 2.5 h View Scheme |
mevastatin
<1S-<1α,7β,8β(4S*,6R*),8aβ>>-8-<2-<6-<2-<<(1,1-Dimethylethyl)diphenylsilyl>oxy>ethyl>-2,2-dimethyl-1,3-dioxan-4-yl>ethyl>-1,2,6,7,8,8a-hexahydro-7-methyl-1-naphthalenol
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 81 percent / LiAlH4 / tetrahydrofuran / 9 h / Ambient temperature 2: 92 percent / imidazole / dimethylformamide / 1 h 3: 89 percent / PPTS / CH2Cl2 / 0.17 h / 0 °C View Scheme |
mevastatin
Conditions | Yield |
---|---|
Multi-step reaction with 13 steps 1: 81 percent / LiAlH4 / tetrahydrofuran / 9 h / Ambient temperature 2: 92 percent / imidazole / dimethylformamide / 1 h 3: 89 percent / PPTS / CH2Cl2 / 0.17 h / 0 °C 4: 89 percent / NaHCO3, t-BuOOH, VO(acac)2 / benzene / 2 h / Ambient temperature 5: 1.) Li, CuCN / 1.) THF, 2.) THF, 4 h 6: 95 percent / NaHCO3, t-BuOOH, VO(acac)2 / benzene / 6 h / Ambient temperature 7: 84 percent / Et3N, DMAP / CH2Cl2 / 0.17 h / 0 °C 8: 98 percent / Pr4NRuO4, 4 Angstroem molecular sieves, 4-methylmorpholine N-oxide / CH2Cl2 / 6 h 9: 79 percent / LDA, Et3N / 0.42 h / -78 °C 10: 1.) m-CPBA, 2.) Bu4NF, AcOH 11: AcOH / methanol / 11 h 12: PPTS / 7.5 h 13: aq. NaIO4 / methanol / 23 h / Ambient temperature View Scheme | |
Multi-step reaction with 12 steps 1: 81 percent / LiAlH4 / tetrahydrofuran / 9 h / Ambient temperature 2: 92 percent / imidazole / dimethylformamide / 1 h 3: 89 percent / PPTS / CH2Cl2 / 0.17 h / 0 °C 4: 89 percent / NaHCO3, t-BuOOH, VO(acac)2 / benzene / 2 h / Ambient temperature 5: 1.) Li, CuCN / 1.) THF, 2.) THF, 4 h 6: 95 percent / NaHCO3, t-BuOOH, VO(acac)2 / benzene / 6 h / Ambient temperature 7: 84 percent / Et3N, DMAP / CH2Cl2 / 0.17 h / 0 °C 8: 98 percent / Pr4NRuO4, 4 Angstroem molecular sieves, 4-methylmorpholine N-oxide / CH2Cl2 / 6 h 9: 1.) potassium bis(trimethylsilyl)amide, 2-(phenylsulfonyl)-3-(p-nitrophenyl)oxaziridine, 2.) Bu4NF / 1.) THF, toluene, -78 deg C, 30 min; -78 deg C, 30 min, 2.) THF, 30 min 10: AcOH / methanol / 11 h 11: PPTS / 7.5 h 12: aq. NaIO4 / methanol / 23 h / Ambient temperature View Scheme |
mevastatin
<1S-<1α(3R*,5S*),2α,8β,8aα>>-1<<(1,1-Dimethylethyl)diphenylsilyl>oxy>-7-(1,2,6,7,8,8a-hexahydro-8-hydroxy-2-methyl-1-naphthalenyl)-3,5-heptanediol
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 81 percent / LiAlH4 / tetrahydrofuran / 9 h / Ambient temperature 2: 92 percent / imidazole / dimethylformamide / 1 h View Scheme |
mevastatin
<1aR-<1aα,4β,4aα,5α(4R*,6S*),6α>>-5-<2-<6-<2-<<(1,1-Dimethylethyl)diphenylsilyl>oxy>ethyl>-2,2-dimethyl-1,3-dioxan-4-yl>ethyl>-1a,2,4,4a,5,6-hexahydro-6-methyl-3H-naphth<1,8a-b>oxiren-4-ol
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 81 percent / LiAlH4 / tetrahydrofuran / 9 h / Ambient temperature 2: 92 percent / imidazole / dimethylformamide / 1 h 3: 89 percent / PPTS / CH2Cl2 / 0.17 h / 0 °C 4: 89 percent / NaHCO3, t-BuOOH, VO(acac)2 / benzene / 2 h / Ambient temperature View Scheme |
mevastatin
Conditions | Yield |
---|---|
Multi-step reaction with 11 steps 1: 81 percent / LiAlH4 / tetrahydrofuran / 9 h / Ambient temperature 2: 92 percent / imidazole / dimethylformamide / 1 h 3: 89 percent / PPTS / CH2Cl2 / 0.17 h / 0 °C 4: 89 percent / NaHCO3, t-BuOOH, VO(acac)2 / benzene / 2 h / Ambient temperature 5: 1.) Li, CuCN / 1.) THF, 2.) THF, 4 h 6: 95 percent / NaHCO3, t-BuOOH, VO(acac)2 / benzene / 6 h / Ambient temperature 7: 84 percent / Et3N, DMAP / CH2Cl2 / 0.17 h / 0 °C 8: 98 percent / Pr4NRuO4, 4 Angstroem molecular sieves, 4-methylmorpholine N-oxide / CH2Cl2 / 6 h 9: 79 percent / LDA, Et3N / 0.42 h / -78 °C 10: 1.) m-CPBA, 2.) Bu4NF, AcOH 11: AcOH / methanol / 11 h View Scheme | |
Multi-step reaction with 10 steps 1: 81 percent / LiAlH4 / tetrahydrofuran / 9 h / Ambient temperature 2: 92 percent / imidazole / dimethylformamide / 1 h 3: 89 percent / PPTS / CH2Cl2 / 0.17 h / 0 °C 4: 89 percent / NaHCO3, t-BuOOH, VO(acac)2 / benzene / 2 h / Ambient temperature 5: 1.) Li, CuCN / 1.) THF, 2.) THF, 4 h 6: 95 percent / NaHCO3, t-BuOOH, VO(acac)2 / benzene / 6 h / Ambient temperature 7: 84 percent / Et3N, DMAP / CH2Cl2 / 0.17 h / 0 °C 8: 98 percent / Pr4NRuO4, 4 Angstroem molecular sieves, 4-methylmorpholine N-oxide / CH2Cl2 / 6 h 9: 1.) potassium bis(trimethylsilyl)amide, 2-(phenylsulfonyl)-3-(p-nitrophenyl)oxaziridine, 2.) Bu4NF / 1.) THF, toluene, -78 deg C, 30 min; -78 deg C, 30 min, 2.) THF, 30 min 10: AcOH / methanol / 11 h View Scheme |
mevastatin
Conditions | Yield |
---|---|
Multi-step reaction with 12 steps 1: 81 percent / LiAlH4 / tetrahydrofuran / 9 h / Ambient temperature 2: 92 percent / imidazole / dimethylformamide / 1 h 3: 89 percent / PPTS / CH2Cl2 / 0.17 h / 0 °C 4: 89 percent / NaHCO3, t-BuOOH, VO(acac)2 / benzene / 2 h / Ambient temperature 5: 1.) Li, CuCN / 1.) THF, 2.) THF, 4 h 6: 95 percent / NaHCO3, t-BuOOH, VO(acac)2 / benzene / 6 h / Ambient temperature 7: 84 percent / Et3N, DMAP / CH2Cl2 / 0.17 h / 0 °C 8: 98 percent / Pr4NRuO4, 4 Angstroem molecular sieves, 4-methylmorpholine N-oxide / CH2Cl2 / 6 h 9: 79 percent / LDA, Et3N / 0.42 h / -78 °C 10: 1.) m-CPBA, 2.) Bu4NF, AcOH 11: AcOH / methanol / 11 h 12: PPTS / 7.5 h View Scheme | |
Multi-step reaction with 11 steps 1: 81 percent / LiAlH4 / tetrahydrofuran / 9 h / Ambient temperature 2: 92 percent / imidazole / dimethylformamide / 1 h 3: 89 percent / PPTS / CH2Cl2 / 0.17 h / 0 °C 4: 89 percent / NaHCO3, t-BuOOH, VO(acac)2 / benzene / 2 h / Ambient temperature 5: 1.) Li, CuCN / 1.) THF, 2.) THF, 4 h 6: 95 percent / NaHCO3, t-BuOOH, VO(acac)2 / benzene / 6 h / Ambient temperature 7: 84 percent / Et3N, DMAP / CH2Cl2 / 0.17 h / 0 °C 8: 98 percent / Pr4NRuO4, 4 Angstroem molecular sieves, 4-methylmorpholine N-oxide / CH2Cl2 / 6 h 9: 1.) potassium bis(trimethylsilyl)amide, 2-(phenylsulfonyl)-3-(p-nitrophenyl)oxaziridine, 2.) Bu4NF / 1.) THF, toluene, -78 deg C, 30 min; -78 deg C, 30 min, 2.) THF, 30 min 10: AcOH / methanol / 11 h 11: PPTS / 7.5 h View Scheme |
About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia
Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog
©2008 LookChem.com,License: ICP
NO.:Zhejiang16009103
complaints:service@lookchem.com Desktop View